chore: bump Cargo.toml to 0.7.3

Implement support for skills and refactored secrets providers

CHANGELOG.md

@@ -1,3 +1,65 @@
+## v0.7.3 (2026-06-24)
+
+### Fix
+
+- apply bootstrapping of functions at startup to fix edge case
+
+## v0.7.2 (2026-06-19)
+
+### Fix
+
+- usql version upgrade
+
+## v0.7.1 (2026-06-19)
+
+### Fix
+
+- sbx mixins must be passed in directories, not as files and the files must be named spec.yaml per new sbx version
+
+## v0.7.0 (2026-06-18)
+
+### Feat
+
+- added configurable cache path via the COYOTE_CACHE_PATH environment variable
+- added a memory option to .set tab completions
+- Added a diagnostic .info tools subcommand to make it easier to see what tools are enabled in all contexts
+- Added additional info outputs for enabled skills and sbx directories
+- directly execute shell commands from within the REPL
+- created mixin kit for built-in functions and MCP servers
+- Added sbx mixins for the secrets providers so users can also bootstrap those as well.
+- added support for loading sbx mixins that are dynamically discovered in the users workspace and config directory
+- Added a --fresh flag to let users create a truly bare bones sandbox without bootstrapping their config
+- initial built-in sandboxing support powered by Docker sbx
+- Added the ability to auto-bootstrap workspace memory when in git repos
+- Added explicit guardrail handling for pending agents
+- auto-append memory to memory index and don't necessarily require the LLM to remember to do it after a write
+- Added an --init-memory [global|workspace] flag to easily and quickly enable memory
+- added memory global configuration settings to the output of --info and .info
+- added .set memory REPL commands to control memory injection and applied formatting
+- Create the built-in memory management tools
+- Append the memory system prompts (readonly or r/w) to the system prompt when applicable
+- Created the --no-memory CLI flag to disable memory for this invocation
+- Added the memory configuration properties and storage to the main app config, roles, sessions, and agents.
+- initial scaffolding of a memory system
+
+### Fix
+
+- rebuild the tool scope after dynamically updating the skills_enabled value in the REPL
+- properly resolve Windows-based local vault password file locations and bootstrap them into the sandbox when possible
+- auto-translation of user-prefixed Mac and Linux paths for the vault password file when running inside a sandbox
+- don't attempt to auto complete .vault list in the REPL; that's the end of the command
+- buffer tool stdout as well as stderr so that any tools that error to stdout are captured and included in the response to the model, enabling the model to see what went wrong and to reason about how to fix it.
+- auto-bootstrapped memory was accidentally putting the MEMORY.md directly in the repo root rather than .coyote/memory/MEMORY.md
+- improved the fs_patch script description and added improved error handling to it.
+- added in forgotten require_max_tokens to the fable model
+- append memory functions to non-graph based agents on init
+- when auto_continue is disabled via the .set auto_continue false command, it should strip the todo functions from the list of functions
+- use rawPredict for non-streaming Claude requests
+
+### Refactor
+
+- Migrated the .skills command completion to use StateFlags and updated the help messages
+
 ## v0.6.0 (2026-06-05)
 
 ### Feat

Cargo.toml

@@ -1,6 +1,6 @@
 [package]
 name = "coyote-ai"
-version = "0.6.0"
+version = "0.7.3"
 edition = "2024"
 authors = ["Alex Clarke <alex.j.tusa@gmail.com>"]
 description = "An all-in-one, batteries included LLM CLI Tool"
@@ -58,6 +58,8 @@ http = "1.1.0"
 indexmap = { version = "2.2.6", features = ["serde"] }
 hmac = "0.12.1"
 aws-smithy-eventstream = "0.60.4"
+aws-smithy-types = "=1.4.9"
+time = "=0.3.47"
 urlencoding = "2.1.3"
 json-patch = { version = "4.0.0", default-features = false }
 bitflags = "2.5.0"

README.md

@@ -25,6 +25,7 @@ Coming from [AIChat](https://github.com/sigoden/aichat)? Follow the [migration g
 * [REPL](https://github.com/Dark-Alex-17/coyote/wiki/REPL): Interactive Read-Eval-Print Loop for conversational interactions with LLMs and Coyote.
   * [Custom REPL Prompt](https://github.com/Dark-Alex-17/coyote/wiki/REPL-Prompt): Customize the REPL prompt to provide useful contextual information.
 * [Vault](https://github.com/Dark-Alex-17/coyote/wiki/Vault): Securely store and manage sensitive information such as API keys and credentials.
+* [Sandboxes](https://github.com/Dark-Alex-17/coyote/wiki/Sandboxes): Launch Coyote inside an isolated [Docker Sandbox](https://docs.docker.com/ai/sandboxes/) with one command. Host config and vault credentials are projected in automatically; everything else is delegated to the `sbx` CLI.
 * [Shell Integrations](https://github.com/Dark-Alex-17/coyote/wiki/Shell-Integrations): Seamlessly integrate Coyote with your shell environment for enhanced command-line assistance.
 * [Function Calling](https://github.com/Dark-Alex-17/coyote/wiki/Tools): Leverage function calling capabilities to extend Coyote's functionality with custom tools
     * [Creating Custom Tools](https://github.com/Dark-Alex-17/coyote/wiki/Custom-Tools): You can create your own custom tools to enhance Coyote's capabilities.
@@ -36,6 +37,7 @@ Coming from [AIChat](https://github.com/sigoden/aichat)? Follow the [migration g
 * [Macros](https://github.com/Dark-Alex-17/coyote/wiki/Macros): Automate repetitive tasks and workflows with Coyote "scripts" (macros).
 * [RAG](https://github.com/Dark-Alex-17/coyote/wiki/RAG): Retrieval-Augmented Generation for enhanced information retrieval and generation.
 * [Sessions](https://github.com/Dark-Alex-17/coyote/wiki/Sessions): Manage and persist conversational contexts and settings across multiple interactions.
+* [Memory](https://github.com/Dark-Alex-17/coyote/wiki/Memory): Persistent file-based memory that survives across sessions. Bootstrap with `coyote --init-memory [global|workspace]`.
 * [Roles](https://github.com/Dark-Alex-17/coyote/wiki/Roles): Customize model behavior for specific tasks or domains.
 * [Skills](https://github.com/Dark-Alex-17/coyote/wiki/Skills): Modular knowledge or capability packs the LLM can load and unload mid-conversation. Multiple skills compose; instructions stack, tools and MCPs union.
 * [Agents](https://github.com/Dark-Alex-17/coyote/wiki/Agents): Leverage AI agents to perform complex tasks and workflows, including sub-agent spawning, teammate messaging, and user interaction tools.

assets/functions/sbx-mixin.yaml

@@ -0,0 +1,44 @@
+schemaVersion: "1"
+kind: mixin
+name: built-in-tools
+description: >
+  Installs binaries and allows network domains required by Coyote's built-in
+  global tools and the default MCP server set. Auto-applied by Coyote's sbx
+  mixin discovery when running `coyote --sandbox`.
+
+network:
+  allowedDomains:
+    # fetch_url_via_jina + jina reader fallback
+    - "r.jina.ai:443"
+    # get_current_weather (.sh, .py, .ts)
+    - "wttr.in:443"
+    # search_arxiv (the .sh tool still uses http://, so :80 is required until fixed)
+    - "export.arxiv.org:443"
+    - "export.arxiv.org:80"
+    # search_arxiv + search_wikipedia may follow DOI redirects
+    - "doi.org:443"
+    # search_wikipedia
+    - "en.wikipedia.org:443"
+    # search_wolframalpha
+    - "api.wolframalpha.com:443"
+    # web_search_perplexity
+    - "api.perplexity.ai:443"
+    # web_search_tavily
+    - "api.tavily.com:443"
+    # send_twilio
+    - "api.twilio.com:443"
+    # MCP: github (built-in mcp.json: api.githubcopilot.com)
+    - "api.githubcopilot.com:443"
+    # MCP: atlassian (built-in mcp.json: mcp-remote -> mcp.atlassian.com)
+    - "mcp.atlassian.com:443"
+    # MCP: ddg-search (built-in mcp.json: uvx duckduckgo-mcp-server)
+    - "duckduckgo.com:443"
+    - "html.duckduckgo.com:443"
+    - "lite.duckduckgo.com:443"
+    # MCP: npx-based servers (mcp-remote) pull from npm
+    - "registry.npmjs.org:443"
+    # MCP: docker server may pull images from common registries
+    - "ghcr.io:443"
+    - "registry-1.docker.io:443"
+    - "auth.docker.io:443"
+    - "production.cloudflare.docker.com:443"

assets/functions/tools/fs_patch.sh

@@ -5,6 +5,23 @@ set -e
 # PREFERRED way to modify a file. Prefer this over fs_write whenever the file already exists: it sends less data,
 # preserves unchanged content automatically, and is less prone to accidental data loss from full rewrites.
 # Use fs_write only when you are creating a new file or doing a complete rewrite where most of the content changes.
+#
+# CRITICAL — the patch is matched byte-for-byte. There is no fuzzy matching, no whitespace tolerance, and no context shift:
+# - Context lines (prefixed with a single space) and removed lines (prefixed with '-') must equal the file content exactly.
+#   If unsure, fs_cat the file first and copy the bytes verbatim into your patch.
+# - JSON-escape the contents string ONCE. Each literal backslash in the file becomes \\ in the JSON contents string. So a
+#   shell line containing s|\\"|"|g must appear in JSON as s|\\\\\"|\"|g — NOT s|\\\\\\\"|\\\"|g. Over-escaping backslashes
+#   is the most common cause of "unable to apply patch" failures, especially in files with sed/jq/regex pipelines or
+#   embedded Python with quoted strings.
+# - Hunks are applied in order; the first hunk that fails aborts the whole patch — later hunks are NOT attempted.
+# - If you've edited this file in earlier tool calls, fs_cat it again before composing the patch. A stale view of the file
+#   produces context lines that no longer match.
+# - On failure the error message names the failing hunk and shows the expected-vs-actual line. Fix that specific line and
+#   retry — do not blindly resend a near-identical patch.
+#
+# For files with heavy escaping (sed/jq/regex pipelines, shell with embedded heredocs, deeply quoted strings), prefer
+# fs_write over chained fs_patch hunks to replace the entire file with the full new contents (i.e. original content +
+# your changes).
 
 # @option --path! The path of the file to apply the patch to
 # @option --contents! The patch to apply to the file

assets/functions/utils/prompt-utils.sh

@@ -600,6 +600,14 @@ patch_file() {
 
           for (i = 2; i <= hunkTotalOriginalLines[hunkIndex]; i++) {
             if (lines[nextLineIndex] != hunkOriginalLines[hunkIndex,i]) {
+              if (i - 1 > bestPartialLen[hunkIndex]) {
+                bestPartialLen[hunkIndex] = i - 1
+                bestPartialAnchorLine[hunkIndex] = lineIndex
+                bestPartialHunkPos[hunkIndex] = i
+                bestPartialDivergeLine[hunkIndex] = nextLineIndex
+                bestPartialExpected[hunkIndex] = hunkOriginalLines[hunkIndex,i]
+                bestPartialActual[hunkIndex] = lines[nextLineIndex]
+              }
               nextLineIndex = 0
               break
             }
@@ -621,7 +629,32 @@ patch_file() {
         }
 
         if (hunkIndex != totalHunks + 1) {
+          failingHunk = hunkIndex
           print "error: unable to apply patch" > "/dev/stderr"
+          print "" > "/dev/stderr"
+          print "Hunk " failingHunk " of " totalHunks " did not match the file." > "/dev/stderr"
+
+          if (bestPartialLen[failingHunk] == 0) {
+            print "" > "/dev/stderr"
+            print "The first context/removed line of hunk " failingHunk " was not found anywhere in the file:" > "/dev/stderr"
+            print "  expected: " hunkOriginalLines[failingHunk, 1] > "/dev/stderr"
+          } else {
+            print "" > "/dev/stderr"
+            print "Closest match: anchored at file line " bestPartialAnchorLine[failingHunk] ", matched " bestPartialLen[failingHunk] " of " hunkTotalOriginalLines[failingHunk] " original lines before diverging." > "/dev/stderr"
+            print "" > "/dev/stderr"
+            print "At file line " bestPartialDivergeLine[failingHunk] " (hunk original line " bestPartialHunkPos[failingHunk] "):" > "/dev/stderr"
+            print "  expected: " bestPartialExpected[failingHunk] > "/dev/stderr"
+            print "  actual:   " bestPartialActual[failingHunk] > "/dev/stderr"
+          }
+
+          print "" > "/dev/stderr"
+          print "Lines must match byte-for-byte (no fuzzy matching). Check escaping, whitespace, and quoting." > "/dev/stderr"
+
+          if (failingHunk < totalHunks) {
+            print "" > "/dev/stderr"
+            print (totalHunks - failingHunk) " subsequent hunk(s) were not attempted (patcher aborts on first failure)." > "/dev/stderr"
+          }
+
           exit 1
         }
     }

assets/sbx-kit/spec.yaml

@@ -0,0 +1,326 @@
+# Docker sbx agent kit for Coyote
+#
+# Setup (paths use $HOME so commands work in bash/zsh/PowerShell/Git Bash):
+#   sbx create --kit ./sbx-kit/ coyote --name testing .
+#   sbx cp $HOME/.config/coyote/ testing:/home/agent/.config/
+#   sbx cp $HOME/.coyote_password testing:/home/agent/
+#   sbx run testing --kit ./sbx-kit/
+schemaVersion: "1"
+kind: agent
+name: coyote
+displayName: Coyote
+description: >
+  An all-in-one, batteries-included LLM CLI tool featuring Shell Assistant,
+  CLI & REPL mode, RAG, AI tools & agents, MCP servers, skills, and macros.
+
+agent:
+  image: "docker/sandbox-templates:shell-docker"
+  aiFilename: COYOTE.md
+#  persistence: persistent
+  entrypoint:
+    run: ["bash", "-lc", "exec /home/agent/.cargo/bin/coyote"]
+
+network:
+  # Proxy-managed LLM providers: the proxy substitutes `proxy-managed` for
+  # the env var inside the sandbox and rewrites the auth header per
+  # serviceAuth at request time. Multiple domains may map to one service
+  # (e.g. jina) so they share a single credential.
+  serviceDomains:
+    api.openai.com: openai
+    api.anthropic.com: anthropic
+    generativelanguage.googleapis.com: gemini
+    api.cohere.ai: cohere
+    api.groq.com: groq
+    openrouter.ai: openrouter
+    api.ai21.com: ai21
+    api.cloudflare.com: cloudflare
+    api.deepinfra.com: deepinfra
+    api.deepseek.com: deepseek
+    api.mistral.ai: mistral
+    api.perplexity.ai: perplexity
+    api.voyageai.com: voyageai
+    api.x.ai: xai
+    api.jina.ai: jina
+    r.jina.ai: jina
+    qianfan.baidubce.com: ernie
+    api.hunyuan.cloud.tencent.com: hunyuan
+    api.minimax.chat: minimax
+    api.moonshot.cn: moonshot
+    dashscope.aliyuncs.com: qianwen
+    open.bigmodel.cn: zhipuai
+  serviceAuth:
+    openai:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    anthropic:
+      headerName: x-api-key
+      valueFormat: "%s"
+    gemini:
+      headerName: x-goog-api-key
+      valueFormat: "%s"
+    cohere:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    groq:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    openrouter:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    ai21:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    cloudflare:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    deepinfra:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    deepseek:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    mistral:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    perplexity:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    voyageai:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    xai:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    jina:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    ernie:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    hunyuan:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    minimax:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    moonshot:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    qianwen:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+    zhipuai:
+      headerName: Authorization
+      valueFormat: "Bearer %s"
+  allowedDomains:
+    # Coyote release + self-update + model-registry sync
+    - "github.com:443"
+    - "api.github.com:443"
+    - "raw.githubusercontent.com:443"
+    - "objects.githubusercontent.com:443"
+    - "*.githubusercontent.com:443"
+    # Coyote install paths (cargo install + uv + rustup + Python tool deps at runtime)
+    - "crates.io:443"
+    - "static.crates.io:443"
+    - "pypi.org:443"
+    - "files.pythonhosted.org:443"
+    - "astral.sh:443"
+    - "sh.rustup.rs:443"
+    - "static.rust-lang.org:443"
+
+    # LLM model OAuth + API endpoints
+    - "claude.ai:443"
+    - "console.anthropic.com:443"
+    - "accounts.google.com:443"
+    # *.googleapis.com covers oauth2 + userinfo + VertexAI regional endpoints
+    # (*-aiplatform.googleapis.com). Do not narrow without re-checking VertexAI.
+    - "*.googleapis.com:443"
+
+    # Bedrock and GitHub Models use signed / GitHub-PAT auth that the proxy
+    # cannot rewrite. Domains are allow-listed; credentials must be injected
+    # separately (see README "Extending").
+    - "*.amazonaws.com:443"
+    - "models.inference.ai.azure.com:443"
+
+credentials:
+  sources:
+    openai:
+      env:
+        - OPENAI_API_KEY
+    anthropic:
+      env:
+        - ANTHROPIC_API_KEY
+    gemini:
+      env:
+        - GEMINI_API_KEY
+        - GOOGLE_API_KEY
+    cohere:
+      env:
+        - COHERE_API_KEY
+    groq:
+      env:
+        - GROQ_API_KEY
+    openrouter:
+      env:
+        - OPENROUTER_API_KEY
+    ai21:
+      env:
+        - AI21_API_KEY
+    cloudflare:
+      env:
+        - CLOUDFLARE_API_KEY
+    deepinfra:
+      env:
+        - DEEPINFRA_API_KEY
+    deepseek:
+      env:
+        - DEEPSEEK_API_KEY
+    mistral:
+      env:
+        - MISTRAL_API_KEY
+    perplexity:
+      env:
+        - PERPLEXITY_API_KEY
+    voyageai:
+      env:
+        - VOYAGE_API_KEY
+    xai:
+      env:
+        - XAI_API_KEY
+    jina:
+      env:
+        - JINA_API_KEY
+    ernie:
+      env:
+        - ERNIE_API_KEY
+    hunyuan:
+      env:
+        - HUNYUAN_API_KEY
+    minimax:
+      env:
+        - MINIMAX_API_KEY
+    moonshot:
+      env:
+        - MOONSHOT_API_KEY
+    qianwen:
+      env:
+        - DASHSCOPE_API_KEY
+    zhipuai:
+      env:
+        - ZHIPUAI_API_KEY
+
+environment:
+  variables:
+    IS_SANDBOX: "1"
+    COYOTE_LOG_LEVEL: INFO
+  proxyManaged:
+    - OPENAI_API_KEY
+    - ANTHROPIC_API_KEY
+    - GEMINI_API_KEY
+    - GOOGLE_API_KEY
+    - COHERE_API_KEY
+    - GROQ_API_KEY
+    - OPENROUTER_API_KEY
+    - AI21_API_KEY
+    - CLOUDFLARE_API_KEY
+    - DEEPINFRA_API_KEY
+    - DEEPSEEK_API_KEY
+    - MISTRAL_API_KEY
+    - PERPLEXITY_API_KEY
+    - VOYAGE_API_KEY
+    - XAI_API_KEY
+    - JINA_API_KEY
+    - ERNIE_API_KEY
+    - HUNYUAN_API_KEY
+    - MINIMAX_API_KEY
+    - MOONSHOT_API_KEY
+    - DASHSCOPE_API_KEY
+    - ZHIPUAI_API_KEY
+
+commands:
+  install:
+    - command: |
+        sudo apt-get update &&
+        sudo apt-get install -y \
+          jq curl git \
+          build-essential pkg-config \
+          cmake \
+          clang libclang-dev \
+          musl-tools \
+          libssl-dev \
+          pandoc \
+          bzip2
+      user: "1000"
+      description: Install system prerequisites (including pandoc for fetch_url_via_curl)
+    - command: "curl -LsSf https://astral.sh/uv/install.sh | sh"
+      user: "1000"
+      description: Install uv (required for Python-based custom tools)
+    - command: |
+        set -euo pipefail
+        USQL_VERSION=$(curl -sSL https://api.github.com/repos/xo/usql/releases/latest | jq -r .tag_name | sed 's/^v//')
+        ARCH=$(uname -m)
+        case "$ARCH" in
+          x86_64) USQL_ARCH=amd64 ;;
+          aarch64) USQL_ARCH=arm64 ;;
+          *) echo "Unsupported arch for usql install: $ARCH" >&2; exit 1 ;;
+        esac
+        TMPDIR=$(mktemp -d)
+        trap 'rm -rf "$TMPDIR"' EXIT
+        curl -sSL "https://github.com/xo/usql/releases/download/v${USQL_VERSION}/usql_static-${USQL_VERSION}-linux-${USQL_ARCH}.tar.bz2" -o "$TMPDIR/usql.tar.bz2"
+        tar -xjf "$TMPDIR/usql.tar.bz2" -C "$TMPDIR"
+        sudo install -m 0755 "$TMPDIR/usql_static" /usr/local/bin/usql
+      user: "1000"
+      description: Install the usql universal SQL CLI (used by the built-in sql agent and execute_sql_code tool)
+    - command: |
+        curl --proto '=https' --tlsv1.2 -sSf https://sh.rustup.rs | \
+          sh -s -- -y \
+          --default-toolchain stable \
+          --profile minimal \
+          --target x86_64-unknown-linux-musl
+        . "$HOME/.cargo/env"
+        cargo install --locked coyote-ai
+      user: "1000"
+      description: Install Coyote AI CLI via Rust's Cargo
+
+  startup:
+    - command: ["sh", "-c", "test -f \"$HOME/.config/coyote/config.yaml\" || coyote --info >/dev/null 2>&1 || true"]
+      user: "1000"
+      background: false
+      description: Bootstrap Coyote config directory on first sandbox start
+
+memory: |
+  ## Sandbox environment
+
+  You are running inside a Docker sandbox launched via `sbx run coyote`. The
+  user's project workspace is mounted at its absolute host path and is the
+  current working directory. `sudo` is passwordless; use it for system
+  package installs.
+
+  Coyote's configuration lives at `~/.config/coyote/` and logs at
+  `~/.cache/coyote/coyote.log`. Persistence is enabled, so config, sessions,
+  vault state, OAuth tokens, and installed tools survive sandbox restarts.
+
+  LLM provider credentials are forwarded by the sandbox HTTP proxy. The
+  following provider env vars are recognized - export the ones you use on
+  the host before running `sbx run coyote`:
+
+    OPENAI_API_KEY, ANTHROPIC_API_KEY, GEMINI_API_KEY / GOOGLE_API_KEY,
+    COHERE_API_KEY, GROQ_API_KEY, OPENROUTER_API_KEY, AI21_API_KEY,
+    CLOUDFLARE_API_KEY, DEEPINFRA_API_KEY, DEEPSEEK_API_KEY,
+    MISTRAL_API_KEY, PERPLEXITY_API_KEY, VOYAGE_API_KEY, XAI_API_KEY,
+    JINA_API_KEY, ERNIE_API_KEY, HUNYUAN_API_KEY, MINIMAX_API_KEY, 
+    MOONSHOT_API_KEY, DASHSCOPE_API_KEY (Qwen), ZHIPUAI_API_KEY
+
+  Inside the sandbox these appear as the placeholder string `proxy-managed`;
+  the proxy substitutes the real value at request time. OAuth flows for
+  Claude Pro/Max and Gemini are also allow-listed.
+
+  Bedrock (AWS) and VertexAI (Google Cloud) use signed/OAuth-token requests
+  that the proxy cannot rewrite. Their domains are allow-listed but you must
+  inject credentials yourself via `sbx run --env AWS_ACCESS_KEY_ID=...` or
+  a mixin kit that mounts a service-account JSON.
+
+  Useful first-run commands:
+  - `coyote --info`          # show config paths and resolved settings
+  - `coyote --list-secrets`  # initialise the local vault
+  - `coyote --authenticate <client>`  # OAuth flow (Claude Pro/Max, Gemini)

assets/sbx-vault-mixins/aws_secrets_manager/spec.yaml

@@ -0,0 +1,33 @@
+schemaVersion: "1"
+kind: mixin
+name: vault-aws-secrets-manager
+description: >
+  Installs the AWS CLI v2 so the Coyote vault can read secrets from AWS
+  Secrets Manager inside the sandbox. The AWS Rust SDK does not strictly
+  require the CLI, but most users authenticate via `aws sso login` or
+  `aws configure`, which need the CLI to be installed. After install, run
+  the appropriate auth command in the sandbox; cached credentials persist
+  for the lifetime of the sandbox.
+
+network:
+  allowedDomains:
+    - "awscli.amazonaws.com:443"
+    - "sts.amazonaws.com:443"
+    - "*.sts.amazonaws.com:443"
+    - "*.secretsmanager.amazonaws.com:443"
+    - "*.amazonaws.com:443"
+    - "*.awsapps.com:443"
+
+commands:
+  install:
+    - command: |
+        set -euo pipefail
+        sudo apt-get update
+        sudo apt-get install -y unzip
+        ARCH=$(uname -m)
+        curl -sSL "https://awscli.amazonaws.com/awscli-exe-linux-${ARCH}.zip" -o /tmp/awscliv2.zip
+        unzip -q /tmp/awscliv2.zip -d /tmp
+        sudo /tmp/aws/install
+        rm -rf /tmp/awscliv2.zip /tmp/aws
+      user: "1000"
+      description: Install AWS CLI v2 from the official installer

assets/sbx-vault-mixins/azure_key_vault/spec.yaml

@@ -0,0 +1,24 @@
+schemaVersion: "1"
+kind: mixin
+name: vault-azure-key-vault
+description: >
+  Installs the Azure CLI (`az`) so the Coyote vault can read secrets from
+  Azure Key Vault inside the sandbox. After install, run `az login` in the
+  sandbox to authenticate; the session token persists for the lifetime of
+  the sandbox.
+
+network:
+  allowedDomains:
+    - "aka.ms:443"
+    - "packages.microsoft.com:443"
+    - "azurecliprod.blob.core.windows.net:443"
+    - "login.microsoftonline.com:443"
+    - "graph.microsoft.com:443"
+    - "management.azure.com:443"
+    - "*.vault.azure.net:443"
+
+commands:
+  install:
+    - command: "curl -sL https://aka.ms/InstallAzureCLIDeb | sudo bash"
+      user: "1000"
+      description: Install Azure CLI via Microsoft's official install script

assets/sbx-vault-mixins/gcp_secret_manager/spec.yaml

@@ -0,0 +1,34 @@
+schemaVersion: "1"
+kind: mixin
+name: vault-gcp-secret-manager
+description: >
+  Installs the Google Cloud CLI (`gcloud`) so the Coyote vault can read
+  secrets from GCP Secret Manager inside the sandbox. The GCP Rust SDK does
+  not strictly require the CLI, but most users authenticate via
+  `gcloud auth application-default login`, which needs the CLI to be
+  installed. After install, run that command in the sandbox; the ADC file
+  persists for the lifetime of the sandbox.
+
+network:
+  allowedDomains:
+    - "packages.cloud.google.com:443"
+    - "accounts.google.com:443"
+    - "oauth2.googleapis.com:443"
+    - "secretmanager.googleapis.com:443"
+    - "cloudresourcemanager.googleapis.com:443"
+    - "*.googleapis.com:443"
+
+commands:
+  install:
+    - command: |
+        set -euo pipefail
+        sudo apt-get update
+        sudo apt-get install -y apt-transport-https ca-certificates gnupg
+        echo "deb [signed-by=/usr/share/keyrings/cloud.google.gpg] https://packages.cloud.google.com/apt cloud-sdk main" \
+          | sudo tee /etc/apt/sources.list.d/google-cloud-sdk.list >/dev/null
+        curl -sSL https://packages.cloud.google.com/apt/doc/apt-key.gpg \
+          | sudo gpg --dearmor -o /usr/share/keyrings/cloud.google.gpg
+        sudo apt-get update
+        sudo apt-get install -y google-cloud-cli
+      user: "1000"
+      description: Install gcloud CLI from Google's official apt repository

assets/sbx-vault-mixins/gopass/spec.yaml

@@ -0,0 +1,30 @@
+schemaVersion: "1"
+kind: mixin
+name: vault-gopass
+description: >
+  Installs `gopass` and `gpg` so the Coyote vault can read secrets from a
+  gopass store inside the sandbox. The store must be cloned manually
+  (gopass walks a user-specific git remote, so v1 only allowlists github.com
+  and gitlab.com; add other hosts via a user mixin if needed). After install,
+  run `gopass setup` or `gopass clone <remote>` in the sandbox.
+
+network:
+  allowedDomains:
+    - "github.com:443"
+    - "api.github.com:443"
+    - "objects.githubusercontent.com:443"
+    - "gitlab.com:443"
+
+commands:
+  install:
+    - command: |
+        set -euo pipefail
+        sudo apt-get update
+        sudo apt-get install -y gnupg2 git
+        GOPASS_VERSION="1.15.13"
+        ARCH=$(dpkg --print-architecture)
+        curl -sSL "https://github.com/gopasspw/gopass/releases/download/v${GOPASS_VERSION}/gopass_${GOPASS_VERSION}_linux_${ARCH}.deb" -o /tmp/gopass.deb
+        sudo dpkg -i /tmp/gopass.deb
+        rm -f /tmp/gopass.deb
+      user: "1000"
+      description: Install gnupg2, git, and gopass from the official .deb release

assets/sbx-vault-mixins/one_password/spec.yaml

@@ -0,0 +1,31 @@
+schemaVersion: "1"
+kind: mixin
+name: vault-one-password
+description: >
+  Installs the 1Password CLI (`op`) so the Coyote vault can decrypt secrets
+  inside the sandbox. After install, run `op signin` in the sandbox to
+  authenticate; credentials persist for the lifetime of the sandbox.
+
+network:
+  allowedDomains:
+    - "downloads.1password.com:443"
+    - "cache.agilebits.com:443"
+    - "my.1password.com:443"
+    - "my.1password.eu:443"
+    - "my.1password.ca:443"
+    - "events.1password.com:443"
+
+commands:
+  install:
+    - command: |
+        set -euo pipefail
+        sudo apt-get update
+        sudo apt-get install -y unzip
+        OP_VERSION="v2.30.3"
+        ARCH=$(dpkg --print-architecture)
+        curl -sSL "https://cache.agilebits.com/dist/1P/op2/pkg/${OP_VERSION}/op_linux_${ARCH}_${OP_VERSION}.zip" -o /tmp/op.zip
+        sudo unzip -od /usr/local/bin /tmp/op.zip op
+        sudo chmod +x /usr/local/bin/op
+        rm -f /tmp/op.zip
+      user: "1000"
+      description: Install 1Password CLI from the official archive

config.agent.example.yaml

@@ -26,9 +26,6 @@ auto_continue: false             # Enable automatic continuation when incomplete
 max_auto_continues: 10           # Maximum number of automatic continuations before stopping
 inject_todo_instructions: true   # Inject the default todo tool usage instructions into the agent's system prompt
 continuation_prompt: null        # Custom prompt used when auto-continuing (optional; uses default if null)
-inject_skill_instructions: true  # Inject a short hint pointing the model at `skill__list` when skills are enabled
-                                 # (default: true). Suppressed automatically when no skills are available.
-skill_instructions: null         # Custom text for the skill hint (optional; uses built-in default if null)
 # Sub-Agent Spawning System
 # Enable this agent to spawn and manage child agents in parallel.
 # See https://github.com/Dark-Alex-17/coyote/wiki/Agents for detailed documentation.
@@ -51,6 +48,12 @@ enabled_skills:                  # Optional list of skills available when this a
                                  # Must be a subset of global `visible_skills`. Omit to inherit the global default.
   - git-master
   - ai-slop-remover
+inject_skill_instructions: true  # Inject a short hint pointing the model at `skill__list` when skills are enabled
+                                 # (default: true). Suppressed automatically when no skills are available.
+skill_instructions: null         # Custom text for the skill hint (optional; uses built-in default if null)
+memory: null                     # Per-agent memory override (default: inherit). Set to `false` to disable memory
+                                 # for this agent regardless of workspace/global presence. See the Memory wiki page.
+
 dynamic_instructions: false      # Whether to use dynamic instructions for the agent; if false, static instructions are used
 instructions: |                  # Static instructions for the agent; ignored if dynamic instructions are used
   You are a AI agent designed to demonstrate agent capabilities.

config.example.yaml

@@ -137,21 +137,25 @@ enabled_mcp_servers: null        # Which MCP servers to enable by default.
 # ---- Skills ----
 # Skills are modular knowledge or capability packs the LLM can load and unload mid-conversation.
 # See the [Skills documentation](https://github.com/Dark-Alex-17/coyote/wiki/Skills) for more details.
-skills_enabled: true             # Master switch. Set to false to hide all skill management tools from the model.
-                                 # Skills also require `function_calling_support: true` above to work at all.
-visible_skills:                  # The universe of skills allowed to be enabled in any context. Omit (null) for "all installed".
+skills_enabled: true              # Master switch. Set to false to hide all skill management tools from the model.
+                                  # Skills also require `function_calling_support: true` above to work at all.
+visible_skills:                   # The universe of skills allowed to be enabled in any context. Omit (null) for "all installed".
   - ai-slop-remover
   - code-review
   - frontend-ui-ux
   - git-master
-enabled_skills: null             # Which skills are available by default (no role/agent/session active). null = all visible.
-                                 # Accepts either a YAML list or a comma-separated string.
-                                 # Example (list form):
-                                 #   enabled_skills:
-                                 #     - git-master
-                                 #     - ai-slop-remover
-                                 # Example (comma-separated form):
-                                 #   enabled_skills: git-master,ai-slop-remover
+enabled_skills: null              # Which skills are available by default (no role/agent/session active). null = all visible.
+                                  # Accepts either a YAML list or a comma-separated string.
+                                  # Example (list form):
+                                  #   enabled_skills:
+                                  #     - git-master
+                                  #     - ai-slop-remover
+                                  # Example (comma-separated form):
+                                  #   enabled_skills: git-master,ai-slop-remover
+inject_skill_instructions: true   # Inject a short hint pointing the model at `skill__list` when skills are enabled in
+                                  # this context. Only injected if `function_calling_support`, `skills_enabled`, and the
+                                  # effective enabled skill set is non-empty (default: true).
+skill_instructions: null          # Custom text used for the skill hint when injected. If null, uses built-in default.
 
 # ---- Auto-Continue (Todo System) ----
 # The auto-continue system provides built-in task tracking for improved reliability.
@@ -162,10 +166,6 @@ auto_continue: false              # Enable automatic continuation when incomplet
 max_auto_continues: 10            # Maximum number of automatic continuations before stopping (default: 10)
 inject_todo_instructions: true    # Inject default todo usage instructions into the system prompt (default: true)
 continuation_prompt: null         # Custom prompt used when auto-continuing. If null, uses built-in default
-inject_skill_instructions: true   # Inject a short hint pointing the model at `skill__list` when skills are enabled in
-                                  # this context. Only injected if `function_calling_support`, `skills_enabled`, and the
-                                  # effective enabled skill set is non-empty (default: true).
-skill_instructions: null          # Custom text used for the skill hint when injected. If null, uses built-in default.
 
 # ---- Session ----
 # See the [Session documentation](https://github.com/Dark-Alex-17/coyote/wiki/Sessions) for more information
@@ -176,6 +176,19 @@ summarization_prompt: >          # The text prompt used for creating a concise s
 summary_context_prompt: >        # The text prompt used for including the summary of the entire session as context to the model
   'This is a summary of the chat history as a recap: '
 
+# ---- Memory ----
+# See the [Memory documentation](https://github.com/Dark-Alex-17/coyote/wiki/Memory) for more information.
+# Memory is opt-in by workspace presence (a `COYOTE.md` or `.coyote/memory/MEMORY.md`)
+# and global presence (`<config_dir>/memory/MEMORY.md`). Set `memory: false` to disable
+# even when memory files exist. The cascade is: agent > session > role > app.
+# Bootstrap with `coyote --init-memory [global|workspace]` to create the marker file
+# the LLM needs before it will write any memory.
+memory: null                     # null = enabled when memory exists on disk; true = force on; false = force off
+memory_cap_with_tools: null      # Char cap for injected memory when function calling is available (default: 6000).
+                                 # Only MEMORY.md indexes are injected; the LLM uses memory__read to fetch drill files.
+memory_cap_without_tools: null   # Char cap when function calling is unavailable (default: 12000).
+                                 # Indexes plus drill file bodies are injected up to this cap.
+
 # ---- RAG ----
 # See the [RAG Docs](https://github.com/Dark-Alex-17/coyote/wiki/RAG) for more details.
 rag_embedding_model: null        # Specifies the embedding model used for context retrieval

config.role.example.md

@@ -19,6 +19,12 @@ skills_enabled: true                  # Master switch for skills in this role (d
 enabled_skills:                       # Skills available when this role is active. Accepts a YAML list (preferred)
   - git-master                        # or a comma-separated string (e.g. `enabled_skills: git-master,ai-slop-remover`).
   - ai-slop-remover                   # Must be a subset of global `visible_skills`. Omit to inherit the global default.
+inject_skill_instructions: true       # Inject a short hint pointing the model at `skill__list` when skills are enabled 
+                                      # (default: true). Suppressed automatically when no skills are available.
+skill_instructions: null              # Custom text for the skill hint (optional; uses built-in default if null)
+memory: null                          # Per-role memory override (default: inherit). Set to `false` to disable memory
+                                      # when this role is active. See the Memory wiki page.
+
 prompt: null                          # A custom prompt to use for this role that will immediately query
                                       # the model for output instead of using the instructions below
 # Auto-Continue (Todo System)
@@ -30,8 +36,5 @@ auto_continue: false                  # Enable automatic continuation when incom
 max_auto_continues: 10                # Maximum number of automatic continuations before stopping (default: 10)
 inject_todo_instructions: true        # Inject default todo tool usage instructions into the system prompt (default: true)
 continuation_prompt: null             # Custom prompt used when auto-continuing. If null, uses built-in default
-inject_skill_instructions: true       # Inject a short hint pointing the model at `skill__list` when skills are enabled 
-                                      # (default: true). Suppressed automatically when no skills are available.
-skill_instructions: null              # Custom text for the skill hint (optional; uses built-in default if null)
 ---
 You are an expert at doing things. This is where you write the instructions for the role.

models.yaml

@@ -329,6 +329,14 @@
 #  - https://docs.anthropic.com/en/api/messages
 - provider: claude
   models:
+    - name: claude-fable-5
+      max_input_tokens: 1000000
+      max_output_tokens: 128000
+      require_max_tokens: true
+      input_price: 10
+      output_price: 50
+      supports_function_calling: true
+      supports_vision: true
     - name: claude-opus-4-8
       max_input_tokens: 1000000
       max_output_tokens: 128000
@@ -867,6 +875,14 @@
       max_input_tokens: 1048576
       supports_vision: true
       supports_function_calling: true
+    - name: claude-fable-5
+      max_input_tokens: 1000000
+      max_output_tokens: 128000
+      require_max_tokens: true
+      input_price: 10
+      output_price: 50
+      supports_function_calling: true
+      supports_vision: true
     - name: claude-opus-4-8
       max_input_tokens: 1000000
       max_output_tokens: 128000
@@ -1038,6 +1054,14 @@
 #  - https://docs.aws.amazon.com/bedrock/latest/userguide/conversation-inference-call.html
 - provider: bedrock
   models:
+    - name: us.anthropic.claude-fable-5
+      max_input_tokens: 1000000
+      max_output_tokens: 128000
+      require_max_tokens: true
+      input_price: 10
+      output_price: 50
+      supports_function_calling: true
+      supports_vision: true
     - name: us.anthropic.claude-opus-4-8
       max_input_tokens: 1000000
       max_output_tokens: 128000
@@ -1729,6 +1753,14 @@
       max_input_tokens: 131072
       input_price: 0.1
       output_price: 0.2
+    - name: anthropic/claude-fable-5
+      max_input_tokens: 1000000
+      max_output_tokens: 128000
+      require_max_tokens: true
+      input_price: 10
+      output_price: 50
+      supports_function_calling: true
+      supports_vision: true
     - name: anthropic/claude-opus-4-8
       max_input_tokens: 1000000
       max_output_tokens: 128000

src/cli/mod.rs

@@ -4,9 +4,9 @@ use crate::cli::completer::{
     ShellCompletion, agent_completer, macro_completer, model_completer, rag_completer,
     role_completer, secrets_completer, session_completer,
 };
-use crate::config::{AssetCategory, InstallFilter};
+use crate::config::{AssetCategory, InstallFilter, MemoryScope};
 use anyhow::{Context, Result};
-use clap::ValueHint;
+use clap::{ArgGroup, ValueHint};
 use clap::{Parser, crate_authors, crate_description, crate_version};
 use clap_complete::ArgValueCompleter;
 use is_terminal::IsTerminal;
@@ -27,7 +27,20 @@ use std::io::{Read, stdin};
 {usage-heading} {usage}
 
 {all-args}{after-help}
-"
+",
+	group(
+		ArgGroup::new("sbx-mode")
+			.args(["sandbox", "fresh", "no_mixins"])
+			.multiple(true)
+			.conflicts_with_all([
+				"model", "prompt", "role", "session", "agent", "rag", "rebuild_rag",
+				"macro_name", "execute", "code", "file", "no_stream", "no_memory",
+				"init_memory", "dry_run", "info", "build_tools", "install",
+				"install_from", "sync_models", "list_models", "list_roles",
+				"list_sessions", "list_agents", "list_rags", "list_macros",
+				"list_skills", "skill", "tail_logs", "completions", "update",
+			])
+	),
 )]
 pub struct Cli {
     /// Select a LLM model
@@ -75,6 +88,12 @@ pub struct Cli {
     /// Turn off stream mode
     #[arg(short = 'S', long)]
     pub no_stream: bool,
+    /// Disable memory for this invocation
+    #[arg(long)]
+    pub no_memory: bool,
+    /// Bootstrap a memory marker so coyote begins loading memory next run
+    #[arg(long, value_name = "SCOPE", value_enum)]
+    pub init_memory: Option<MemoryScope>,
     /// Display the message without sending it
     #[arg(long)]
     pub dry_run: bool,
@@ -161,6 +180,15 @@ pub struct Cli {
     /// With --update, update even if Coyote was installed via a package manager
     #[arg(long, requires = "update")]
     pub force: bool,
+    /// Launch Coyote inside a Docker sandbox (via `sbx`); name defaults to current directory basename
+    #[arg(long, value_name = "NAME")]
+    pub sandbox: Option<Option<String>>,
+    /// Create the sandbox without bootstrapping the host config or vault password file
+    #[arg(long, requires = "sandbox")]
+    pub fresh: bool,
+    /// Skip discovery and application of all sbx mixins (user and built-in)
+    #[arg(long, requires = "sandbox")]
+    pub no_mixins: bool,
 }
 
 impl Cli {
@@ -489,4 +517,59 @@ mod tests {
     fn parse_force_without_update_fails() {
         assert!(Cli::try_parse_from(["coyote", "--force"]).is_err());
     }
+
+    #[test]
+    fn parse_sandbox_flag_no_value() {
+        let cli = parse(&["--sandbox"]);
+        assert_eq!(cli.sandbox, Some(None));
+    }
+
+    #[test]
+    fn parse_sandbox_flag_with_name() {
+        let cli = parse(&["--sandbox", "my-box"]);
+        assert_eq!(cli.sandbox, Some(Some("my-box".to_string())));
+    }
+
+    #[test]
+    fn parse_sandbox_is_exclusive() {
+        assert!(Cli::try_parse_from(["coyote", "--sandbox", "--agent", "foo"]).is_err());
+    }
+
+    #[test]
+    fn parse_fresh_flag_requires_sandbox() {
+        assert!(Cli::try_parse_from(["coyote", "--fresh"]).is_err());
+    }
+
+    #[test]
+    fn parse_fresh_flag_with_sandbox() {
+        let cli = parse(&["--sandbox", "--fresh"]);
+        assert_eq!(cli.sandbox, Some(None));
+        assert!(cli.fresh);
+    }
+
+    #[test]
+    fn parse_fresh_flag_with_named_sandbox() {
+        let cli = parse(&["--sandbox", "foo", "--fresh"]);
+        assert_eq!(cli.sandbox, Some(Some("foo".to_string())));
+        assert!(cli.fresh);
+    }
+
+    #[test]
+    fn parse_no_mixins_requires_sandbox() {
+        assert!(Cli::try_parse_from(["coyote", "--no-mixins"]).is_err());
+    }
+
+    #[test]
+    fn parse_no_mixins_with_sandbox() {
+        let cli = parse(&["--sandbox", "--no-mixins"]);
+        assert!(cli.no_mixins);
+    }
+
+    #[test]
+    fn parse_sandbox_with_fresh_and_no_mixins() {
+        let cli = parse(&["--sandbox", "foo", "--fresh", "--no-mixins"]);
+        assert_eq!(cli.sandbox, Some(Some("foo".to_string())));
+        assert!(cli.fresh);
+        assert!(cli.no_mixins);
+    }
 }

src/client/azure_openai.rs

@@ -18,7 +18,7 @@ pub struct AzureOpenAIConfig {
 impl AzureOpenAIClient {
     config_get_fn!(api_base, get_api_base);
     config_get_fn!(api_key, get_api_key);
-    
+
     create_client_config!([
         (
             "api_base",

src/client/vertexai.rs

@@ -119,7 +119,11 @@ fn prepare_chat_completions(
             format!("{base_url}/google/models/{model_name}:{func}")
         }
         ModelCategory::Claude => {
-            format!("{base_url}/anthropic/models/{model_name}:streamRawPredict")
+            let func = match data.stream {
+                true => "streamRawPredict",
+                false => "rawPredict",
+            };
+            format!("{base_url}/anthropic/models/{model_name}:{func}")
         }
         ModelCategory::Mistral => {
             let func = match data.stream {

src/config/agent.rs

@@ -2,6 +2,7 @@ use super::*;
 
 use crate::{
     client::Model,
+    config::memory,
     function::{Functions, run_llm_function},
 };
 
@@ -19,7 +20,7 @@ use fancy_regex::Captures;
 use inquire::{Text, validator::Validation};
 use rust_embed::Embed;
 use serde::{Deserialize, Serialize};
-use std::{ffi::OsStr, path::Path};
+use std::{env, ffi::OsStr, path::Path};
 
 const DEFAULT_AGENT_NAME: &str = "rag";
 
@@ -214,6 +215,20 @@ impl Agent {
             functions.append_skill_functions();
         }
 
+        if app.function_calling_support
+            && !matches!(agent_config.memory, Some(false))
+            && !matches!(app.memory, Some(false))
+        {
+            let memory_exists = paths::global_memory_index_path().exists()
+                || env::current_dir()
+                    .ok()
+                    .and_then(|cwd| memory::discover_workspace_memory(&cwd))
+                    .is_some();
+            if memory_exists {
+                functions.append_memory_functions();
+            }
+        }
+
         agent_config.replace_tools_placeholder(&functions);
 
         Ok(Self {
@@ -352,6 +367,10 @@ impl Agent {
         self.config.enabled_skills.as_deref()
     }
 
+    pub fn memory(&self) -> Option<bool> {
+        self.config.memory
+    }
+
     pub fn set_skills_enabled(&mut self, value: Option<bool>) {
         self.config.skills_enabled = value;
     }
@@ -638,6 +657,8 @@ pub struct AgentConfig {
     #[serde(skip_serializing_if = "Option::is_none")]
     pub skill_instructions: Option<String>,
     #[serde(skip_serializing_if = "Option::is_none")]
+    pub memory: Option<bool>,
+    #[serde(skip_serializing_if = "Option::is_none")]
     pub compression_threshold: Option<usize>,
     #[serde(default)]
     pub description: String,

src/config/app_config.rs

@@ -64,6 +64,10 @@ pub struct AppConfig {
     pub summarization_prompt: Option<String>,
     pub summary_context_prompt: Option<String>,
 
+    pub memory: Option<bool>,
+    pub memory_cap_with_tools: Option<usize>,
+    pub memory_cap_without_tools: Option<usize>,
+
     pub rag_embedding_model: Option<String>,
     pub rag_reranker_model: Option<String>,
     pub rag_top_k: usize,
@@ -132,6 +136,10 @@ impl Default for AppConfig {
             summarization_prompt: None,
             summary_context_prompt: None,
 
+            memory: None,
+            memory_cap_with_tools: None,
+            memory_cap_without_tools: None,
+
             rag_embedding_model: None,
             rag_reranker_model: None,
             rag_top_k: 5,
@@ -201,6 +209,10 @@ impl AppConfig {
             summarization_prompt: config.summarization_prompt,
             summary_context_prompt: config.summary_context_prompt,
 
+            memory: config.memory,
+            memory_cap_with_tools: config.memory_cap_with_tools,
+            memory_cap_without_tools: config.memory_cap_without_tools,
+
             rag_embedding_model: config.rag_embedding_model,
             rag_reranker_model: config.rag_reranker_model,
             rag_top_k: config.rag_top_k,
@@ -262,10 +274,25 @@ impl AppConfig {
 
     pub fn vault_password_file(&self) -> PathBuf {
         match &self.vault_password_file {
-            Some(path) => match path.exists() {
-                true => path.clone(),
-                false => gman::config::Config::local_provider_password_file(),
-            },
+            Some(path) => {
+                if path.exists() {
+                    return path.clone();
+                }
+
+                if let Some(translated) = paths::translate_sandboxed_home_path(path)
+                    && translated.exists()
+                {
+                    info!(
+                        "vault_password_file '{}' not found; resolved to sandboxed path '{}'",
+                        path.display(),
+                        translated.display()
+                    );
+
+                    return translated;
+                }
+
+                gman::config::Config::local_provider_password_file()
+            }
             None => gman::config::Config::local_provider_password_file(),
         }
     }

src/config/memory.rs

@@ -0,0 +1,733 @@
+use std::fs;
+use std::path::{Path, PathBuf};
+
+use anyhow::{Context, Result};
+use log::warn;
+use serde::{Deserialize, Serialize};
+
+use crate::config::{
+    GIT_DIR_NAME, GITIGNORE_FILE_NAME, MEMORY_DIR_NAME, MEMORY_INDEX_FILE_NAME,
+    WORKSPACE_MEMORY_DIR_NAME, WORKSPACE_MEMORY_FILE_NAME, paths,
+};
+
+pub const DEFAULT_MEMORY_CAP_WITH_TOOLS: usize = 6_000;
+pub const DEFAULT_MEMORY_CAP_WITHOUT_TOOLS: usize = 12_000;
+
+#[derive(Debug, Clone)]
+pub enum WorkspaceMemory {
+    Structured {
+        workspace_root: PathBuf,
+        dir: PathBuf,
+    },
+    Lite {
+        workspace_root: PathBuf,
+        file: PathBuf,
+    },
+}
+
+pub fn discover_workspace_memory(start: &Path) -> Option<WorkspaceMemory> {
+    for dir in start.ancestors() {
+        let structured = dir.join(WORKSPACE_MEMORY_DIR_NAME).join(MEMORY_DIR_NAME);
+        if structured.join(MEMORY_INDEX_FILE_NAME).exists() {
+            return Some(WorkspaceMemory::Structured {
+                workspace_root: dir.to_path_buf(),
+                dir: structured,
+            });
+        }
+
+        let lite = dir.join(WORKSPACE_MEMORY_FILE_NAME);
+        if lite.exists() {
+            return Some(WorkspaceMemory::Lite {
+                workspace_root: dir.to_path_buf(),
+                file: lite,
+            });
+        }
+    }
+    None
+}
+
+pub fn find_git_root(start: &Path) -> Option<PathBuf> {
+    for dir in start.ancestors() {
+        if dir.join(GIT_DIR_NAME).exists() {
+            return Some(dir.to_path_buf());
+        }
+    }
+
+    None
+}
+
+pub fn bootstrap_workspace_memory(git_root: &Path) -> Result<PathBuf> {
+    let mem_dir = paths::workspace_memory_dir_for(git_root);
+    fs::create_dir_all(&mem_dir)
+        .with_context(|| format!("create memory dir {}", mem_dir.display()))?;
+
+    let index_path = mem_dir.join(MEMORY_INDEX_FILE_NAME);
+    if !index_path.exists() {
+        fs::write(&index_path, "# Workspace Memory Index\n\n")
+            .with_context(|| format!("write {}", index_path.display()))?;
+    }
+
+    let gitignore_appended = append_gitignore_entry(git_root)?;
+    let suffix = if gitignore_appended {
+        " (appended .coyote/memory/ to .gitignore)"
+    } else {
+        ""
+    };
+    warn!(
+        "auto-bootstrapped workspace memory at {}{}",
+        mem_dir.display(),
+        suffix
+    );
+
+    Ok(mem_dir)
+}
+
+fn append_gitignore_entry(git_root: &Path) -> Result<bool> {
+    let gitignore = git_root.join(GITIGNORE_FILE_NAME);
+    let entry = format!("{WORKSPACE_MEMORY_DIR_NAME}/{MEMORY_DIR_NAME}/");
+    let entry_no_slash = format!("{WORKSPACE_MEMORY_DIR_NAME}/{MEMORY_DIR_NAME}");
+
+    let existing = fs::read_to_string(&gitignore).unwrap_or_default();
+    let already_present = existing.lines().any(|line| {
+        let trimmed = line.trim();
+        trimmed == entry || trimmed == entry_no_slash
+    });
+
+    if already_present {
+        return Ok(false);
+    }
+
+    let new_content = if existing.is_empty() {
+        format!("{entry}\n")
+    } else if existing.ends_with('\n') {
+        format!("{existing}{entry}\n")
+    } else {
+        format!("{existing}\n{entry}\n")
+    };
+
+    fs::write(&gitignore, new_content).with_context(|| format!("write {}", gitignore.display()))?;
+
+    Ok(true)
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize, Default)]
+pub struct MemoryFrontmatter {
+    #[serde(default)]
+    pub name: String,
+    #[serde(default)]
+    pub description: Option<String>,
+    #[serde(default, rename = "type")]
+    pub kind: Option<String>,
+}
+
+#[derive(Debug, Clone)]
+pub struct MemoryFile {
+    pub path: PathBuf,
+    pub frontmatter: MemoryFrontmatter,
+    pub body: String,
+}
+
+impl MemoryFile {
+    pub fn load(path: &Path) -> Result<Self> {
+        let raw = fs::read_to_string(path)
+            .with_context(|| format!("read memory file {}", path.display()))?;
+        let (frontmatter, body) = parse_frontmatter(&raw)
+            .with_context(|| format!("parse frontmatter in {}", path.display()))?;
+
+        Ok(Self {
+            path: path.to_path_buf(),
+            frontmatter,
+            body,
+        })
+    }
+
+    pub fn save(&self) -> Result<()> {
+        if let Some(parent) = self.path.parent() {
+            fs::create_dir_all(parent)?;
+        }
+
+        let frontmatter_yaml = serde_yaml::to_string(&self.frontmatter)?;
+        let content = format!("---\n{}---\n\n{}", frontmatter_yaml, self.body);
+
+        fs::write(&self.path, content)?;
+
+        Ok(())
+    }
+
+    pub fn char_len(&self) -> usize {
+        self.body.chars().count()
+    }
+}
+
+fn parse_frontmatter(raw: &str) -> Result<(MemoryFrontmatter, String)> {
+    let trimmed = raw.trim_start();
+    if !trimmed.starts_with("---") {
+        return Ok((MemoryFrontmatter::default(), raw.to_string()));
+    }
+
+    let after = &trimmed[3..];
+    let Some(end) = after.find("\n---") else {
+        return Ok((MemoryFrontmatter::default(), raw.to_string()));
+    };
+    let yaml = &after[..end];
+    let body = after[end + 4..].trim_start_matches('\n').to_string();
+    let frontmatter: MemoryFrontmatter =
+        serde_yaml::from_str(yaml.trim()).context("parse YAML frontmatter")?;
+
+    Ok((frontmatter, body))
+}
+
+#[derive(Debug, Clone)]
+pub struct MemoryStore {
+    pub global_dir: PathBuf,
+    pub workspace: Option<WorkspaceMemory>,
+}
+
+impl MemoryStore {
+    pub fn new(cwd: &Path) -> Self {
+        Self {
+            global_dir: paths::global_memory_dir(),
+            workspace: discover_workspace_memory(cwd),
+        }
+    }
+
+    pub fn load_global_index(&self) -> Result<Option<String>> {
+        let path = self.global_dir.join(MEMORY_INDEX_FILE_NAME);
+
+        if path.exists() {
+            Ok(Some(fs::read_to_string(path)?))
+        } else {
+            Ok(None)
+        }
+    }
+
+    pub fn load_workspace_index(&self) -> Result<Option<String>> {
+        match &self.workspace {
+            None => Ok(None),
+            Some(WorkspaceMemory::Lite { file, .. }) => Ok(Some(fs::read_to_string(file)?)),
+            Some(WorkspaceMemory::Structured { dir, .. }) => {
+                let index = dir.join(MEMORY_INDEX_FILE_NAME);
+                if index.exists() {
+                    Ok(Some(fs::read_to_string(index)?))
+                } else {
+                    Ok(None)
+                }
+            }
+        }
+    }
+
+    pub fn list_files(&self) -> Result<Vec<MemoryFile>> {
+        let mut out = Vec::new();
+
+        if self.global_dir.exists() {
+            collect_md_files(&self.global_dir, &mut out)?;
+        }
+
+        if let Some(WorkspaceMemory::Structured { dir, .. }) = &self.workspace {
+            collect_md_files(dir, &mut out)?;
+        }
+
+        Ok(out)
+    }
+}
+
+pub fn build_memory_section(
+    store: &MemoryStore,
+    with_tools: bool,
+    cap: usize,
+) -> Result<Option<String>> {
+    let global_index = store.load_global_index()?;
+    let workspace_index = store.load_workspace_index()?;
+
+    if global_index.is_none() && workspace_index.is_none() {
+        return Ok(None);
+    }
+
+    let mut buf = String::from("<memory>\n");
+    let mut consumed = 0usize;
+
+    if let Some(s) = &global_index {
+        buf.push_str("<global_index>\n");
+        buf.push_str(s);
+        buf.push_str("\n</global_index>\n");
+        consumed += s.chars().count();
+    }
+
+    if let Some(s) = &workspace_index {
+        buf.push_str("<workspace_index>\n");
+        buf.push_str(s);
+        buf.push_str("\n</workspace_index>\n");
+        consumed += s.chars().count();
+    }
+
+    if consumed > cap {
+        warn!(
+            "memory indexes ({} chars) exceed cap ({} chars); injecting fully - \
+             consider raising memory_cap_* in config or shrinking MEMORY.md",
+            consumed, cap
+        );
+    }
+
+    if !with_tools {
+        let mut budget = cap.saturating_sub(consumed);
+        let mut files = store.list_files()?;
+        files.sort_by(|a, b| a.frontmatter.name.cmp(&b.frontmatter.name));
+        let mut omitted = 0usize;
+        for f in files {
+            let needed = f.body.chars().count() + 50;
+            if needed > budget {
+                omitted += 1;
+                continue;
+            }
+            buf.push_str(&format!("<file name=\"{}\">\n", f.frontmatter.name));
+            buf.push_str(&f.body);
+            buf.push_str("\n</file>\n");
+            budget = budget.saturating_sub(needed);
+        }
+
+        if omitted > 0 {
+            buf.push_str(&format!(
+                "<!-- {} memory file(s) omitted; enable function calling for full access -->\n",
+                omitted
+            ));
+        }
+    }
+
+    buf.push_str("</memory>");
+    Ok(Some(buf))
+}
+
+fn collect_md_files(dir: &Path, out: &mut Vec<MemoryFile>) -> Result<()> {
+    for entry in fs::read_dir(dir)? {
+        let entry = entry?;
+        let path = entry.path();
+        if path.extension().and_then(|e| e.to_str()) != Some("md") {
+            continue;
+        }
+
+        if path.file_name().and_then(|n| n.to_str()) == Some(MEMORY_INDEX_FILE_NAME) {
+            continue;
+        }
+
+        match MemoryFile::load(&path) {
+            Ok(f) => out.push(f),
+            Err(e) => warn!("skip malformed memory file {}: {}", path.display(), e),
+        }
+    }
+
+    Ok(())
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+    use std::{env, time};
+    use time::SystemTime;
+
+    fn temp_root(label: &str) -> PathBuf {
+        let unique = SystemTime::now()
+            .duration_since(time::UNIX_EPOCH)
+            .unwrap()
+            .as_nanos();
+        let root = env::temp_dir().join(format!("coyote-memory-{label}-{unique}"));
+        fs::create_dir_all(&root).unwrap();
+        root
+    }
+
+    #[test]
+    fn loads_global_and_workspace_indexes_from_test_dirs() {
+        let root = temp_root("phase1");
+        let workspace = root.join("workspace");
+        let workspace_memory_dir = workspace
+            .join(WORKSPACE_MEMORY_DIR_NAME)
+            .join(MEMORY_DIR_NAME);
+        fs::create_dir_all(&workspace_memory_dir).unwrap();
+        fs::write(
+            workspace_memory_dir.join(MEMORY_INDEX_FILE_NAME),
+            "workspace-content",
+        )
+        .unwrap();
+
+        let global = root.join("global");
+        fs::create_dir_all(&global).unwrap();
+        fs::write(global.join(MEMORY_INDEX_FILE_NAME), "global-content").unwrap();
+
+        let store = MemoryStore {
+            global_dir: global,
+            workspace: discover_workspace_memory(&workspace),
+        };
+
+        assert_eq!(
+            store.load_global_index().unwrap().as_deref(),
+            Some("global-content")
+        );
+        assert_eq!(
+            store.load_workspace_index().unwrap().as_deref(),
+            Some("workspace-content")
+        );
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn workspace_discovery_prefers_structured_over_lite() {
+        let root = temp_root("prefer");
+        let workspace = root.join("ws");
+        let structured = workspace
+            .join(WORKSPACE_MEMORY_DIR_NAME)
+            .join(MEMORY_DIR_NAME);
+        fs::create_dir_all(&structured).unwrap();
+        fs::write(structured.join(MEMORY_INDEX_FILE_NAME), "s").unwrap();
+        fs::write(workspace.join(WORKSPACE_MEMORY_FILE_NAME), "l").unwrap();
+
+        let found = discover_workspace_memory(&workspace);
+        assert!(matches!(found, Some(WorkspaceMemory::Structured { .. })));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn build_memory_section_returns_none_when_no_memory_exists() {
+        let root = temp_root("none");
+        let workspace = root.join("ws");
+        fs::create_dir_all(&workspace).unwrap();
+
+        let store = MemoryStore {
+            global_dir: root.join("global"),
+            workspace: discover_workspace_memory(&workspace),
+        };
+
+        assert!(build_memory_section(&store, true, 6_000).unwrap().is_none());
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn build_memory_section_injects_only_indexes_with_tools_on() {
+        let root = temp_root("indexes_only");
+        let workspace = root.join("ws");
+        let structured = workspace
+            .join(WORKSPACE_MEMORY_DIR_NAME)
+            .join(MEMORY_DIR_NAME);
+        fs::create_dir_all(&structured).unwrap();
+        fs::write(
+            structured.join(MEMORY_INDEX_FILE_NAME),
+            "workspace-index-content",
+        )
+        .unwrap();
+        fs::write(
+            structured.join("foo.md"),
+            "---\nname: foo\n---\nfoo body that should not appear\n",
+        )
+        .unwrap();
+
+        let store = MemoryStore {
+            global_dir: root.join("global"),
+            workspace: discover_workspace_memory(&workspace),
+        };
+
+        let section = build_memory_section(&store, true, 6_000)
+            .unwrap()
+            .expect("memory section should exist");
+        assert!(section.contains("workspace-index-content"));
+        assert!(!section.contains("foo body that should not appear"));
+        assert!(section.starts_with("<memory>"));
+        assert!(section.ends_with("</memory>"));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn build_memory_section_injects_drill_bodies_alphabetically_without_tools() {
+        let root = temp_root("drill_bodies");
+        let workspace = root.join("ws");
+        let structured = workspace
+            .join(WORKSPACE_MEMORY_DIR_NAME)
+            .join(MEMORY_DIR_NAME);
+        fs::create_dir_all(&structured).unwrap();
+        fs::write(structured.join(MEMORY_INDEX_FILE_NAME), "idx").unwrap();
+        fs::write(
+            structured.join("zebra.md"),
+            "---\nname: zebra\n---\nzebra body\n",
+        )
+        .unwrap();
+        fs::write(
+            structured.join("alpha.md"),
+            "---\nname: alpha\n---\nalpha body\n",
+        )
+        .unwrap();
+
+        let store = MemoryStore {
+            global_dir: root.join("global"),
+            workspace: discover_workspace_memory(&workspace),
+        };
+
+        let section = build_memory_section(&store, false, 6_000)
+            .unwrap()
+            .expect("memory section should exist");
+        let alpha_pos = section.find("alpha body").expect("alpha body missing");
+        let zebra_pos = section.find("zebra body").expect("zebra body missing");
+        assert!(alpha_pos < zebra_pos, "drill bodies must be alphabetical");
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn build_memory_section_omits_drill_bodies_when_cap_exceeded() {
+        let root = temp_root("cap");
+        let workspace = root.join("ws");
+        let structured = workspace
+            .join(WORKSPACE_MEMORY_DIR_NAME)
+            .join(MEMORY_DIR_NAME);
+        fs::create_dir_all(&structured).unwrap();
+        fs::write(structured.join(MEMORY_INDEX_FILE_NAME), "idx").unwrap();
+        let big_body = "x".repeat(200);
+        fs::write(
+            structured.join("big.md"),
+            format!("---\nname: big\n---\n{}\n", big_body),
+        )
+        .unwrap();
+
+        let store = MemoryStore {
+            global_dir: root.join("global"),
+            workspace: discover_workspace_memory(&workspace),
+        };
+
+        let section = build_memory_section(&store, false, 100)
+            .unwrap()
+            .expect("memory section should exist");
+        assert!(!section.contains(&big_body));
+        assert!(section.contains("memory file(s) omitted"));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn parse_frontmatter_extracts_yaml() {
+        let raw = "---\nname: foo\ndescription: a thing\ntype: user\n---\nBody text\n";
+
+        let (fm, body) = parse_frontmatter(raw).unwrap();
+
+        assert_eq!(fm.name, "foo");
+        assert_eq!(fm.description.as_deref(), Some("a thing"));
+        assert_eq!(fm.kind.as_deref(), Some("user"));
+        assert_eq!(body, "Body text\n");
+    }
+
+    #[test]
+    fn parse_frontmatter_handles_missing_block() {
+        let raw = "# Just markdown, no frontmatter\nbody";
+
+        let (fm, body) = parse_frontmatter(raw).unwrap();
+
+        assert_eq!(fm.name, "");
+        assert!(fm.kind.is_none());
+        assert_eq!(body, raw);
+    }
+
+    #[test]
+    fn parse_frontmatter_handles_unterminated_block() {
+        let raw = "---\nname: oops\nno closing delimiter\n# rest of doc";
+
+        let (fm, body) = parse_frontmatter(raw).unwrap();
+
+        assert_eq!(fm.name, "");
+        assert_eq!(body, raw);
+    }
+
+    #[test]
+    fn memory_file_save_and_load_roundtrip() {
+        let root = temp_root("roundtrip");
+        let path = root.join("test.md");
+        let file = MemoryFile {
+            path: path.clone(),
+            frontmatter: MemoryFrontmatter {
+                name: "test".into(),
+                description: Some("a test".into()),
+                kind: Some("user".into()),
+            },
+            body: "Hello world\nmore text".into(),
+        };
+        file.save().unwrap();
+        let loaded = MemoryFile::load(&path).unwrap();
+        assert_eq!(loaded.frontmatter.name, "test");
+        assert_eq!(loaded.frontmatter.description.as_deref(), Some("a test"));
+        assert_eq!(loaded.frontmatter.kind.as_deref(), Some("user"));
+        assert_eq!(loaded.body, "Hello world\nmore text");
+
+        let raw = fs::read_to_string(&path).unwrap();
+        assert!(raw.contains("type: user"), "kind must serialize as 'type:'");
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn discover_walks_up_from_nested_dir() {
+        let root = temp_root("walk_up");
+        let workspace = root.join("ws");
+        let mem_dir = workspace
+            .join(WORKSPACE_MEMORY_DIR_NAME)
+            .join(MEMORY_DIR_NAME);
+        fs::create_dir_all(&mem_dir).unwrap();
+        fs::write(mem_dir.join(MEMORY_INDEX_FILE_NAME), "idx").unwrap();
+        let nested = workspace.join("src").join("deep").join("path");
+        fs::create_dir_all(&nested).unwrap();
+
+        let found = discover_workspace_memory(&nested);
+        assert!(matches!(found, Some(WorkspaceMemory::Structured { .. })));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn find_git_root_returns_dir_containing_git_dir() {
+        let root = temp_root("git_root");
+        let repo = root.join("repo");
+        fs::create_dir_all(repo.join(GIT_DIR_NAME)).unwrap();
+
+        assert_eq!(find_git_root(&repo), Some(repo.clone()));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn find_git_root_walks_up_from_nested_dir() {
+        let root = temp_root("git_root_walk");
+        let repo = root.join("repo");
+        fs::create_dir_all(repo.join(GIT_DIR_NAME)).unwrap();
+        let nested = repo.join("a").join("b").join("c");
+        fs::create_dir_all(&nested).unwrap();
+
+        assert_eq!(find_git_root(&nested), Some(repo));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn find_git_root_treats_git_file_as_repo_marker() {
+        let root = temp_root("git_root_worktree");
+        let worktree = root.join("worktree");
+        fs::create_dir_all(&worktree).unwrap();
+        fs::write(
+            worktree.join(GIT_DIR_NAME),
+            "gitdir: /elsewhere/.git/worktrees/wt\n",
+        )
+        .unwrap();
+
+        assert_eq!(find_git_root(&worktree), Some(worktree));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn find_git_root_returns_none_when_no_git() {
+        let root = temp_root("git_root_missing");
+        let bare = root.join("bare");
+        fs::create_dir_all(&bare).unwrap();
+
+        assert_eq!(find_git_root(&bare), None);
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn bootstrap_creates_structured_layout_and_index() {
+        let root = temp_root("bootstrap_layout");
+        let repo = root.join("repo");
+        fs::create_dir_all(repo.join(GIT_DIR_NAME)).unwrap();
+
+        let mem_dir = bootstrap_workspace_memory(&repo).unwrap();
+
+        assert_eq!(mem_dir, paths::workspace_memory_dir_for(&repo));
+        assert!(mem_dir.is_dir());
+        let index = mem_dir.join(MEMORY_INDEX_FILE_NAME);
+        assert!(index.exists());
+        let body = fs::read_to_string(&index).unwrap();
+        assert!(body.starts_with("# Workspace Memory Index"));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn bootstrap_creates_gitignore_when_absent() {
+        let root = temp_root("bootstrap_gi_new");
+        let repo = root.join("repo");
+        fs::create_dir_all(repo.join(GIT_DIR_NAME)).unwrap();
+
+        bootstrap_workspace_memory(&repo).unwrap();
+
+        let gi = repo.join(GITIGNORE_FILE_NAME);
+        assert!(gi.exists());
+        let body = fs::read_to_string(&gi).unwrap();
+        assert!(body.contains(".coyote/memory/"));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn bootstrap_appends_to_existing_gitignore_without_trailing_newline() {
+        let root = temp_root("bootstrap_gi_append");
+        let repo = root.join("repo");
+        fs::create_dir_all(repo.join(GIT_DIR_NAME)).unwrap();
+        fs::write(repo.join(GITIGNORE_FILE_NAME), "target/").unwrap();
+
+        bootstrap_workspace_memory(&repo).unwrap();
+
+        let body = fs::read_to_string(repo.join(GITIGNORE_FILE_NAME)).unwrap();
+        assert!(body.contains("target/"));
+        assert!(body.contains(".coyote/memory/"));
+        assert!(body.ends_with('\n'));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn bootstrap_is_idempotent_on_gitignore_entry() {
+        let root = temp_root("bootstrap_gi_idempotent");
+        let repo = root.join("repo");
+        fs::create_dir_all(repo.join(GIT_DIR_NAME)).unwrap();
+        let original = "target/\n.coyote/memory/\n";
+        fs::write(repo.join(GITIGNORE_FILE_NAME), original).unwrap();
+
+        bootstrap_workspace_memory(&repo).unwrap();
+
+        let body = fs::read_to_string(repo.join(GITIGNORE_FILE_NAME)).unwrap();
+        assert_eq!(body, original, "gitignore must be untouched");
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn bootstrap_treats_entry_without_trailing_slash_as_present() {
+        let root = temp_root("bootstrap_gi_no_slash");
+        let repo = root.join("repo");
+        fs::create_dir_all(repo.join(GIT_DIR_NAME)).unwrap();
+        let original = ".coyote/memory\n";
+        fs::write(repo.join(GITIGNORE_FILE_NAME), original).unwrap();
+
+        bootstrap_workspace_memory(&repo).unwrap();
+
+        let body = fs::read_to_string(repo.join(GITIGNORE_FILE_NAME)).unwrap();
+        assert_eq!(body, original);
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn bootstrap_does_not_clobber_existing_index() {
+        let root = temp_root("bootstrap_existing_index");
+        let repo = root.join("repo");
+        fs::create_dir_all(repo.join(GIT_DIR_NAME)).unwrap();
+        let mem_dir = paths::workspace_memory_dir_for(&repo);
+        fs::create_dir_all(&mem_dir).unwrap();
+        let preserved = "# Custom Index\n\n- [[foo]]: keep me\n";
+        fs::write(mem_dir.join(MEMORY_INDEX_FILE_NAME), preserved).unwrap();
+
+        bootstrap_workspace_memory(&repo).unwrap();
+
+        let body = fs::read_to_string(mem_dir.join(MEMORY_INDEX_FILE_NAME)).unwrap();
+        assert_eq!(body, preserved);
+
+        let _ = fs::remove_dir_all(&root);
+    }
+}

src/config/mod.rs

@@ -5,6 +5,7 @@ mod input;
 mod install_remote;
 mod macros;
 mod mcp_factory;
+pub(crate) mod memory;
 pub(crate) mod paths;
 pub(crate) mod prompts;
 mod rag_cache;
@@ -138,6 +139,17 @@ const GLOBAL_TOOLS_DIR_NAME: &str = "tools";
 const GLOBAL_TOOLS_UTILS_DIR_NAME: &str = "utils";
 const BASH_PROMPT_UTILS_FILE_NAME: &str = "prompt-utils.sh";
 const MCP_FILE_NAME: &str = "mcp.json";
+const MEMORY_DIR_NAME: &str = "memory";
+const MEMORY_INDEX_FILE_NAME: &str = "MEMORY.md";
+const WORKSPACE_MEMORY_FILE_NAME: &str = "COYOTE.md";
+const WORKSPACE_MEMORY_DIR_NAME: &str = ".coyote";
+const SBX_KIT_DIR_NAME: &str = "sbx-kit";
+const SBX_KIT_HASH_FILE: &str = "kit.sha256";
+const SBX_MIXIN_FILE_NAME: &str = "sbx-mixin.yaml";
+const SBX_VAULT_MIXINS_DIR_NAME: &str = "sbx-vault-mixins";
+const SBX_MIXIN_KITS_DIR_NAME: &str = "sbx-mixin-kits";
+const GIT_DIR_NAME: &str = ".git";
+const GITIGNORE_FILE_NAME: &str = ".gitignore";
 const DEFAULT_VISIBLE_TOOLS: [&str; 18] = [
     "execute_command.sh",
     "execute_py_code.py",
@@ -226,6 +238,10 @@ pub struct Config {
     pub summarization_prompt: Option<String>,
     pub summary_context_prompt: Option<String>,
 
+    pub memory: Option<bool>,
+    pub memory_cap_with_tools: Option<usize>,
+    pub memory_cap_without_tools: Option<usize>,
+
     pub rag_embedding_model: Option<String>,
     pub rag_reranker_model: Option<String>,
     pub rag_top_k: usize,
@@ -294,6 +310,10 @@ impl Default for Config {
             summarization_prompt: None,
             summary_context_prompt: None,
 
+            memory: None,
+            memory_cap_with_tools: None,
+            memory_cap_without_tools: None,
+
             rag_embedding_model: None,
             rag_reranker_model: None,
             rag_top_k: 5,
@@ -350,6 +370,12 @@ impl AssetCategory {
     }
 }
 
+#[derive(Debug, Clone, Copy, PartialEq, Eq, clap::ValueEnum)]
+pub enum MemoryScope {
+    Global,
+    Workspace,
+}
+
 #[derive(Debug, Clone, Copy, PartialEq, Eq, clap::ValueEnum)]
 pub enum InstallFilter {
     Agents,
@@ -646,6 +672,9 @@ bitflags::bitflags! {
         const SESSION = 1 << 2;
         const RAG = 1 << 3;
         const AGENT = 1 << 4;
+        const FUNCTION_CALLING = 1 << 5;
+        const AUTO_CONTINUE = 1 << 6;
+        const SKILLS_ENABLED = 1 << 7;
     }
 }
 

src/config/paths.rs

@@ -2,8 +2,10 @@ use super::role::Role;
 use super::{
     AGENT_GRAPH_FILE_NAME, AGENTS_DIR_NAME, BASH_PROMPT_UTILS_FILE_NAME, CONFIG_FILE_NAME,
     ENV_FILE_NAME, FUNCTIONS_BIN_DIR_NAME, FUNCTIONS_DIR_NAME, GLOBAL_TOOLS_DIR_NAME,
-    GLOBAL_TOOLS_UTILS_DIR_NAME, MACROS_DIR_NAME, MCP_FILE_NAME, ModelsOverride, RAGS_DIR_NAME,
-    ROLES_DIR_NAME, SKILLS_DIR_NAME,
+    GLOBAL_TOOLS_UTILS_DIR_NAME, MACROS_DIR_NAME, MCP_FILE_NAME, MEMORY_DIR_NAME,
+    MEMORY_INDEX_FILE_NAME, ModelsOverride, RAGS_DIR_NAME, ROLES_DIR_NAME, SBX_KIT_DIR_NAME,
+    SBX_KIT_HASH_FILE, SBX_MIXIN_FILE_NAME, SBX_MIXIN_KITS_DIR_NAME, SBX_VAULT_MIXINS_DIR_NAME,
+    SKILLS_DIR_NAME, WORKSPACE_MEMORY_DIR_NAME,
 };
 use crate::client::ProviderModels;
 use crate::utils::{get_env_name, list_file_names, normalize_env_name};
@@ -13,7 +15,7 @@ use log::LevelFilter;
 use std::collections::HashSet;
 use std::env;
 use std::fs::{read_dir, read_to_string};
-use std::path::PathBuf;
+use std::path::{Path, PathBuf};
 
 pub fn config_dir() -> PathBuf {
     if let Ok(v) = env::var(get_env_name("config_dir")) {
@@ -31,8 +33,97 @@ pub fn local_path(name: &str) -> PathBuf {
 }
 
 pub fn cache_path() -> PathBuf {
-    let base_dir = dirs::cache_dir().unwrap_or_else(env::temp_dir);
-    base_dir.join(env!("CARGO_CRATE_NAME"))
+    if let Ok(v) = env::var(get_env_name("cache_dir")) {
+        PathBuf::from(v)
+    } else if let Ok(v) = env::var("XDG_CACHE_HOME") {
+        PathBuf::from(v).join(env!("CARGO_CRATE_NAME"))
+    } else {
+        let base_dir = dirs::cache_dir().unwrap_or_else(env::temp_dir);
+        base_dir.join(env!("CARGO_CRATE_NAME"))
+    }
+}
+
+pub fn sandbox_kit_override() -> Option<PathBuf> {
+    env::var_os(get_env_name("sandbox_kit")).map(PathBuf::from)
+}
+
+pub fn translate_sandboxed_home_path(path: &Path) -> Option<PathBuf> {
+    env::var_os("IS_SANDBOX")?;
+
+    let s = path.to_str()?;
+
+    if let Some(translated) = translate_unix_home_style(s, "/home/") {
+        return Some(translated);
+    }
+
+    if let Some(translated) = translate_unix_home_style(s, "/Users/") {
+        return Some(translated);
+    }
+
+    translate_windows_users_path(s)
+}
+
+fn translate_unix_home_style(s: &str, prefix: &str) -> Option<PathBuf> {
+    let rest = s.strip_prefix(prefix)?;
+    let (user, tail) = match rest.split_once('/') {
+        Some((u, t)) => (u, t),
+        None => (rest, ""),
+    };
+
+    if user.is_empty() || user == "agent" {
+        return None;
+    }
+
+    Some(if tail.is_empty() {
+        PathBuf::from("/home/agent")
+    } else {
+        PathBuf::from(format!("/home/agent/{tail}"))
+    })
+}
+
+fn translate_windows_users_path(s: &str) -> Option<PathBuf> {
+    let bytes = s.as_bytes();
+    if bytes.len() < 4 || !bytes[0].is_ascii_alphabetic() || bytes[1] != b':' || bytes[2] != b'\\' {
+        return None;
+    }
+
+    let after_drive = &s[3..];
+    let rest = after_drive.strip_prefix("Users\\")?;
+    let (user, tail) = match rest.split_once('\\') {
+        Some((u, t)) => (u, t.replace('\\', "/")),
+        None => (rest, String::new()),
+    };
+
+    if user.is_empty() || user == "agent" {
+        return None;
+    }
+
+    Some(if tail.is_empty() {
+        PathBuf::from("/home/agent")
+    } else {
+        PathBuf::from(format!("/home/agent/{tail}"))
+    })
+}
+
+pub fn sbx_mixin_file() -> PathBuf {
+    config_dir().join(SBX_MIXIN_FILE_NAME)
+}
+
+pub fn global_tools_sbx_mixin_file() -> PathBuf {
+    functions_dir().join(SBX_MIXIN_FILE_NAME)
+}
+
+pub fn find_workspace_sbx_mixin(start: &Path) -> Option<PathBuf> {
+    for dir in start.ancestors() {
+        let candidate = dir
+            .join(WORKSPACE_MEMORY_DIR_NAME)
+            .join(SBX_MIXIN_FILE_NAME);
+        if candidate.exists() {
+            return Some(candidate);
+        }
+    }
+
+    None
 }
 
 pub fn oauth_tokens_path() -> PathBuf {
@@ -47,6 +138,26 @@ pub fn log_path() -> PathBuf {
     cache_path().join(format!("{}.log", env!("CARGO_CRATE_NAME")))
 }
 
+pub fn sbx_kit_dir() -> PathBuf {
+    cache_path().join(SBX_KIT_DIR_NAME)
+}
+
+pub fn sbx_kit_hash_file() -> PathBuf {
+    sbx_kit_dir().join(SBX_KIT_HASH_FILE)
+}
+
+pub fn sbx_vault_mixins_dir() -> PathBuf {
+    cache_path().join(SBX_VAULT_MIXINS_DIR_NAME)
+}
+
+pub fn sbx_vault_mixins_hash_file() -> PathBuf {
+    sbx_vault_mixins_dir().join(SBX_KIT_HASH_FILE)
+}
+
+pub fn sbx_mixin_kits_dir() -> PathBuf {
+    cache_path().join(SBX_MIXIN_KITS_DIR_NAME)
+}
+
 pub fn config_file() -> PathBuf {
     match env::var(get_env_name("config_file")) {
         Ok(value) => PathBuf::from(value),
@@ -195,6 +306,20 @@ pub fn models_override_file() -> PathBuf {
     local_path("models-override.yaml")
 }
 
+pub fn global_memory_dir() -> PathBuf {
+    config_dir().join(MEMORY_DIR_NAME)
+}
+
+pub fn global_memory_index_path() -> PathBuf {
+    global_memory_dir().join(MEMORY_INDEX_FILE_NAME)
+}
+
+pub fn workspace_memory_dir_for(workspace_root: &Path) -> PathBuf {
+    workspace_root
+        .join(WORKSPACE_MEMORY_DIR_NAME)
+        .join(MEMORY_DIR_NAME)
+}
+
 pub fn log_config() -> Result<(LevelFilter, Option<PathBuf>)> {
     let log_level = env::var(get_env_name("log_level"))
         .ok()
@@ -350,6 +475,197 @@ mod tests {
         }
     }
 
+    mod sandbox_home_translation {
+        use super::*;
+        use serial_test::serial;
+
+        fn with_sandbox<F: FnOnce()>(f: F) {
+            let prev = env::var_os("IS_SANDBOX");
+            unsafe {
+                env::set_var("IS_SANDBOX", "1");
+            }
+            f();
+            unsafe {
+                match prev {
+                    Some(v) => env::set_var("IS_SANDBOX", v),
+                    None => env::remove_var("IS_SANDBOX"),
+                }
+            }
+        }
+
+        fn without_sandbox<F: FnOnce()>(f: F) {
+            let prev = env::var_os("IS_SANDBOX");
+            unsafe {
+                env::remove_var("IS_SANDBOX");
+            }
+            f();
+            unsafe {
+                if let Some(v) = prev {
+                    env::set_var("IS_SANDBOX", v);
+                }
+            }
+        }
+
+        #[test]
+        #[serial]
+        fn returns_none_when_not_in_sandbox() {
+            without_sandbox(|| {
+                let p = Path::new("/home/atusa/.coyote_password");
+                assert_eq!(translate_sandboxed_home_path(p), None);
+            });
+        }
+
+        #[test]
+        #[serial]
+        fn translates_host_home_to_agent_home() {
+            with_sandbox(|| {
+                let p = Path::new("/home/atusa/.coyote_password");
+                assert_eq!(
+                    translate_sandboxed_home_path(p),
+                    Some(PathBuf::from("/home/agent/.coyote_password"))
+                );
+            });
+        }
+
+        #[test]
+        #[serial]
+        fn translates_nested_host_home_path() {
+            with_sandbox(|| {
+                let p = Path::new("/home/atusa/.config/coyote/.password");
+                assert_eq!(
+                    translate_sandboxed_home_path(p),
+                    Some(PathBuf::from("/home/agent/.config/coyote/.password"))
+                );
+            });
+        }
+
+        #[test]
+        #[serial]
+        fn returns_none_when_path_already_targets_agent_home() {
+            with_sandbox(|| {
+                let p = Path::new("/home/agent/.coyote_password");
+                assert_eq!(translate_sandboxed_home_path(p), None);
+            });
+        }
+
+        #[test]
+        #[serial]
+        fn returns_none_when_path_is_outside_home() {
+            with_sandbox(|| {
+                let p = Path::new("/etc/coyote/.coyote_password");
+                assert_eq!(translate_sandboxed_home_path(p), None);
+            });
+        }
+
+        #[test]
+        #[serial]
+        fn returns_none_for_relative_path() {
+            with_sandbox(|| {
+                let p = Path::new(".coyote_password");
+                assert_eq!(translate_sandboxed_home_path(p), None);
+            });
+        }
+
+        #[test]
+        #[serial]
+        fn returns_none_for_first_segment_not_home() {
+            with_sandbox(|| {
+                let p = Path::new("/opt/atusa/.coyote_password");
+                assert_eq!(translate_sandboxed_home_path(p), None);
+            });
+        }
+
+        #[test]
+        #[serial]
+        fn translates_macos_users_path() {
+            with_sandbox(|| {
+                let p = Path::new("/Users/atusa/.coyote_password");
+                assert_eq!(
+                    translate_sandboxed_home_path(p),
+                    Some(PathBuf::from("/home/agent/.coyote_password"))
+                );
+            });
+        }
+
+        #[test]
+        #[serial]
+        fn translates_macos_nested_path() {
+            with_sandbox(|| {
+                let p = Path::new("/Users/atusa/.config/coyote/.password");
+                assert_eq!(
+                    translate_sandboxed_home_path(p),
+                    Some(PathBuf::from("/home/agent/.config/coyote/.password"))
+                );
+            });
+        }
+
+        #[test]
+        #[serial]
+        fn returns_none_when_macos_path_already_targets_agent() {
+            with_sandbox(|| {
+                let p = Path::new("/Users/agent/.coyote_password");
+                assert_eq!(translate_sandboxed_home_path(p), None);
+            });
+        }
+
+        #[test]
+        #[serial]
+        fn translates_windows_drive_letter_path() {
+            with_sandbox(|| {
+                let p = Path::new("C:\\Users\\atusa\\.coyote_password");
+                assert_eq!(
+                    translate_sandboxed_home_path(p),
+                    Some(PathBuf::from("/home/agent/.coyote_password"))
+                );
+            });
+        }
+
+        #[test]
+        #[serial]
+        fn translates_windows_nested_path() {
+            with_sandbox(|| {
+                let p = Path::new("D:\\Users\\atusa\\.config\\coyote\\.password");
+                assert_eq!(
+                    translate_sandboxed_home_path(p),
+                    Some(PathBuf::from("/home/agent/.config/coyote/.password"))
+                );
+            });
+        }
+
+        #[test]
+        #[serial]
+        fn returns_none_when_windows_path_already_targets_agent() {
+            with_sandbox(|| {
+                let p = Path::new("C:\\Users\\agent\\.coyote_password");
+                assert_eq!(translate_sandboxed_home_path(p), None);
+            });
+        }
+    }
+
+    #[test]
+    fn sandbox_kit_override_reflects_env_var_state() {
+        let env_name = get_env_name("sandbox_kit");
+        let prev = env::var_os(&env_name);
+
+        unsafe {
+            env::remove_var(&env_name);
+        }
+        assert_eq!(sandbox_kit_override(), None);
+
+        let probe = PathBuf::from("/tmp/coyote-sandbox-kit-probe");
+        unsafe {
+            env::set_var(&env_name, &probe);
+        }
+        assert_eq!(sandbox_kit_override(), Some(probe));
+
+        unsafe {
+            match prev {
+                Some(v) => env::set_var(&env_name, v),
+                None => env::remove_var(&env_name),
+            }
+        }
+    }
+
     #[test]
     fn list_skills_skips_invalid_directory_names() {
         let unique = time::SystemTime::now()

src/config/prompts.rs

@@ -8,6 +8,43 @@ pub(crate) const DEFAULT_SKILL_INSTRUCTIONS: &str = indoc! {"
     complete to keep the context lean."
 };
 
+pub(crate) const DEFAULT_MEMORY_INSTRUCTIONS: &str = indoc! {"
+    ## Memory
+    A persistent memory file system survives across sessions. The MEMORY.md content shown above is
+    your always-on context (universal facts, hard rules, binding feedback). Drill files hold deeper,
+    on-demand context that you fetch with `memory__read`.
+
+    Tools:
+        - `memory__read(name)`: Read a specific drill file's full content.
+        - `memory__write(name, content, scope)`: Create or replace a drill file (scope: 'global' | 'workspace').
+          The MEMORY.md index is appended automatically; do not also update the index by hand.
+        - `memory__edit_index(scope, content)`: Replace the entire MEMORY.md at the given scope.
+          Use this to add always-on facts, reorganize, prune stale entries, or fix descriptions.
+        - `memory__list()`: See all known drill files and their metadata.
+        - `memory__lint()`: Health-check memory for orphans, broken links, oversized files.
+
+    RULES:
+        - Every interaction has two outputs: your answer AND any memory updates the conversation warrants.
+          Don't let learnings evaporate into chat history.
+        - All MEMORY.md edits MUST go through `memory__edit_index`. NEVER use `fs_write`, `fs_patch`,
+          or any other generic file tool on MEMORY.md — Coyote manages its location and a stray
+          MEMORY.md outside the managed path is invisible to memory.
+        - All drill files MUST go through `memory__write`. The index updates itself.
+        - Use [[wikilink]] notation in memory files to reference other memories by their `name:` slug.
+        - NEVER write secrets, credentials, or API keys to memory — memory is plaintext on disk.
+          Use coyote's Vault for secrets.
+        - Keep individual drill files focused (under ~2K chars). Split large topics across linked files."
+};
+
+pub(crate) const DEFAULT_MEMORY_INSTRUCTIONS_READONLY: &str = indoc! {"
+    ## Memory (read-only)
+    The memory content shown above persists across sessions. In this session it is READ-ONLY — the user
+    maintains memory files manually outside the conversation.
+
+    Reference the memory content as authoritative context about the user and their workspace.
+    Do not propose writing to memory or call any `memory__*` tools — they are unavailable."
+};
+
 pub(in crate::config) const DEFAULT_TODO_INSTRUCTIONS: &str = indoc! {"
     ## Task Tracking
     You have built-in task tracking tools. Use them to track your progress:
@@ -62,6 +99,36 @@ pub(in crate::config) const DEFAULT_SPAWN_INSTRUCTIONS: &str = indoc! {"
     agent__collect --id agent_explore_e5f6g7h8
     ```
 
+    ### CRITICAL: Never end your turn with pending agents
+
+    Spawned agents do NOT report back on their own. They run in the background until you
+    actively reclaim them with `agent__collect` (to get their output) or `agent__cancel`
+    (to discard them). If you spawn agents and then emit a final message without reclaiming
+    them, the system will detect the unreclaimed agents and reject the turn-end, injecting
+    a reminder forcing you to handle them. After several such reminders, the system will
+    auto-cancel them and warn you that work was lost.
+
+    The correct flow when you have nothing else to do:
+
+    ```
+    # WRONG - do NOT do this:
+    agent__spawn --agent explore --prompt \"...\"
+    agent__spawn --agent explore --prompt \"...\"
+    # ... emit text like \"I will synthesize once they report back.\" and stop
+    # ^ The agents will be abandoned. Their output will be lost.
+
+    # RIGHT - always do this:
+    agent__spawn --agent explore --prompt \"...\"
+    agent__spawn --agent explore --prompt \"...\"
+    agent__collect --id <first_id>   # blocks until done
+    agent__collect --id <second_id>  # blocks until done
+    # ... NOW you can synthesize and end your turn
+    ```
+
+    `agent__collect` is a **blocking wait**: it pauses your execution until the agent
+    completes, then returns the output as a tool result. Use it freely — it is the
+    correct primitive for \"I'm done with my own work and just need the agents' results\".
+
     ### Parallel Spawning (DEFAULT for multi-agent work)
 
     When a task needs multiple agents, **spawn them all at once**, then collect:

src/config/request_context.rs

@@ -9,7 +9,8 @@ use super::{
     AGENTS_DIR_NAME, Agent, AgentVariables, AppConfig, AppState, AssetCategory, CREATE_TITLE_ROLE,
     Input, InstallFilter, LEFT_PROMPT, LastMessage, MESSAGES_FILE_NAME, RIGHT_PROMPT, Role,
     RoleLike, SESSIONS_DIR_NAME, SUMMARIZATION_PROMPT, SUMMARY_CONTEXT_PROMPT, StateFlags,
-    TEMP_ROLE_NAME, TEMP_SESSION_NAME, WorkingMode, ensure_parent_exists, list_agents, paths,
+    TEMP_ROLE_NAME, TEMP_SESSION_NAME, WorkingMode, ensure_parent_exists, list_agents, memory,
+    paths,
 };
 use super::{MessageContentToolCalls, prompts};
 use crate::client::{Model, ModelType, list_models};
@@ -30,6 +31,9 @@ use crate::utils::{
     list_file_names, now, render_prompt, temp_file,
 };
 
+use super::memory::{
+    DEFAULT_MEMORY_CAP_WITH_TOOLS, DEFAULT_MEMORY_CAP_WITHOUT_TOOLS, MemoryStore, WorkspaceMemory,
+};
 use crate::graph;
 use anyhow::{Context, Error, Result, bail};
 use gman::providers::SupportedProvider;
@@ -59,6 +63,21 @@ pub struct SkillInstructionsConfig {
     pub instructions: Option<String>,
 }
 
+#[derive(Debug, Clone)]
+pub struct MemoryConfig {
+    pub enabled: bool,
+    pub workspace: Option<WorkspaceMemory>,
+}
+
+impl MemoryConfig {
+    pub fn disabled() -> Self {
+        Self {
+            enabled: false,
+            workspace: None,
+        }
+    }
+}
+
 /// Must stay in sync with the predicate that registers `skill__*` tools in `rebuild_tool_scope`
 /// (and in `graph::llm::run_llm_node`). Telling the model to call tools that are not exposed
 /// is a footgun. `compatible_enabled` is the post-filter universe that `skill__list` would
@@ -101,6 +120,7 @@ pub struct RequestContext {
     pub escalation_queue: Option<Arc<EscalationQueue>>,
     pub current_depth: usize,
     pub auto_continue_count: usize,
+    pub pending_agents_guardrail_count: u32,
     pub todo_list: TodoList,
     pub skill_registry: SkillRegistry,
     pub last_continuation_response: Option<String>,
@@ -130,6 +150,7 @@ impl RequestContext {
             escalation_queue: None,
             current_depth: 0,
             auto_continue_count: 0,
+            pending_agents_guardrail_count: 0,
             todo_list: TodoList::default(),
             skill_registry: SkillRegistry::default(),
             last_continuation_response: None,
@@ -185,6 +206,7 @@ impl RequestContext {
             escalation_queue: None,
             current_depth: 0,
             auto_continue_count: 0,
+            pending_agents_guardrail_count: 0,
             todo_list: TodoList::default(),
             skill_registry: SkillRegistry::default(),
             last_continuation_response: None,
@@ -227,6 +249,7 @@ impl RequestContext {
             escalation_queue: self.escalation_queue.clone(),
             current_depth: self.current_depth,
             auto_continue_count: 0,
+            pending_agents_guardrail_count: 0,
             todo_list: self.todo_list.clone(),
             skill_registry: self.skill_registry.clone(),
             last_continuation_response: None,
@@ -267,6 +290,7 @@ impl RequestContext {
             escalation_queue: parent.escalation_queue.clone(),
             current_depth,
             auto_continue_count: 0,
+            pending_agents_guardrail_count: 0,
             todo_list: TodoList::default(),
             skill_registry: SkillRegistry::default(),
             last_continuation_response: None,
@@ -347,9 +371,32 @@ impl RequestContext {
         if self.rag.is_some() {
             flags |= StateFlags::RAG;
         }
+        if self.app.config.function_calling_support {
+            flags |= StateFlags::FUNCTION_CALLING;
+        }
+        if self.auto_continue_config().enabled {
+            flags |= StateFlags::AUTO_CONTINUE;
+        }
+        if self.resolved_skills_enabled() {
+            flags |= StateFlags::SKILLS_ENABLED;
+        }
         flags
     }
 
+    pub fn resolved_skills_enabled(&self) -> bool {
+        if let Some(agent) = &self.agent
+            && let Some(value) = agent.skills_enabled()
+        {
+            return value;
+        }
+        let app = &self.app.config;
+        self.session
+            .as_ref()
+            .and_then(|s| s.skills_enabled())
+            .or_else(|| self.role.as_ref().and_then(|r| r.skills_enabled()))
+            .unwrap_or(app.skills_enabled)
+    }
+
     pub fn messages_file(&self) -> PathBuf {
         match &self.agent {
             None => match env::var(get_env_name("messages_file")) {
@@ -426,6 +473,50 @@ impl RequestContext {
         }
     }
 
+    pub fn todo_info(&self) -> Result<String> {
+        if !self.auto_continue_config().enabled {
+            bail!(
+                "Auto-continuation is disabled. Enable it by setting `auto_continue: true` in your config or running `.set auto_continue true`."
+            );
+        }
+
+        if self.todo_list.is_empty() {
+            return Ok("No todos in the running list.\n".to_string());
+        }
+
+        let mut out = self.todo_list.render_for_model();
+        out.push('\n');
+        Ok(out)
+    }
+
+    pub fn tools_info(&self) -> Result<String> {
+        if !self.app.config.function_calling_support {
+            bail!(
+                "Function calling is disabled. Enable it by setting `function_calling_support: true` in your config or running `.set function_calling_support true`."
+            );
+        }
+        let role = self.extract_role(&self.app.config)?;
+        match self.select_functions(&role) {
+            None => Ok("No tools enabled for the next request.\n".to_string()),
+            Some(functions) => {
+                let mut names: Vec<&str> = functions.iter().map(|f| f.name.as_str()).collect();
+                names.sort_unstable();
+                let mut out = format!(
+                    "Tools enabled for the next request: {}\n\n",
+                    functions.len()
+                );
+
+                for name in names {
+                    out.push_str("  ");
+                    out.push_str(name);
+                    out.push('\n');
+                }
+
+                Ok(out)
+            }
+        }
+    }
+
     pub fn list_sessions(&self) -> Vec<String> {
         list_file_names(self.sessions_dir(), ".yaml")
     }
@@ -666,6 +757,37 @@ impl RequestContext {
             }
         }
 
+        let memory_config = self.memory_config();
+        if memory_config.enabled {
+            let store = MemoryStore {
+                global_dir: paths::global_memory_dir(),
+                workspace: memory_config.workspace,
+            };
+            let with_tools = app.function_calling_support;
+            let cap = if with_tools {
+                app.memory_cap_with_tools
+                    .unwrap_or(DEFAULT_MEMORY_CAP_WITH_TOOLS)
+            } else {
+                app.memory_cap_without_tools
+                    .unwrap_or(DEFAULT_MEMORY_CAP_WITHOUT_TOOLS)
+            };
+            match memory::build_memory_section(&store, with_tools, cap) {
+                Ok(Some(section)) => {
+                    let separator = if role.is_empty_prompt() { "" } else { "\n\n" };
+                    role.append_to_prompt(separator);
+                    role.append_to_prompt(&section);
+                    role.append_to_prompt("\n\n");
+                    role.append_to_prompt(if with_tools {
+                        prompts::DEFAULT_MEMORY_INSTRUCTIONS
+                    } else {
+                        prompts::DEFAULT_MEMORY_INSTRUCTIONS_READONLY
+                    });
+                }
+                Ok(None) => {}
+                Err(e) => warn!("memory injection failed: {}", e),
+            }
+        }
+
         Ok(self.skill_registry.effective_role(&role, &policy))
     }
 
@@ -705,6 +827,52 @@ impl RequestContext {
         }
     }
 
+    pub fn memory_config(&self) -> MemoryConfig {
+        if let Some(agent) = &self.agent
+            && graph::agent_has_graph(agent.name())
+        {
+            return MemoryConfig::disabled();
+        }
+
+        let agent_pref = self.agent.as_ref().and_then(|a| a.memory());
+        let session_pref = self.session.as_ref().and_then(|s| s.memory());
+        let role_pref = self.role.as_ref().and_then(|r| r.memory());
+        let app_pref = self.app.config.memory;
+
+        let resolved = agent_pref
+            .or(session_pref)
+            .or(role_pref)
+            .or(app_pref)
+            .unwrap_or(true);
+        if !resolved {
+            return MemoryConfig::disabled();
+        }
+
+        let cwd = env::current_dir().ok();
+        let store = cwd.as_deref().map(MemoryStore::new);
+        let workspace = store.as_ref().and_then(|s| s.workspace.clone());
+
+        let global_exists = paths::global_memory_index_path().exists();
+        let workspace_exists = workspace.is_some();
+
+        if !global_exists && !workspace_exists {
+            return MemoryConfig::disabled();
+        }
+
+        MemoryConfig {
+            enabled: true,
+            workspace,
+        }
+    }
+
+    pub fn should_inject_memory(&self) -> bool {
+        self.memory_config().enabled
+    }
+
+    pub fn should_register_memory_tools(&self) -> bool {
+        self.should_inject_memory() && self.app.config.function_calling_support
+    }
+
     pub fn auto_continue_config(&self) -> AutoContinueConfig {
         if let Some(agent) = &self.agent {
             return AutoContinueConfig {
@@ -935,6 +1103,10 @@ impl RequestContext {
                 "enabled_mcp_servers",
                 super::format_option_value(&role.enabled_mcp_servers().map(|v| v.join(","))),
             ),
+            (
+                "enabled_skills",
+                super::format_option_value(&role.enabled_skills().map(|v| v.join(","))),
+            ),
             (
                 "max_output_tokens",
                 role.model()
@@ -950,6 +1122,15 @@ impl RequestContext {
                 "compression_threshold",
                 app.compression_threshold.to_string(),
             ),
+            ("memory", super::format_option_value(&app.memory)),
+            (
+                "memory_cap_with_tools",
+                super::format_option_value(&app.memory_cap_with_tools),
+            ),
+            (
+                "memory_cap_without_tools",
+                super::format_option_value(&app.memory_cap_without_tools),
+            ),
             (
                 "rag_reranker_model",
                 super::format_option_value(&rag_reranker_model),
@@ -961,6 +1142,7 @@ impl RequestContext {
                 app.function_calling_support.to_string(),
             ),
             ("mcp_server_support", app.mcp_server_support.to_string()),
+            ("skills_enabled", app.skills_enabled.to_string()),
             ("auto_continue", app.auto_continue.to_string()),
             ("max_auto_continues", app.max_auto_continues.to_string()),
             ("stream", app.stream.to_string()),
@@ -976,9 +1158,11 @@ impl RequestContext {
             ("roles_dir", display_path(&paths::roles_dir())),
             ("skills_dir", display_path(&paths::skills_dir())),
             ("sessions_dir", display_path(&self.sessions_dir())),
+            ("memory_dir", display_path(&paths::global_memory_dir())),
             ("rags_dir", display_path(&paths::rags_dir())),
             ("macros_dir", display_path(&paths::macros_dir())),
             ("functions_dir", display_path(&paths::functions_dir())),
+            ("sbx_kit_dir", display_path(&paths::sbx_kit_dir())),
             ("messages_file", display_path(&self.messages_file())),
         ];
 
@@ -1836,6 +2020,7 @@ impl RequestContext {
                 } else {
                     self.update_app_config(|app| app.skills_enabled = value.unwrap_or(true));
                 }
+                self.refresh_tool_scope(abort_signal.clone()).await?;
             }
             "enabled_mcp_servers" => {
                 let raw: Option<String> = super::parse_value(value)?;
@@ -1945,11 +2130,15 @@ impl RequestContext {
                 } else {
                     self.update_app_config(|app| app.auto_continue = value);
                 }
-                if value
+                let should_register = self.agent.is_none()
                     && self.app.config.function_calling_support
-                    && !self.tool_scope.functions.contains("todo__init")
-                {
+                    && self.auto_continue_config().enabled;
+                let already_registered = self.tool_scope.functions.contains("todo__init");
+
+                if should_register && !already_registered {
                     self.tool_scope.functions.append_todo_functions();
+                } else if !should_register && already_registered {
+                    self.tool_scope.functions.remove_todo_functions();
                 }
             }
             "max_auto_continues" => {
@@ -1992,6 +2181,24 @@ impl RequestContext {
                     self.update_app_config(|app| app.skill_instructions = value);
                 }
             }
+            "memory" => {
+                let value: bool = value.parse().with_context(|| "Invalid value")?;
+
+                if let Some(session) = self.session.as_mut() {
+                    session.set_memory(Some(value));
+                } else {
+                    self.update_app_config(|app| app.memory = Some(value));
+                }
+
+                let should_register = self.should_register_memory_tools();
+                let already_registered = self.tool_scope.functions.contains("memory__read");
+
+                if should_register && !already_registered {
+                    self.tool_scope.functions.append_memory_functions();
+                } else if !should_register && already_registered {
+                    self.tool_scope.functions.remove_memory_functions();
+                }
+            }
             _ => bail!("Unknown key '{key}'"),
         }
         Ok(())
@@ -2068,11 +2275,6 @@ impl RequestContext {
                     super::map_completion_values(values)
                 }
                 ".macro" => super::map_completion_values(paths::list_macros()),
-                ".skill" => super::map_completion_values(vec![
-                    "loaded".to_string(),
-                    "load".to_string(),
-                    "unload".to_string(),
-                ]),
                 ".starter" => match &self.agent {
                     Some(agent) => agent
                         .conversation_starters()
@@ -2094,6 +2296,7 @@ impl RequestContext {
                         "inject_skill_instructions",
                         "skill_instructions",
                         "max_auto_continues",
+                        "memory",
                         "save_session",
                         "compression_threshold",
                         "rag_reranker_model",
@@ -2264,10 +2467,11 @@ impl RequestContext {
                     super::complete_bool(config.inject)
                 }
                 "skill_instructions" => vec!["null".to_string()],
+                "memory" => super::complete_bool(self.should_inject_memory()),
                 _ => vec![],
             };
             values = candidates.into_iter().map(|v| (v, None)).collect();
-        } else if cmd == ".vault" && args.len() == 2 {
+        } else if cmd == ".vault" && args.len() == 2 && args[0] != "list" {
             values = self
                 .app
                 .vault
@@ -2396,6 +2600,9 @@ impl RequestContext {
         if app.function_calling_support && policy.skills_enabled {
             functions.append_skill_functions();
         }
+        if self.should_register_memory_tools() {
+            functions.append_memory_functions();
+        }
 
         let tool_tracker = self.tool_scope.tool_tracker.clone();
         self.tool_scope = ToolScope {
@@ -2655,7 +2862,7 @@ impl RequestContext {
 
         if self.agent.take().is_some() {
             if let Some(supervisor) = self.supervisor.clone() {
-                supervisor.read().cancel_all();
+                supervisor.read().cancel_recursive();
             }
             self.supervisor = None;
             self.parent_supervisor = None;
@@ -2664,6 +2871,7 @@ impl RequestContext {
             self.escalation_queue = None;
             self.current_depth = 0;
             self.auto_continue_count = 0;
+            self.pending_agents_guardrail_count = 0;
             self.todo_list = TodoList::default();
             self.rag.take();
             self.discontinuous_last_message();
@@ -3163,6 +3371,46 @@ mod tests {
         assert!(!Arc::ptr_eq(&ctx.app.config, &previous));
     }
 
+    #[test]
+    fn memory_config_app_some_false_disables_via_cascade() {
+        let mut ctx = create_test_ctx();
+
+        ctx.update_app_config(|app| app.memory = Some(false));
+
+        assert!(
+            !ctx.should_inject_memory(),
+            "AppConfig.memory=Some(false) must disable memory regardless of on-disk content (this is the --no-memory CLI path)"
+        );
+    }
+
+    #[test]
+    fn memory_config_role_false_beats_app_true_in_cascade() {
+        let mut ctx = create_test_ctx();
+        ctx.update_app_config(|app| app.memory = Some(true));
+        let role = Role::new("memory_off_role", "---\nmemory: false\n---\n");
+        assert_eq!(role.memory(), Some(false), "metadata parser sanity check");
+        ctx.role = Some(role);
+        assert!(
+            !ctx.should_inject_memory(),
+            "Role::memory=Some(false) must win over AppConfig::memory=Some(true)"
+        );
+    }
+
+    #[test]
+    fn should_register_memory_tools_false_when_function_calling_off() {
+        let mut ctx = create_test_ctx();
+
+        ctx.update_app_config(|app| {
+            app.memory = Some(true);
+            app.function_calling_support = false;
+        });
+
+        assert!(
+            !ctx.should_register_memory_tools(),
+            "memory tools must require function_calling_support even when memory itself would otherwise be enabled"
+        );
+    }
+
     #[test]
     fn use_role_obj_sets_role() {
         let mut ctx = create_test_ctx();
@@ -3579,6 +3827,44 @@ mod tests {
         );
     }
 
+    #[test]
+    #[serial]
+    fn update_skills_enabled_false_removes_skill_meta_tools_from_scope() {
+        let _guard = TestConfigDirGuard::new();
+        let app_state = app_state_with_mcp_config(false, &[]);
+        let mut ctx = RequestContext::new(app_state, WorkingMode::Repl);
+        let app = ctx.app.config.clone();
+        let abort = utils::create_abort_signal();
+
+        run_async(ctx.rebuild_tool_scope(&app, None, abort.clone())).unwrap();
+
+        let names_before: Vec<String> = ctx
+            .tool_scope
+            .functions
+            .declarations()
+            .iter()
+            .map(|f| f.name.clone())
+            .collect();
+        assert!(
+            names_before.iter().any(|n| n.starts_with("skill__")),
+            "expected skill__* functions before toggle, got: {names_before:?}"
+        );
+
+        run_async(ctx.update("skills_enabled false", abort)).unwrap();
+
+        let names_after: Vec<String> = ctx
+            .tool_scope
+            .functions
+            .declarations()
+            .iter()
+            .map(|f| f.name.clone())
+            .collect();
+        assert!(
+            !names_after.iter().any(|n| n.starts_with("skill__")),
+            "expected skill__* functions to be removed after `.set skills_enabled false`, got: {names_after:?}"
+        );
+    }
+
     #[test]
     fn select_functions_returns_none_when_no_tools_enabled() {
         let ctx = create_test_ctx();
@@ -3878,9 +4164,84 @@ mod tests {
     }
 
     #[test]
-    fn state_empty_context() {
+    fn state_empty_context_has_no_context_flags() {
         let ctx = create_test_ctx();
-        assert_eq!(ctx.state(), StateFlags::empty());
+
+        let state = ctx.state();
+
+        assert!(!state.contains(StateFlags::ROLE));
+        assert!(!state.contains(StateFlags::SESSION));
+        assert!(!state.contains(StateFlags::SESSION_EMPTY));
+        assert!(!state.contains(StateFlags::AGENT));
+        assert!(!state.contains(StateFlags::RAG));
+    }
+
+    #[test]
+    fn state_includes_function_calling_when_app_enables_it() {
+        let ctx = create_test_ctx();
+
+        assert!(ctx.state().contains(StateFlags::FUNCTION_CALLING));
+    }
+
+    #[test]
+    fn state_includes_skills_enabled_when_app_enables_it() {
+        let ctx = create_test_ctx();
+
+        assert!(ctx.state().contains(StateFlags::SKILLS_ENABLED));
+    }
+
+    #[test]
+    fn state_omits_skills_enabled_when_app_disables_it() {
+        let mut ctx = create_test_ctx();
+
+        ctx.update_app_config(|app| app.skills_enabled = false);
+
+        assert!(!ctx.state().contains(StateFlags::SKILLS_ENABLED));
+    }
+
+    #[test]
+    fn state_skills_enabled_respects_session_override() {
+        let mut ctx = create_test_ctx();
+        let mut session = Session::default();
+        session.set_skills_enabled(Some(false));
+
+        ctx.session = Some(session);
+
+        assert!(!ctx.state().contains(StateFlags::SKILLS_ENABLED));
+    }
+
+    #[test]
+    fn state_skills_enabled_respects_role_override() {
+        let mut ctx = create_test_ctx();
+        let role = Role::new("r", "---\nskills_enabled: false\n---\nbody");
+
+        ctx.role = Some(role);
+
+        assert!(!ctx.state().contains(StateFlags::SKILLS_ENABLED));
+    }
+
+    #[test]
+    fn state_omits_function_calling_when_app_disables_it() {
+        let app_state = {
+            let config = AppConfig {
+                function_calling_support: false,
+                ..AppConfig::default()
+            };
+            Arc::new(AppState {
+                config: Arc::new(config),
+                vault: Arc::new(Vault::default()),
+                mcp_factory: Arc::new(McpFactory::default()),
+                rag_cache: Arc::new(RagCache::default()),
+                mcp_config: None,
+                mcp_log_path: None,
+                mcp_registry: None,
+                functions: Functions::default(),
+            })
+        };
+
+        let ctx = RequestContext::new(app_state, WorkingMode::Cmd);
+
+        assert!(!ctx.state().contains(StateFlags::FUNCTION_CALLING));
     }
 
     #[test]
@@ -3908,6 +4269,144 @@ mod tests {
         assert!(state.contains(StateFlags::SESSION_EMPTY));
     }
 
+    #[test]
+    fn todo_info_errors_when_auto_continue_disabled() {
+        let ctx = create_test_ctx();
+        let err = ctx.todo_info().unwrap_err();
+
+        let msg = err.to_string();
+
+        assert!(
+            msg.contains("Auto-continuation is disabled"),
+            "expected error to mention auto-continuation, got: {msg}"
+        );
+    }
+
+    #[test]
+    fn todo_info_returns_empty_message_when_list_is_empty() {
+        let mut ctx = create_test_ctx();
+
+        ctx.update_app_config(|app| app.auto_continue = true);
+
+        let info = ctx.todo_info().unwrap();
+        assert!(
+            info.contains("No todos in the running list"),
+            "expected 'No todos' message, got: {info}"
+        );
+    }
+
+    #[test]
+    fn todo_info_renders_running_list() {
+        let mut ctx = create_test_ctx();
+        ctx.update_app_config(|app| app.auto_continue = true);
+        ctx.init_todo_list("Map Labs");
+        ctx.add_todo("Discover columns");
+        ctx.add_todo("Write report");
+
+        ctx.mark_todo_done(1);
+
+        let info = ctx.todo_info().unwrap();
+        assert!(
+            info.contains("Goal: Map Labs"),
+            "expected goal in output, got: {info}"
+        );
+        assert!(
+            info.contains("Progress: 1/2 completed"),
+            "expected progress line, got: {info}"
+        );
+        assert!(
+            info.contains("Discover columns"),
+            "expected first task, got: {info}"
+        );
+        assert!(
+            info.contains("Write report"),
+            "expected second task, got: {info}"
+        );
+    }
+
+    #[test]
+    fn tools_info_returns_message_when_no_tools_enabled() {
+        let ctx = create_test_ctx();
+
+        let info = ctx.tools_info().unwrap();
+
+        assert!(
+            info.contains("No tools enabled"),
+            "expected 'No tools enabled' message, got: {info}"
+        );
+    }
+
+    #[test]
+    fn tools_info_lists_enabled_tool_names_alphabetically() {
+        let mut ctx = create_test_ctx();
+        ctx.tool_scope.functions.append_todo_functions();
+        let mut role = Role::new("r", "p");
+        role.set_enabled_tools(Some(vec!["all".to_string()]));
+        ctx.role = Some(role);
+
+        let info = ctx.tools_info().unwrap();
+
+        assert!(
+            info.contains("Tools enabled for the next request:"),
+            "expected count line, got: {info}"
+        );
+        assert!(
+            info.contains("todo__init"),
+            "expected todo__init in output, got: {info}"
+        );
+
+        let positions: Vec<usize> = info
+            .lines()
+            .filter(|line| line.trim().starts_with("todo__"))
+            .enumerate()
+            .map(|(i, _)| i)
+            .collect();
+        assert!(
+            !positions.is_empty(),
+            "expected at least one todo__ entry, got: {info}"
+        );
+
+        let todo_lines: Vec<&str> = info
+            .lines()
+            .filter(|line| line.trim().starts_with("todo__"))
+            .collect();
+        let mut sorted = todo_lines.clone();
+        sorted.sort_unstable();
+        assert_eq!(
+            todo_lines, sorted,
+            "expected todo__ entries to be alphabetically sorted, got: {todo_lines:?}"
+        );
+    }
+
+    #[test]
+    fn tools_info_errors_when_function_calling_disabled() {
+        let app_state = {
+            let config = AppConfig {
+                function_calling_support: false,
+                ..AppConfig::default()
+            };
+            Arc::new(AppState {
+                config: Arc::new(config),
+                vault: Arc::new(Vault::default()),
+                mcp_factory: Arc::new(McpFactory::default()),
+                rag_cache: Arc::new(RagCache::default()),
+                mcp_config: None,
+                mcp_log_path: None,
+                mcp_registry: None,
+                functions: Functions::default(),
+            })
+        };
+        let ctx = RequestContext::new(app_state, WorkingMode::Cmd);
+
+        let err = ctx.tools_info().unwrap_err();
+
+        let msg = err.to_string();
+        assert!(
+            msg.contains("Function calling is disabled"),
+            "expected error to mention function calling, got: {msg}"
+        );
+    }
+
     #[test]
     fn role_info_errors_when_no_role() {
         let ctx = create_test_ctx();

src/config/role.rs

@@ -83,6 +83,8 @@ pub struct Role {
     inject_skill_instructions: Option<bool>,
     #[serde(skip_serializing_if = "Option::is_none")]
     skill_instructions: Option<String>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    memory: Option<bool>,
 
     #[serde(skip)]
     model: Model,
@@ -132,6 +134,7 @@ impl Role {
                     "skill_instructions" => {
                         role.skill_instructions = value.as_str().map(|v| v.to_string())
                     }
+                    "memory" => role.memory = value.as_bool(),
                     _ => (),
                 }
             }
@@ -205,6 +208,9 @@ impl Role {
         if let Some(skill_instructions) = &self.skill_instructions {
             metadata.push(format!("skill_instructions: {skill_instructions}"));
         }
+        if let Some(memory) = self.memory {
+            metadata.push(format!("memory: {memory}"));
+        }
         if metadata.is_empty() {
             format!("{}\n", self.prompt)
         } else if self.prompt.is_empty() {
@@ -323,6 +329,10 @@ impl Role {
         self.skill_instructions.as_deref()
     }
 
+    pub fn memory(&self) -> Option<bool> {
+        self.memory
+    }
+
     pub fn skills_enabled(&self) -> Option<bool> {
         self.skills_enabled
     }

src/config/session.rs

@@ -60,6 +60,8 @@ pub struct Session {
     inject_skill_instructions: Option<bool>,
     #[serde(skip_serializing_if = "Option::is_none")]
     skill_instructions: Option<String>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    memory: Option<bool>,
 
     #[serde(skip_serializing_if = "Option::is_none")]
     role_name: Option<String>,
@@ -237,6 +239,9 @@ impl Session {
         if let Some(skill_instructions) = self.skill_instructions() {
             data["skill_instructions"] = skill_instructions.into();
         }
+        if let Some(memory) = self.memory() {
+            data["memory"] = memory.into();
+        }
         let (tokens, percent) = self.tokens_usage();
         data["total_tokens"] = tokens.into();
         if let Some(max_input_tokens) = self.model().max_input_tokens() {
@@ -324,6 +329,9 @@ impl Session {
         if let Some(skill_instructions) = self.skill_instructions() {
             items.push(("skill_instructions", skill_instructions.to_string()));
         }
+        if let Some(memory) = self.memory() {
+            items.push(("memory", memory.to_string()));
+        }
 
         if let Some(max_input_tokens) = self.model().max_input_tokens() {
             items.push(("max_input_tokens", max_input_tokens.to_string()));
@@ -473,6 +481,10 @@ impl Session {
         self.skill_instructions.as_deref()
     }
 
+    pub fn memory(&self) -> Option<bool> {
+        self.memory
+    }
+
     pub fn set_inject_todo_instructions(&mut self, value: Option<bool>) {
         if self.inject_todo_instructions != value {
             self.inject_todo_instructions = value;
@@ -494,6 +506,13 @@ impl Session {
         }
     }
 
+    pub fn set_memory(&mut self, value: Option<bool>) {
+        if self.memory != value {
+            self.memory = value;
+            self.dirty = true;
+        }
+    }
+
     pub fn set_skill_instructions(&mut self, value: Option<String>) {
         if self.skill_instructions != value {
             self.skill_instructions = value;

src/function/memory.rs

@@ -0,0 +1,679 @@
+use std::collections::HashSet;
+use std::path::{Path, PathBuf};
+use std::{env, fs};
+
+use anyhow::{Context, Result, anyhow, bail};
+use indexmap::IndexMap;
+use serde_json::{Value, json};
+
+use super::{FunctionDeclaration, JsonSchema};
+use crate::config::RequestContext;
+use crate::config::memory::{
+    MemoryFile, MemoryFrontmatter, MemoryStore, WorkspaceMemory, bootstrap_workspace_memory,
+    find_git_root,
+};
+use crate::config::paths;
+
+pub const MEMORY_FUNCTION_PREFIX: &str = "memory__";
+
+const PER_FILE_SOFT_CAP: usize = 2_000;
+
+pub fn memory_function_declarations() -> Vec<FunctionDeclaration> {
+    vec![
+        FunctionDeclaration {
+            name: format!("{MEMORY_FUNCTION_PREFIX}read"),
+            description: "Read the full content of a specific memory file by its name slug."
+                .to_string(),
+            parameters: JsonSchema {
+                type_value: Some("object".to_string()),
+                properties: Some(IndexMap::from([(
+                    "name".to_string(),
+                    JsonSchema {
+                        type_value: Some("string".to_string()),
+                        description: Some(
+                            "The `name:` slug of the memory file to read (from MEMORY.md index)"
+                                .into(),
+                        ),
+                        ..Default::default()
+                    },
+                )])),
+                required: Some(vec!["name".to_string()]),
+                ..Default::default()
+            },
+            agent: false,
+        },
+        FunctionDeclaration {
+            name: format!("{MEMORY_FUNCTION_PREFIX}write"),
+            description:
+                "Create or replace a memory file. Caller must also update MEMORY.md index."
+                    .to_string(),
+            parameters: JsonSchema {
+                type_value: Some("object".to_string()),
+                properties: Some(IndexMap::from([
+                    (
+                        "name".to_string(),
+                        JsonSchema {
+                            type_value: Some("string".to_string()),
+                            description: Some(
+                                "Short kebab-case slug for the file (no extension)".into(),
+                            ),
+                            ..Default::default()
+                        },
+                    ),
+                    (
+                        "description".to_string(),
+                        JsonSchema {
+                            type_value: Some("string".to_string()),
+                            description: Some("One-line description for the MEMORY.md index".into()),
+                            ..Default::default()
+                        },
+                    ),
+                    (
+                        "type".to_string(),
+                        JsonSchema {
+                            type_value: Some("string".to_string()),
+                            description: Some(
+                                "Memory type: user | feedback | project | reference".into(),
+                            ),
+                            ..Default::default()
+                        },
+                    ),
+                    (
+                        "content".to_string(),
+                        JsonSchema {
+                            type_value: Some("string".to_string()),
+                            description: Some("The full markdown body of the memory file".into()),
+                            ..Default::default()
+                        },
+                    ),
+                    (
+                        "scope".to_string(),
+                        JsonSchema {
+                            type_value: Some("string".to_string()),
+                            description: Some(
+                                "Where to write: 'global' (user-level) or 'workspace' (project-level)"
+                                    .into(),
+                            ),
+                            ..Default::default()
+                        },
+                    ),
+                ])),
+                required: Some(vec![
+                    "name".to_string(),
+                    "description".to_string(),
+                    "content".to_string(),
+                    "scope".to_string(),
+                ]),
+                ..Default::default()
+            },
+            agent: false,
+        },
+        FunctionDeclaration {
+            name: format!("{MEMORY_FUNCTION_PREFIX}list"),
+            description: "List all known drill files with metadata (size, type, scope).".to_string(),
+            parameters: JsonSchema {
+                type_value: Some("object".to_string()),
+                properties: Some(IndexMap::new()),
+                ..Default::default()
+            },
+            agent: false,
+        },
+        FunctionDeclaration {
+            name: format!("{MEMORY_FUNCTION_PREFIX}lint"),
+            description: "Health-check memory: orphan files, broken [[wikilinks]], oversized files."
+                .to_string(),
+            parameters: JsonSchema {
+                type_value: Some("object".to_string()),
+                properties: Some(IndexMap::new()),
+                ..Default::default()
+            },
+            agent: false,
+        },
+        FunctionDeclaration {
+            name: format!("{MEMORY_FUNCTION_PREFIX}edit_index"),
+            description:
+                "Replace the entire MEMORY.md index at the given scope. Use to add always-on facts, \
+                 reorganize, prune stale entries, or fix descriptions. Coyote manages the path; \
+                 NEVER use fs_write or any other generic file tool on MEMORY.md."
+                    .to_string(),
+            parameters: JsonSchema {
+                type_value: Some("object".to_string()),
+                properties: Some(IndexMap::from([
+                    (
+                        "scope".to_string(),
+                        JsonSchema {
+                            type_value: Some("string".to_string()),
+                            description: Some(
+                                "Where to edit: 'global' (user-level) or 'workspace' (project-level)"
+                                    .into(),
+                            ),
+                            ..Default::default()
+                        },
+                    ),
+                    (
+                        "content".to_string(),
+                        JsonSchema {
+                            type_value: Some("string".to_string()),
+                            description: Some("Full new contents of MEMORY.md".into()),
+                            ..Default::default()
+                        },
+                    ),
+                ])),
+                required: Some(vec!["scope".to_string(), "content".to_string()]),
+                ..Default::default()
+            },
+            agent: false,
+        },
+    ]
+}
+
+pub fn handle_memory_tool(ctx: &mut RequestContext, cmd_name: &str, args: &Value) -> Result<Value> {
+    if !ctx.should_register_memory_tools() {
+        bail!("Memory tools are disabled (memory off or function calling unavailable).");
+    }
+
+    let action = cmd_name
+        .strip_prefix(MEMORY_FUNCTION_PREFIX)
+        .unwrap_or(cmd_name);
+    let cwd = env::current_dir().context("get cwd")?;
+    let store = MemoryStore::new(&cwd);
+
+    match action {
+        "read" => {
+            let name = args
+                .get("name")
+                .and_then(Value::as_str)
+                .ok_or_else(|| anyhow!("name is required"))?;
+            let file = find_file(&store, name)?
+                .ok_or_else(|| anyhow!("memory file '{}' not found", name))?;
+
+            Ok(json!({
+                "name": file.frontmatter.name,
+                "type": file.frontmatter.kind,
+                "content": file.body,
+            }))
+        }
+        "list" => {
+            let files = store.list_files()?;
+            let entries: Vec<_> = files
+                .iter()
+                .map(|f| {
+                    json!({
+                        "name": f.frontmatter.name,
+                        "description": f.frontmatter.description,
+                        "type": f.frontmatter.kind,
+                        "char_len": f.char_len(),
+                        "path": f.path.display().to_string(),
+                    })
+                })
+                .collect();
+
+            Ok(json!({
+                "files": entries,
+                "global_index_exists": paths::global_memory_index_path().exists(),
+                "workspace": store.workspace.as_ref().map(workspace_label),
+            }))
+        }
+        "write" => {
+            let name = arg_str(args, "name")?;
+            let description = arg_str(args, "description")?;
+            let content = arg_str(args, "content")?;
+            let scope = arg_str(args, "scope")?;
+            let kind = args.get("type").and_then(Value::as_str).map(String::from);
+
+            let target_dir = match scope.as_str() {
+                "global" => paths::global_memory_dir(),
+                "workspace" => workspace_write_dir(&store, &cwd)?,
+                other => bail!("unknown scope '{}': use 'global' or 'workspace'", other),
+            };
+            let file = MemoryFile {
+                path: target_dir.join(format!("{name}.md")),
+                frontmatter: MemoryFrontmatter {
+                    name: name.clone(),
+                    description: Some(description.clone()),
+                    kind,
+                },
+                body: content,
+            };
+            file.save()?;
+
+            let index_path = target_dir.join("MEMORY.md");
+            let index_updated = ensure_index_entry(&index_path, &name, &description)?;
+
+            Ok(json!({
+                "status": "ok",
+                "path": file.path.display().to_string(),
+                "index_path": index_path.display().to_string(),
+                "index_updated": index_updated,
+            }))
+        }
+        "edit_index" => {
+            let scope = arg_str(args, "scope")?;
+            let content = arg_str(args, "content")?;
+            let target_dir = match scope.as_str() {
+                "global" => paths::global_memory_dir(),
+                "workspace" => workspace_write_dir(&store, &cwd)?,
+                other => bail!("unknown scope '{}': use 'global' or 'workspace'", other),
+            };
+            let index_path = write_memory_index(&target_dir, &content)?;
+
+            Ok(json!({
+                "status": "ok",
+                "path": index_path.display().to_string(),
+            }))
+        }
+        "lint" => lint_memory(&store),
+        _ => bail!("unknown memory action: {action}"),
+    }
+}
+
+fn write_memory_index(target_dir: &Path, content: &str) -> Result<PathBuf> {
+    fs::create_dir_all(target_dir)?;
+    let index_path = target_dir.join("MEMORY.md");
+    fs::write(&index_path, content)?;
+    Ok(index_path)
+}
+
+fn ensure_index_entry(index_path: &Path, name: &str, description: &str) -> Result<bool> {
+    let existing = fs::read_to_string(index_path).unwrap_or_default();
+    let already_referenced =
+        existing.contains(&format!("[[{name}]]")) || existing.contains(&format!("{name}.md"));
+
+    if already_referenced {
+        return Ok(false);
+    }
+
+    let entry = format!("- [[{name}]]: {description}\n");
+    let new_content = if existing.is_empty() {
+        format!("# Memory Index\n\n{entry}")
+    } else if existing.ends_with('\n') {
+        format!("{existing}{entry}")
+    } else {
+        format!("{existing}\n{entry}")
+    };
+
+    if let Some(parent) = index_path.parent() {
+        fs::create_dir_all(parent)?;
+    }
+
+    fs::write(index_path, new_content)?;
+    Ok(true)
+}
+
+fn arg_str(args: &Value, key: &str) -> Result<String> {
+    args.get(key)
+        .and_then(Value::as_str)
+        .map(String::from)
+        .ok_or_else(|| anyhow!("{} is required", key))
+}
+
+fn find_file(store: &MemoryStore, name: &str) -> Result<Option<MemoryFile>> {
+    Ok(store
+        .list_files()?
+        .into_iter()
+        .find(|f| f.frontmatter.name == name))
+}
+
+fn workspace_write_dir(store: &MemoryStore, cwd: &Path) -> Result<PathBuf> {
+    match &store.workspace {
+        Some(WorkspaceMemory::Structured { dir, .. }) => Ok(dir.clone()),
+        Some(WorkspaceMemory::Lite { workspace_root, .. }) => {
+            Ok(paths::workspace_memory_dir_for(workspace_root))
+        }
+        None => match find_git_root(cwd) {
+            Some(git_root) => bootstrap_workspace_memory(&git_root),
+            None => bail!(
+                "no workspace memory discoverable and not inside a git repository for auto-bootstrap. \
+                 If you want workspace memory, run `coyote --init-memory workspace`."
+            ),
+        },
+    }
+}
+
+fn workspace_label(w: &WorkspaceMemory) -> Value {
+    match w {
+        WorkspaceMemory::Structured { workspace_root, .. } => json!({
+            "mode": "structured",
+            "root": workspace_root.display().to_string(),
+        }),
+        WorkspaceMemory::Lite {
+            workspace_root,
+            file,
+        } => json!({
+            "mode": "lite",
+            "root": workspace_root.display().to_string(),
+            "file": file.display().to_string(),
+        }),
+    }
+}
+
+fn lint_memory(store: &MemoryStore) -> Result<Value> {
+    let files = store.list_files()?;
+    let names: HashSet<&str> = files.iter().map(|f| f.frontmatter.name.as_str()).collect();
+
+    let mut oversized = Vec::new();
+    let mut broken_links = Vec::new();
+    for f in &files {
+        if f.char_len() > PER_FILE_SOFT_CAP {
+            oversized.push(json!({"name": &f.frontmatter.name, "chars": f.char_len()}));
+        }
+        for link in extract_wikilinks(&f.body) {
+            if !names.contains(link.as_str()) {
+                broken_links.push(json!({"from": &f.frontmatter.name, "to": link}));
+            }
+        }
+    }
+
+    let index_content = store
+        .load_global_index()?
+        .or_else(|| store.load_workspace_index().ok().flatten())
+        .unwrap_or_default();
+    let mut orphans = Vec::new();
+    for f in &files {
+        if !index_content.contains(&f.frontmatter.name) {
+            orphans.push(f.frontmatter.name.clone());
+        }
+    }
+
+    Ok(json!({
+        "total_files": files.len(),
+        "oversized": oversized,
+        "broken_wikilinks": broken_links,
+        "orphans": orphans,
+    }))
+}
+
+fn extract_wikilinks(body: &str) -> Vec<String> {
+    let mut out = Vec::new();
+    let bytes = body.as_bytes();
+    let mut i = 0;
+    while i + 1 < bytes.len() {
+        if bytes[i] == b'['
+            && bytes[i + 1] == b'['
+            && let Some(end_rel) = body[i + 2..].find("]]")
+        {
+            out.push(body[i + 2..i + 2 + end_rel].to_string());
+            i = i + 2 + end_rel + 2;
+            continue;
+        }
+        i += 1;
+    }
+
+    out
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+    use crate::config::memory::discover_workspace_memory;
+    use std::fs;
+    use std::time;
+
+    fn temp_root(label: &str) -> PathBuf {
+        let unique = time::SystemTime::now()
+            .duration_since(time::UNIX_EPOCH)
+            .unwrap()
+            .as_nanos();
+        let root = env::temp_dir().join(format!("coyote-function-memory-{label}-{unique}"));
+        fs::create_dir_all(&root).unwrap();
+        root
+    }
+
+    #[test]
+    fn extract_wikilinks_finds_all_pairs() {
+        let body = "see [[alpha]] and [[bravo]] but not [single] or [[unclosed";
+
+        assert_eq!(
+            extract_wikilinks(body),
+            vec!["alpha".to_string(), "bravo".to_string()]
+        );
+    }
+
+    #[test]
+    fn extract_wikilinks_handles_empty_and_no_links() {
+        assert!(extract_wikilinks("").is_empty());
+        assert!(extract_wikilinks("nothing here").is_empty());
+    }
+
+    #[test]
+    fn ensure_index_entry_appends_when_missing() {
+        let root = temp_root("index_append");
+        let index = root.join("MEMORY.md");
+        fs::write(&index, "# Memory Index\n\n- [[existing]]: already here\n").unwrap();
+
+        let updated = ensure_index_entry(&index, "new_one", "newly added").unwrap();
+        assert!(updated);
+        let content = fs::read_to_string(&index).unwrap();
+        assert!(content.contains("- [[existing]]: already here"));
+        assert!(content.contains("- [[new_one]]: newly added"));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn ensure_index_entry_skips_when_referenced() {
+        let root = temp_root("index_skip");
+        let index = root.join("MEMORY.md");
+        let original = "# Memory Index\n\n- [[existing]]: already here\n";
+        fs::write(&index, original).unwrap();
+
+        let updated = ensure_index_entry(&index, "existing", "different description").unwrap();
+        assert!(!updated);
+        assert_eq!(fs::read_to_string(&index).unwrap(), original);
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn ensure_index_entry_creates_index_when_absent() {
+        let root = temp_root("index_create");
+        let index = root.join("memory").join("MEMORY.md");
+
+        let updated = ensure_index_entry(&index, "first", "first ever").unwrap();
+        assert!(updated);
+        let content = fs::read_to_string(&index).unwrap();
+        assert!(content.starts_with("# Memory Index"));
+        assert!(content.contains("- [[first]]: first ever"));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn workspace_write_dir_returns_structured_dir_directly() {
+        let root = temp_root("ws_structured");
+        let workspace = root.join("ws");
+        let structured = workspace.join(".coyote").join("memory");
+        fs::create_dir_all(&structured).unwrap();
+        fs::write(structured.join("MEMORY.md"), "idx").unwrap();
+
+        let store = MemoryStore {
+            global_dir: root.join("g"),
+            workspace: discover_workspace_memory(&workspace),
+        };
+
+        let dir = workspace_write_dir(&store, &workspace).unwrap();
+        assert_eq!(dir, structured);
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn workspace_write_dir_promotes_lite_to_structured_subdir() {
+        let root = temp_root("ws_lite_promote");
+        let workspace = root.join("ws");
+        fs::create_dir_all(&workspace).unwrap();
+        fs::write(workspace.join("COYOTE.md"), "lite").unwrap();
+
+        let store = MemoryStore {
+            global_dir: root.join("g"),
+            workspace: discover_workspace_memory(&workspace),
+        };
+
+        let dir = workspace_write_dir(&store, &workspace).unwrap();
+        assert_eq!(dir, workspace.join(".coyote").join("memory"));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn workspace_write_dir_errors_when_no_workspace_and_no_git() {
+        let root = temp_root("ws_none");
+        let bare = root.join("nowhere");
+        fs::create_dir_all(&bare).unwrap();
+
+        let store = MemoryStore {
+            global_dir: root.join("g"),
+            workspace: discover_workspace_memory(&bare),
+        };
+
+        let err = workspace_write_dir(&store, &bare).unwrap_err();
+        let msg = err.to_string();
+        assert!(msg.contains("no workspace memory discoverable"));
+        assert!(msg.contains("coyote --init-memory workspace"));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn workspace_write_dir_auto_bootstraps_inside_git_repo() {
+        let root = temp_root("ws_bootstrap");
+        let repo = root.join("repo");
+        fs::create_dir_all(repo.join(".git")).unwrap();
+        let nested = repo.join("src").join("deep");
+        fs::create_dir_all(&nested).unwrap();
+
+        let store = MemoryStore {
+            global_dir: root.join("g"),
+            workspace: discover_workspace_memory(&nested),
+        };
+        assert!(store.workspace.is_none());
+
+        let dir = workspace_write_dir(&store, &nested).unwrap();
+        assert_eq!(dir, repo.join(".coyote").join("memory"));
+        assert!(dir.join("MEMORY.md").exists());
+        let gi = fs::read_to_string(repo.join(".gitignore")).unwrap();
+        assert!(gi.contains(".coyote/memory/"));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn find_file_returns_matching_file() {
+        let root = temp_root("find_file");
+        let workspace = root.join("ws");
+        let structured = workspace.join(".coyote").join("memory");
+        fs::create_dir_all(&structured).unwrap();
+        fs::write(structured.join("MEMORY.md"), "idx").unwrap();
+        fs::write(
+            structured.join("target.md"),
+            "---\nname: target\n---\nfound me\n",
+        )
+        .unwrap();
+        fs::write(
+            structured.join("other.md"),
+            "---\nname: other\n---\nignored\n",
+        )
+        .unwrap();
+
+        let store = MemoryStore {
+            global_dir: root.join("g"),
+            workspace: discover_workspace_memory(&workspace),
+        };
+
+        let hit = find_file(&store, "target").unwrap();
+        assert!(hit.is_some());
+        assert_eq!(hit.unwrap().body.trim(), "found me");
+
+        let miss = find_file(&store, "nope").unwrap();
+        assert!(miss.is_none());
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn write_memory_index_creates_dir_and_writes_content() {
+        let root = temp_root("write_index_create");
+        let target = root.join("nested").join(".coyote").join("memory");
+
+        let path =
+            write_memory_index(&target, "# Workspace Memory Index\n\n- [[foo]]: hello\n").unwrap();
+
+        assert_eq!(path, target.join("MEMORY.md"));
+        assert!(path.exists());
+        assert_eq!(
+            fs::read_to_string(&path).unwrap(),
+            "# Workspace Memory Index\n\n- [[foo]]: hello\n"
+        );
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn write_memory_index_replaces_existing_content() {
+        let root = temp_root("write_index_replace");
+        fs::create_dir_all(&root).unwrap();
+        let index = root.join("MEMORY.md");
+        fs::write(&index, "# Old\n\n- [[stale]]: gone\n").unwrap();
+
+        let path = write_memory_index(&root, "# New\n").unwrap();
+
+        assert_eq!(path, index);
+        assert_eq!(fs::read_to_string(&path).unwrap(), "# New\n");
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn lint_flags_orphans_broken_links_and_oversized() {
+        let root = temp_root("lint");
+        let workspace = root.join("ws");
+        let structured = workspace.join(".coyote").join("memory");
+        fs::create_dir_all(&structured).unwrap();
+
+        fs::write(structured.join("MEMORY.md"), "- referenced\n").unwrap();
+        fs::write(
+            structured.join("referenced.md"),
+            "---\nname: referenced\n---\nlinks to [[missing]] and [[also_missing]]\n",
+        )
+        .unwrap();
+        fs::write(
+            structured.join("orphan.md"),
+            "---\nname: orphan\n---\nnot in the index\n",
+        )
+        .unwrap();
+        let huge_body = "x".repeat(PER_FILE_SOFT_CAP + 100);
+        fs::write(
+            structured.join("huge.md"),
+            format!("---\nname: huge\n---\n{huge_body}\n"),
+        )
+        .unwrap();
+
+        let store = MemoryStore {
+            global_dir: root.join("nonexistent_global"),
+            workspace: discover_workspace_memory(&workspace),
+        };
+
+        let report = lint_memory(&store).unwrap();
+        assert_eq!(report["total_files"], 3);
+
+        let orphans = report["orphans"].as_array().unwrap();
+        let orphan_names: Vec<&str> = orphans.iter().filter_map(|v| v.as_str()).collect();
+        assert!(orphan_names.contains(&"orphan"));
+        assert!(orphan_names.contains(&"huge"));
+        assert!(!orphan_names.contains(&"referenced"));
+
+        let broken = report["broken_wikilinks"].as_array().unwrap();
+        let broken_targets: Vec<&str> = broken.iter().filter_map(|v| v["to"].as_str()).collect();
+        assert!(broken_targets.contains(&"missing"));
+        assert!(broken_targets.contains(&"also_missing"));
+
+        let oversized = report["oversized"].as_array().unwrap();
+        let oversized_names: Vec<&str> = oversized
+            .iter()
+            .filter_map(|v| v["name"].as_str())
+            .collect();
+        assert_eq!(oversized_names, vec!["huge"]);
+
+        let _ = fs::remove_dir_all(&root);
+    }
+}

src/function/mod.rs

@@ -1,3 +1,4 @@
+pub(crate) mod memory;
 pub(crate) mod skill;
 pub(crate) mod supervisor;
 pub(crate) mod todo;
@@ -19,6 +20,7 @@ use crate::parsers::{bash, python, typescript};
 use anyhow::{Context, Result, anyhow, bail};
 use indexmap::IndexMap;
 use indoc::formatdoc;
+use memory::MEMORY_FUNCTION_PREFIX;
 use rust_embed::Embed;
 use serde::{Deserialize, Serialize};
 use serde_json::{Value, json};
@@ -355,6 +357,21 @@ impl Functions {
         self.declarations.extend(todo::todo_function_declarations());
     }
 
+    pub fn remove_todo_functions(&mut self) {
+        self.declarations
+            .retain(|f| !f.name.starts_with(TODO_FUNCTION_PREFIX));
+    }
+
+    pub fn append_memory_functions(&mut self) {
+        self.declarations
+            .extend(memory::memory_function_declarations());
+    }
+
+    pub fn remove_memory_functions(&mut self) {
+        self.declarations
+            .retain(|f| !f.name.starts_with(MEMORY_FUNCTION_PREFIX));
+    }
+
     pub fn append_skill_functions(&mut self) {
         self.declarations
             .extend(skill::skill_function_declarations());
@@ -1046,6 +1063,13 @@ impl ToolCall {
                     json!({"tool_call_error": error_msg})
                 })
             }
+            _ if cmd_name.starts_with(MEMORY_FUNCTION_PREFIX) => {
+                memory::handle_memory_tool(ctx, &cmd_name, &json_data).unwrap_or_else(|e| {
+                    let error_msg = format!("Memory tool failed: {e}");
+                    eprintln!("{}", warning_text(&format!("⚠️ {error_msg} ⚠️")));
+                    json!({"tool_call_error": error_msg})
+                })
+            }
             _ if cmd_name.starts_with(SKILL_FUNCTION_PREFIX) => {
                 skill::handle_skill_tool(ctx, &cmd_name, &json_data)
                     .await
@@ -1268,11 +1292,13 @@ pub fn run_llm_function(
         let mut buffer = [0; 1024];
         let mut reader = stdout;
         let mut out = io::stdout();
+        let mut buf = Vec::new();
         while let Ok(n) = reader.read(&mut buffer) {
             if n == 0 {
                 break;
             }
             let chunk = &buffer[0..n];
+            buf.extend_from_slice(chunk);
             let mut last_pos = 0;
             for (i, &byte) in chunk.iter().enumerate() {
                 if byte == b'\n' {
@@ -1286,6 +1312,7 @@ pub fn run_llm_function(
             }
             let _ = out.flush();
         }
+        buf
     });
 
     let stderr_thread = std::thread::spawn(move || {
@@ -1318,18 +1345,22 @@ pub fn run_llm_function(
     let status = child
         .wait()
         .map_err(|err| anyhow!("Unable to run {command_name}, {err}"))?;
-    let _ = stdout_thread.join();
+    let stdout_bytes = stdout_thread.join().unwrap_or_default();
     let stderr_bytes = stderr_thread.join().unwrap_or_default();
 
     let exit_code = status.code().unwrap_or_default();
     if exit_code != 0 {
         let stderr = String::from_utf8_lossy(&stderr_bytes).trim().to_string();
+        let stdout = String::from_utf8_lossy(&stdout_bytes).trim().to_string();
         let tool_error_message = format!("Tool call '{command_name}' exited with code {exit_code}");
         eprintln!("{}", warning_text(&format!("⚠️ {tool_error_message} ⚠️")));
         let mut error_json = json!({"tool_call_error": tool_error_message});
         if !stderr.is_empty() {
             error_json["stderr"] = json!(stderr);
         }
+        if !stdout.is_empty() {
+            error_json["stdout"] = json!(stdout);
+        }
         debug!("Tool call error: {error_json:?}");
         return Ok(Some(error_json.to_string()));
     }

src/function/supervisor.rs

@@ -3,7 +3,7 @@ use crate::client::{Model, ModelType, call_chat_completions};
 use crate::config::{Agent, AppState, Input, RequestContext, Role, RoleLike};
 use crate::supervisor::mailbox::{Envelope, EnvelopePayload, Inbox};
 use crate::supervisor::{AgentExitStatus, AgentHandle, AgentResult, Supervisor};
-use crate::utils::{AbortSignal, create_abort_signal};
+use crate::utils::{AbortSignal, create_abort_signal, wait_abort_signal};
 
 use crate::graph;
 use anyhow::{Context, Result, anyhow, bail};
@@ -16,10 +16,69 @@ use std::pin::Pin;
 use std::sync::Arc;
 use std::time::Duration;
 use tokio::time;
+use tokio::time::Instant;
 use uuid::Uuid;
 
 pub const SUPERVISOR_FUNCTION_PREFIX: &str = "agent__";
 
+pub const PENDING_AGENTS_GUARDRAIL_MAX: u32 = 3;
+
+pub enum GuardrailAction {
+    NoAction,
+    Inject(String),
+    ForceTerminate(Vec<String>),
+}
+
+pub fn pending_agent_ids(ctx: &RequestContext) -> Vec<String> {
+    let Some(sup) = ctx.supervisor.as_ref() else {
+        return Vec::new();
+    };
+    let sup = sup.read();
+    sup.list_agents()
+        .into_iter()
+        .filter_map(|(id, _)| match sup.is_finished(id) {
+            Some(false) => Some(id.to_string()),
+            _ => None,
+        })
+        .collect()
+}
+
+pub fn build_pending_agents_guardrail_prompt(ids: &[String]) -> String {
+    let count = ids.len();
+    let id_list = ids
+        .iter()
+        .map(|id| format!("- {id}"))
+        .collect::<Vec<_>>()
+        .join("\n");
+    format!(
+        "[SYSTEM GUARDRAIL] You attempted to end your turn while {count} spawned background agent(s) \
+         are still running:\n{id_list}\n\nThese agents will be abandoned if your turn ends now. You MUST \
+         reclaim each one before ending your turn. For each agent: call `agent__collect` (blocks until \
+         done, returns output) or `agent__cancel` (discards). Do NOT emit a text-only response \
+         expecting them to 'report back' — they will not."
+    )
+}
+
+pub fn check_pending_agents_guardrail(ctx: &mut RequestContext) -> GuardrailAction {
+    let pending = pending_agent_ids(ctx);
+    if pending.is_empty() {
+        ctx.pending_agents_guardrail_count = 0;
+        return GuardrailAction::NoAction;
+    }
+
+    if ctx.pending_agents_guardrail_count >= PENDING_AGENTS_GUARDRAIL_MAX {
+        if let Some(sup) = ctx.supervisor.as_ref().cloned() {
+            sup.read().cancel_recursive();
+        }
+        ctx.pending_agents_guardrail_count = 0;
+
+        return GuardrailAction::ForceTerminate(pending);
+    }
+
+    ctx.pending_agents_guardrail_count += 1;
+    GuardrailAction::Inject(build_pending_agents_guardrail_prompt(&pending))
+}
+
 pub fn escalation_function_declarations() -> Vec<FunctionDeclaration> {
     vec![FunctionDeclaration {
         name: format!("{SUPERVISOR_FUNCTION_PREFIX}reply_escalation"),
@@ -55,7 +114,11 @@ pub fn supervisor_function_declarations() -> Vec<FunctionDeclaration> {
     vec![
         FunctionDeclaration {
             name: format!("{SUPERVISOR_FUNCTION_PREFIX}spawn"),
-            description: "Spawn a subagent to run in the background. Returns a task_id for tracking. The agent runs in parallel. You can continue working while it executes.".to_string(),
+            description: "Spawn a subagent to run in the background. Returns an `id` immediately so you can continue \
+                          working in parallel. CRITICAL: every spawned agent MUST be reclaimed before you end your \
+                          turn — call `agent__collect` to retrieve its output, or `agent__cancel` if you no longer \
+                          need it. Ending your turn with pending agents will abandon their work and the system will \
+                          reject the turn-end.".to_string(),
             parameters: JsonSchema {
                 type_value: Some("object".to_string()),
                 properties: Some(IndexMap::from([
@@ -109,7 +172,11 @@ pub fn supervisor_function_declarations() -> Vec<FunctionDeclaration> {
         },
         FunctionDeclaration {
             name: format!("{SUPERVISOR_FUNCTION_PREFIX}collect"),
-            description: "Wait for a spawned agent to finish and return its result. Blocks until the agent completes.".to_string(),
+            description: "Block until the named spawned agent finishes and return its result. This is your primary \
+                          wait primitive — it pauses your execution until the agent completes (or you are interrupted). \
+                          Call this for every agent you spawned before ending your turn. Do NOT end your turn assuming \
+                          agents will 'report back later' — they will not; they will be abandoned. If you no longer \
+                          need an agent's result, call `agent__cancel` instead.".to_string(),
             parameters: JsonSchema {
                 type_value: Some("object".to_string()),
                 properties: Some(IndexMap::from([(
@@ -137,7 +204,10 @@ pub fn supervisor_function_declarations() -> Vec<FunctionDeclaration> {
         },
         FunctionDeclaration {
             name: format!("{SUPERVISOR_FUNCTION_PREFIX}cancel"),
-            description: "Cancel a running subagent by its ID.".to_string(),
+            description: "Cancel a running subagent by its ID. Use this when an agent's output is no longer needed \
+                          (e.g. you changed direction, or you're about to end your turn and don't want to wait). \
+                          Cancellation cascades: all of the cancelled agent's own descendants are also cancelled. This \
+                          call waits briefly for the agent to actually finish cleanup before returning.".to_string(),
             parameters: JsonSchema {
                 type_value: Some("object".to_string()),
                 properties: Some(IndexMap::from([(
@@ -315,7 +385,7 @@ pub async fn handle_supervisor_tool(
         "check" => handle_check(ctx, args).await,
         "collect" => handle_collect(ctx, args).await,
         "list" => handle_list(ctx),
-        "cancel" => handle_cancel(ctx, args),
+        "cancel" => handle_cancel(ctx, args).await,
         "send_message" => handle_send_message(ctx, args),
         "check_inbox" => handle_check_inbox(ctx),
         "task_create" => handle_task_create(ctx, args),
@@ -370,14 +440,28 @@ pub fn run_child_agent(
             }
 
             if tool_results.is_empty() {
-                break;
+                match check_pending_agents_guardrail(&mut child_ctx) {
+                    GuardrailAction::NoAction => break,
+                    GuardrailAction::ForceTerminate(ids) => {
+                        log::warn!(
+                            "Pending-agent guardrail force-cancelled {} agent(s) after max reminders: {:?}",
+                            ids.len(),
+                            ids
+                        );
+                        break;
+                    }
+                    GuardrailAction::Inject(prompt) => {
+                        input = Input::from_str(&child_ctx, &prompt, None)?;
+                        continue;
+                    }
+                }
             }
 
             input = input.merge_tool_results(output, tool_results);
         }
 
         if let Some(supervisor) = child_ctx.supervisor.clone() {
-            supervisor.read().cancel_all();
+            supervisor.read().cancel_recursive();
         }
 
         Ok(accumulated_output)
@@ -642,6 +726,7 @@ async fn handle_spawn(ctx: &mut RequestContext, args: &Value) -> Result<Value> {
     let spawn_agent_id = agent_id.clone();
     let spawn_agent_name = agent_name.clone();
     let spawn_abort = child_abort.clone();
+    let child_supervisor = child_ctx.supervisor.clone();
 
     let join_handle = tokio::spawn(async move {
         let result = run_child_agent(child_ctx, input, spawn_abort).await;
@@ -669,6 +754,7 @@ async fn handle_spawn(ctx: &mut RequestContext, args: &Value) -> Result<Value> {
         inbox: child_inbox,
         abort_signal: child_abort,
         join_handle,
+        child_supervisor,
     };
 
     let supervisor = ctx
@@ -683,7 +769,11 @@ async fn handle_spawn(ctx: &mut RequestContext, args: &Value) -> Result<Value> {
         "status": "ok",
         "id": agent_id,
         "agent": agent_name,
-        "message": format!("Agent '{agent_name}' spawned as '{agent_id}'. Use agent__check or agent__collect to get results."),
+        "message": format!("Agent '{agent_name}' spawned as '{agent_id}' and is running in the background. CRITICAL: \
+                           you MUST reclaim this agent before ending your turn — call `agent__collect` (blocks until \
+                           done, returns output) or `agent__cancel` (if you no longer need it). Ending your turn with \
+                           unreclaimed agents will be rejected and forces you to handle them. Do NOT assume the agent \
+                           will 'report back' on its own."),
     }))
 }
 
@@ -743,7 +833,7 @@ async fn handle_collect(ctx: &mut RequestContext, args: &Value) -> Result<Value>
         .cloned()
         .ok_or_else(|| anyhow!("No supervisor active"))?;
 
-    {
+    let target_abort = {
         let sup = supervisor.read();
         if sup.is_finished(id).is_none() {
             return Ok(json!({
@@ -751,7 +841,8 @@ async fn handle_collect(ctx: &mut RequestContext, args: &Value) -> Result<Value>
                 "message": format!("Agent '{id}' not found. Use agent__check to verify it exists and is finished.")
             }));
         }
-    }
+        sup.abort_signal_for(id)
+    };
 
     loop {
         let is_finished = {
@@ -775,7 +866,27 @@ async fn handle_collect(ctx: &mut RequestContext, args: &Value) -> Result<Value>
             }));
         }
 
-        time::sleep(Duration::from_millis(200)).await;
+        match target_abort.as_ref() {
+            Some(abort) if abort.aborted() => {
+                let deadline = Instant::now() + Duration::from_secs(2);
+                while Instant::now() < deadline {
+                    if supervisor.read().is_finished(id).unwrap_or(false) {
+                        break;
+                    }
+                    time::sleep(Duration::from_millis(50)).await;
+                }
+                break;
+            }
+            Some(abort) => {
+                tokio::select! {
+                    _ = time::sleep(Duration::from_millis(200)) => {}
+                    _ = wait_abort_signal(abort) => {}
+                }
+            }
+            None => {
+                time::sleep(Duration::from_millis(200)).await;
+            }
+        }
     }
 
     let handle = {
@@ -792,6 +903,7 @@ async fn handle_collect(ctx: &mut RequestContext, args: &Value) -> Result<Value>
                 .map_err(|e| anyhow!("Agent failed: {e}"))?;
 
             let output = summarize_output(ctx, &result.agent_name, &result.output).await?;
+            ctx.pending_agents_guardrail_count = 0;
 
             Ok(json!({
                 "status": "completed",
@@ -836,7 +948,7 @@ fn handle_list(ctx: &mut RequestContext) -> Result<Value> {
     }))
 }
 
-fn handle_cancel(ctx: &mut RequestContext, args: &Value) -> Result<Value> {
+async fn handle_cancel(ctx: &mut RequestContext, args: &Value) -> Result<Value> {
     let id = args
         .get("id")
         .and_then(Value::as_str)
@@ -847,14 +959,34 @@ fn handle_cancel(ctx: &mut RequestContext, args: &Value) -> Result<Value> {
         .as_ref()
         .cloned()
         .ok_or_else(|| anyhow!("No supervisor active"))?;
-    let mut sup = supervisor.write();
 
-    match sup.take(id) {
+    let handle = {
+        let mut sup = supervisor.write();
+        sup.take(id)
+    };
+
+    match handle {
         Some(handle) => {
+            let agent_name = handle.agent_name.clone();
+            if let Some(child_sup) = handle.child_supervisor.as_ref() {
+                child_sup.read().cancel_recursive();
+            }
             handle.abort_signal.set_ctrlc();
+
+            let cleanup = tokio::time::timeout(Duration::from_secs(5), handle.join_handle).await;
+
+            ctx.pending_agents_guardrail_count = 0;
+
+            let message = match cleanup {
+                Ok(_) => format!("Cancelled agent '{agent_name}' and waited for cleanup."),
+                Err(_) => format!(
+                    "Cancelled agent '{agent_name}'; cleanup did not complete within 5s. Its descendants have been signalled and will tear down asynchronously."
+                ),
+            };
+
             Ok(json!({
                 "status": "ok",
-                "message": format!("Cancelled agent '{}'", handle.agent_name),
+                "message": message,
             }))
         }
         None => Ok(json!({
@@ -1283,6 +1415,7 @@ mod tests {
             inbox: Arc::new(Inbox::new()),
             abort_signal: create_abort_signal(),
             join_handle,
+            child_supervisor: None,
         };
         ctx.supervisor
             .as_ref()
@@ -1362,6 +1495,7 @@ mod tests {
                 inbox,
                 abort_signal: abort,
                 join_handle,
+                child_supervisor: None,
             };
             ctx.supervisor
                 .as_ref()
@@ -1381,7 +1515,7 @@ mod tests {
     fn handle_cancel_registered_agent() {
         let mut ctx = ctx_with_supervisor(4, 3);
         register_fake_agent(&mut ctx, "a1", "explore");
-        let result = handle_cancel(&mut ctx, &json!({"id": "a1"})).unwrap();
+        let result = run_async(handle_cancel(&mut ctx, &json!({"id": "a1"}))).unwrap();
         assert_eq!(result["status"], "ok");
         assert_eq!(ctx.supervisor.as_ref().unwrap().read().active_count(), 0);
     }
@@ -1389,14 +1523,14 @@ mod tests {
     #[test]
     fn handle_cancel_unknown_agent() {
         let mut ctx = ctx_with_supervisor(4, 3);
-        let result = handle_cancel(&mut ctx, &json!({"id": "missing"})).unwrap();
+        let result = run_async(handle_cancel(&mut ctx, &json!({"id": "missing"}))).unwrap();
         assert_eq!(result["status"], "error");
     }
 
     #[test]
     fn handle_cancel_no_supervisor_errors() {
         let mut ctx = RequestContext::new(default_app_state(), WorkingMode::Cmd);
-        let result = handle_cancel(&mut ctx, &json!({"id": "x"}));
+        let result = run_async(handle_cancel(&mut ctx, &json!({"id": "x"})));
         assert!(result.is_err());
     }
 

src/graph/llm.rs

@@ -7,8 +7,10 @@ use crate::config::{
     Input, RequestContext, Role, RoleLike, SkillPolicy, should_inject_skill_instructions,
 };
 use crate::function::skill::skill_function_declarations;
+use crate::function::supervisor::{GuardrailAction, check_pending_agents_guardrail};
 use crate::utils::create_abort_signal;
 use anyhow::{Context, Error, Result, anyhow, bail};
+use log::warn;
 use serde_json::Value;
 use std::collections::HashSet;
 use std::sync::Arc;
@@ -266,7 +268,28 @@ async fn run_chat_loop(node: &LlmNode, prompt: &str, ctx: &mut RequestContext) -
         }
 
         if tool_results.is_empty() {
-            return Ok(accumulated);
+            match check_pending_agents_guardrail(ctx) {
+                GuardrailAction::NoAction => return Ok(accumulated),
+                GuardrailAction::ForceTerminate(ids) => {
+                    warn!(
+                        "Pending-agent guardrail force-cancelled {} agent(s) after max reminders: {:?}",
+                        ids.len(),
+                        ids
+                    );
+                    return Ok(accumulated);
+                }
+                GuardrailAction::Inject(prompt) => {
+                    if turn + 1 == node.max_iterations {
+                        bail!(
+                            "llm node hit max_iterations ({}) before LLM concluded",
+                            node.max_iterations
+                        );
+                    }
+                    let role = ctx.role.clone();
+                    input = Input::from_str(ctx, &prompt, role)?;
+                    continue;
+                }
+            }
         }
 
         if turn + 1 == node.max_iterations {

src/main.rs

@@ -10,6 +10,7 @@ mod repl;
 mod utils;
 mod mcp;
 mod parsers;
+mod sandbox;
 mod supervisor;
 mod vault;
 
@@ -22,10 +23,11 @@ use crate::client::{
 };
 use crate::config::paths;
 use crate::config::{
-    Agent, AppConfig, AppState, CODE_ROLE, Config, EXPLAIN_SHELL_ROLE, Input, RequestContext,
-    SHELL_ROLE, TEMP_SESSION_NAME, WorkingMode, ensure_parent_exists, install_builtins,
-    list_agents, load_env_file, macro_execute, sync_models,
+    Agent, AppConfig, AppState, CODE_ROLE, Config, EXPLAIN_SHELL_ROLE, Input, MemoryScope,
+    RequestContext, SHELL_ROLE, TEMP_SESSION_NAME, WorkingMode, ensure_parent_exists,
+    install_builtins, list_agents, load_env_file, macro_execute, sync_models,
 };
+use crate::function::supervisor::{GuardrailAction, check_pending_agents_guardrail};
 use crate::render::{prompt_theme, render_error};
 use crate::repl::Repl;
 use crate::utils::*;
@@ -35,14 +37,14 @@ use clap::{CommandFactory, Parser};
 use clap_complete::CompleteEnv;
 use client::ClientConfig;
 use inquire::{Select, Text, set_global_render_config};
-use log::LevelFilter;
+use log::{LevelFilter, warn};
 use log4rs::append::console::ConsoleAppender;
 use log4rs::append::file::FileAppender;
 use log4rs::config::{Appender, Logger, Root};
 use log4rs::encode::pattern::PatternEncoder;
 use oauth::OAuthProvider;
 use std::path::PathBuf;
-use std::{env, process, sync::Arc};
+use std::{env, fs, process, sync::Arc};
 
 #[tokio::main]
 async fn main() -> Result<()> {
@@ -55,6 +57,7 @@ async fn main() -> Result<()> {
         shell.generate_completions(&mut cmd);
         return Ok(());
     }
+
     if cli.tail_logs {
         tail_logs(cli.disable_log_colors).await;
         return Ok(());
@@ -91,6 +94,10 @@ async fn main() -> Result<()> {
             .await?;
     }
 
+    if let Some(name) = &cli.sandbox {
+        return sandbox::launch(name.clone(), cli.fresh, cli.no_mixins);
+    }
+
     install_builtins()?;
 
     if let Some(category) = cli.install {
@@ -130,7 +137,10 @@ async fn main() -> Result<()> {
         )
         .await?,
     );
-    let ctx = RequestContext::bootstrap(app_state, working_mode, info_flag)?;
+    let mut ctx = RequestContext::bootstrap(app_state, working_mode, info_flag)?;
+    let app_config = Arc::clone(&ctx.app.config);
+    ctx.bootstrap_tools(&app_config, start_mcp_servers, abort_signal.clone())
+        .await?;
 
     {
         let app = &*ctx.app.config;
@@ -292,12 +302,40 @@ async fn run(
     if cli.no_stream {
         update_app_config(&mut ctx, |app| app.stream = false);
     }
+    if cli.no_memory {
+        update_app_config(&mut ctx, |app| app.memory = Some(false));
+    }
     if cli.empty_session {
         ctx.empty_session()?;
     }
     if cli.save_session {
         ctx.set_save_session_this_time()?;
     }
+    if let Some(scope) = cli.init_memory {
+        let (path, content) = match scope {
+            MemoryScope::Global => (
+                paths::global_memory_index_path(),
+                "# Global Memory\n\n<!-- Universal facts about you go here. The LLM uses this as always-on context. -->\n<!-- Drill files (when created) are listed below. -->\n",
+            ),
+            MemoryScope::Workspace => (
+                env::current_dir()?.join("COYOTE.md"),
+                "# Workspace Memory\n\n<!-- Facts about this project go here. The LLM uses this as always-on context. -->\n",
+            ),
+        };
+
+        if path.exists() {
+            eprintln!("Memory marker already exists at '{}'.", path.display());
+            return Ok(());
+        }
+
+        if let Some(parent) = path.parent() {
+            fs::create_dir_all(parent)?;
+        }
+
+        fs::write(&path, content)?;
+        println!("✓ Created memory marker at '{}'.", path.display());
+        return Ok(());
+    }
     if cli.info {
         let app: Arc<AppConfig> = Arc::clone(&ctx.app.config);
         let info = ctx.info(app.as_ref())?;
@@ -391,6 +429,21 @@ async fn start_directive(
             abort_signal,
         )
         .await?;
+    } else {
+        match check_pending_agents_guardrail(ctx) {
+            GuardrailAction::Inject(prompt) => {
+                let guardrail_input = Input::from_str(ctx, &prompt, None)?;
+                return start_directive(ctx, guardrail_input, code_mode, abort_signal).await;
+            }
+            GuardrailAction::ForceTerminate(ids) => {
+                warn!(
+                    "Pending-agent guardrail force-cancelled {} agent(s) after max reminders: {:?}",
+                    ids.len(),
+                    ids
+                );
+            }
+            GuardrailAction::NoAction => {}
+        }
     }
 
     ctx.exit_session()?;

src/rag/mod.rs

@@ -16,8 +16,8 @@ use parking_lot::RwLock;
 use serde::{Deserialize, Serialize};
 use serde_json::json;
 use std::{
-    collections::HashMap, env, fmt, fmt::Debug, fs, hash::Hash, path::Path, sync::Arc,
-    time::Duration,
+    cmp::Ordering, collections::HashMap, env, fmt, fmt::Debug, fs, hash::Hash, path::Path,
+    sync::Arc, time::Duration,
 };
 use tokio::time::sleep;
 
@@ -1196,7 +1196,7 @@ fn reciprocal_rank_fusion(
         }
     }
     let mut sorted_items: Vec<(DocumentId, f32)> = map.into_iter().collect();
-    sorted_items.sort_by(|a, b| b.1.partial_cmp(&a.1).unwrap());
+    sorted_items.sort_by(|a, b| b.1.partial_cmp(&a.1).unwrap_or(Ordering::Equal));
 
     sorted_items
         .into_iter()

src/repl/mod.rs

@@ -12,11 +12,14 @@ use crate::config::{
     macro_execute,
 };
 use crate::config::{AssetCategory, paths};
+use crate::function::supervisor::{GuardrailAction, check_pending_agents_guardrail};
 use crate::render::render_error;
 use crate::utils::{
-    AbortSignal, abortable_run_with_spinner, create_abort_signal, dimmed_text, set_text, temp_file,
+    AbortSignal, SHELL, abortable_run_with_spinner, create_abort_signal, dimmed_text, run_command,
+    set_text, temp_file,
 };
 
+use crate::sandbox::SANDBOX_ENV_FLAG;
 use crate::{config, graph, resolve_oauth_client};
 use anyhow::{Context, Result, bail};
 use crossterm::cursor::SetCursorStyle;
@@ -46,10 +49,15 @@ pub const DEFAULT_CONTINUATION_PROMPT: &str = indoc! {"
     4. Continue with the next pending item now. Call tools immediately."
 };
 
-static REPL_COMMANDS: LazyLock<[ReplCommand; 44]> = LazyLock::new(|| {
+static REPL_COMMANDS: LazyLock<[ReplCommand; 49]> = LazyLock::new(|| {
     [
         ReplCommand::new(".help", "Show this help guide", AssertState::pass()),
         ReplCommand::new(".info", "Show system info", AssertState::pass()),
+        ReplCommand::new(
+            ".info tools",
+            "Show the list of enabled tools to be passed to the LLM",
+            AssertState::True(StateFlags::FUNCTION_CALLING),
+        ),
         ReplCommand::new(
             ".authenticate",
             "Authenticate the current model client via OAuth (if configured)",
@@ -160,6 +168,11 @@ static REPL_COMMANDS: LazyLock<[ReplCommand; 44]> = LazyLock::new(|| {
             "Clear the todo list and stop auto-continuation",
             AssertState::pass(),
         ),
+        ReplCommand::new(
+            ".info todo",
+            "Show the current todo list driving auto-continuation",
+            AssertState::True(StateFlags::AUTO_CONTINUE),
+        ),
         ReplCommand::new(
             ".rag",
             "Initialize or access RAG",
@@ -193,13 +206,28 @@ static REPL_COMMANDS: LazyLock<[ReplCommand; 44]> = LazyLock::new(|| {
         ReplCommand::new(".macro", "Execute a macro", AssertState::pass()),
         ReplCommand::new(
             ".skill",
-            "List, load, unload, or create skills",
-            AssertState::pass(),
+            "Create a new skill",
+            AssertState::True(StateFlags::SKILLS_ENABLED),
+        ),
+        ReplCommand::new(
+            ".skill load",
+            "Load a skill into the current context",
+            AssertState::True(StateFlags::SKILLS_ENABLED),
+        ),
+        ReplCommand::new(
+            ".skill loaded",
+            "List currently-loaded skills",
+            AssertState::True(StateFlags::SKILLS_ENABLED),
+        ),
+        ReplCommand::new(
+            ".skill unload",
+            "Unload a skill from the current context",
+            AssertState::True(StateFlags::SKILLS_ENABLED),
         ),
         ReplCommand::new(
             ".edit skill",
             "Modify an existing skill by name",
-            AssertState::pass(),
+            AssertState::True(StateFlags::SKILLS_ENABLED),
         ),
         ReplCommand::new(
             ".file",
@@ -277,7 +305,12 @@ Type ".help" for additional help.
 "#,
                 env!("CARGO_CRATE_NAME"),
                 env!("CARGO_PKG_VERSION"),
-            )
+            );
+            if env::var_os(SANDBOX_ENV_FLAG).is_some() {
+                eprintln!(
+                    "Sandbox mode is enabled. All changes made to the Coyote config will not persist to the host machine."
+                );
+            }
         }
 
         loop {
@@ -306,6 +339,9 @@ Type ".help" for additional help.
                 }
                 Ok(Signal::CtrlC) => {
                     self.abort_signal.set_ctrlc();
+                    if let Some(supervisor) = self.ctx.read().supervisor.clone() {
+                        supervisor.read().cancel_recursive();
+                    }
                     println!("(To exit, press Ctrl+D or enter \".exit\")\n");
                 }
                 Ok(Signal::CtrlD) => {
@@ -315,6 +351,11 @@ Type ".help" for additional help.
                 _ => {}
             }
         }
+
+        if let Some(supervisor) = self.ctx.read().supervisor.clone() {
+            supervisor.read().cancel_recursive();
+        }
+
         self.ctx.write().exit_session()?;
         Ok(())
     }
@@ -435,6 +476,7 @@ pub async fn run_repl_command(
     abort_signal: AbortSignal,
     mut line: &str,
 ) -> Result<bool> {
+    ctx.pending_agents_guardrail_count = 0;
     if let Ok(Some(captures)) = MULTILINE_RE.captures(line)
         && let Some(text_match) = captures.get(1)
     {
@@ -463,6 +505,14 @@ pub async fn run_repl_command(
                     let info = ctx.agent_info()?;
                     print!("{info}");
                 }
+                Some("tools") => {
+                    let info = ctx.tools_info()?;
+                    print!("{info}");
+                }
+                Some("todo") => {
+                    let info = ctx.todo_info()?;
+                    print!("{info}");
+                }
                 Some(_) => unknown_command()?,
                 None => {
                     let app = Arc::clone(&ctx.app.config);
@@ -945,9 +995,13 @@ pub async fn run_repl_command(
             _ => unknown_command()?,
         },
         None => {
-            reset_continuation(ctx);
-            let input = Input::from_str(ctx, line, None)?;
-            ask(ctx, abort_signal.clone(), input, true).await?;
+            if let Some(cmd) = try_extract_shell_command(line) {
+                handle_shell_passthrough(cmd)?;
+            } else {
+                reset_continuation(ctx);
+                let input = Input::from_str(ctx, line, None)?;
+                ask(ctx, abort_signal.clone(), input, true).await?;
+            }
         }
     }
 
@@ -1011,6 +1065,20 @@ async fn ask(
         )
         .await
     } else {
+        match check_pending_agents_guardrail(ctx) {
+            GuardrailAction::Inject(prompt) => {
+                let guardrail_input = Input::from_str(ctx, &prompt, None)?;
+                return ask(ctx, abort_signal, guardrail_input, false).await;
+            }
+            GuardrailAction::ForceTerminate(ids) => {
+                warn!(
+                    "Pending-agent guardrail force-cancelled {} agent(s) after max reminders: {:?}",
+                    ids.len(),
+                    ids
+                );
+            }
+            GuardrailAction::NoAction => {}
+        }
         let do_continue = should_continue(ctx);
 
         if do_continue {
@@ -1149,10 +1217,12 @@ fn dump_repl_help() {
         .join("\n");
     println!(
         r###"{head}
+{:<24} Run an arbitrary shell command (stdout/stderr stream to your terminal; Ctrl+C interrupts)
 
 Type ::: to start multi-line editing, type ::: to finish it.
 Press Ctrl+O to open an editor for editing the input buffer.
 Press Ctrl+C to cancel the response, Ctrl+D to exit the REPL."###,
+        "!<command>",
     );
 }
 
@@ -1168,6 +1238,25 @@ fn parse_command(line: &str) -> Option<(&str, Option<&str>)> {
     }
 }
 
+fn try_extract_shell_command(line: &str) -> Option<&str> {
+    let rest = line.strip_prefix('!')?;
+    Some(rest.trim_start())
+}
+
+fn handle_shell_passthrough(cmd: &str) -> Result<()> {
+    if cmd.is_empty() {
+        eprintln!("Usage: !<command>");
+        return Ok(());
+    }
+
+    let status = run_command(&SHELL.cmd, &[&SHELL.arg, cmd], None)?;
+    if status != 0 {
+        eprintln!("[exit {status}]");
+    }
+
+    Ok(())
+}
+
 fn split_first_arg(args: Option<&str>) -> Option<(&str, Option<&str>)> {
     args.map(|v| match v.split_once(' ') {
         Some((subcmd, args)) => (subcmd, Some(args.trim())),
@@ -1326,8 +1415,8 @@ mod tests {
     }
 
     #[test]
-    fn repl_commands_has_44_entries() {
-        assert_eq!(REPL_COMMANDS.len(), 44);
+    fn repl_commands_has_49_entries() {
+        assert_eq!(REPL_COMMANDS.len(), 49);
     }
 
     #[test]
@@ -1502,6 +1591,57 @@ mod tests {
         assert_eq!(parse_command("."), Some((".", None)));
     }
 
+    #[test]
+    fn try_extract_shell_command_strips_bang() {
+        assert_eq!(try_extract_shell_command("!ls"), Some("ls"));
+        assert_eq!(try_extract_shell_command("!ls -la"), Some("ls -la"));
+    }
+
+    #[test]
+    fn try_extract_shell_command_trims_inner_whitespace() {
+        assert_eq!(try_extract_shell_command("!   echo hi"), Some("echo hi"));
+        assert_eq!(try_extract_shell_command("! ls"), Some("ls"));
+    }
+
+    #[test]
+    fn try_extract_shell_command_only_bang_yields_empty() {
+        assert_eq!(try_extract_shell_command("!"), Some(""));
+        assert_eq!(try_extract_shell_command("!   "), Some(""));
+    }
+
+    #[test]
+    fn try_extract_shell_command_rejects_leading_whitespace() {
+        assert!(try_extract_shell_command(" !ls").is_none());
+        assert!(try_extract_shell_command("\t!ls").is_none());
+    }
+
+    #[test]
+    fn try_extract_shell_command_rejects_inline_bang() {
+        assert!(try_extract_shell_command("echo !foo").is_none());
+        assert!(try_extract_shell_command("hello world").is_none());
+    }
+
+    #[test]
+    fn try_extract_shell_command_strips_one_leading_bang() {
+        assert_eq!(try_extract_shell_command("!!ls"), Some("!ls"));
+    }
+
+    #[test]
+    fn try_extract_shell_command_preserves_pipes_and_redirects() {
+        assert_eq!(
+            try_extract_shell_command("!ls -la | grep yaml"),
+            Some("ls -la | grep yaml")
+        );
+        assert_eq!(
+            try_extract_shell_command("!cat foo.txt > /tmp/out"),
+            Some("cat foo.txt > /tmp/out")
+        );
+        assert_eq!(
+            try_extract_shell_command(r#"!echo "$HOME""#),
+            Some(r#"echo "$HOME""#)
+        );
+    }
+
     #[test]
     fn split_first_arg_none_input() {
         assert!(split_first_arg(None).is_none());

src/sandbox/mixins.rs

@@ -0,0 +1,442 @@
+use std::env;
+use std::fs;
+use std::fs::{read_dir, read_to_string};
+use std::path::{Path, PathBuf};
+
+use anyhow::{Context, Result};
+use serde_yaml::Value;
+use sha2::{Digest, Sha256};
+
+use crate::config::paths;
+
+const SBX_MIXIN_FILE_NAME: &str = "sbx-mixin.yaml";
+const KIT_SPEC_FILE_NAME: &str = "spec.yaml";
+
+#[derive(Debug, Clone)]
+pub struct DiscoveredMixin {
+    pub path: PathBuf,
+    pub label: String,
+    pub install_count: usize,
+    pub domain_count: usize,
+}
+
+impl DiscoveredMixin {
+    pub fn kit_path(&self) -> Result<PathBuf> {
+        if self.path.is_dir() {
+            return Ok(self.path.clone());
+        }
+
+        wrap_mixin_as_kit(&self.path)
+    }
+}
+
+pub fn wrap_mixin_as_kit(mixin_path: &Path) -> Result<PathBuf> {
+    let bytes = fs::read(mixin_path)
+        .with_context(|| format!("Failed to read sbx mixin {}", mixin_path.display()))?;
+    let mut hasher = Sha256::new();
+    hasher.update(&bytes);
+    let hash = format!("{:x}", hasher.finalize());
+
+    let kit_dir = paths::sbx_mixin_kits_dir().join(&hash);
+    let spec_path = kit_dir.join(KIT_SPEC_FILE_NAME);
+
+    if let Ok(existing) = fs::read(&spec_path)
+        && existing == bytes
+    {
+        return Ok(kit_dir);
+    }
+
+    fs::create_dir_all(&kit_dir)
+        .with_context(|| format!("Failed to create mixin kit dir {}", kit_dir.display()))?;
+    fs::write(&spec_path, &bytes)
+        .with_context(|| format!("Failed to write {}", spec_path.display()))?;
+
+    debug!(
+        "Wrapped mixin {} as kit at {}",
+        mixin_path.display(),
+        kit_dir.display()
+    );
+
+    Ok(kit_dir)
+}
+
+pub fn discover() -> Result<Vec<DiscoveredMixin>> {
+    let mut out = Vec::new();
+
+    push_if_exists(&mut out, paths::sbx_mixin_file())?;
+    push_if_exists(&mut out, paths::global_tools_sbx_mixin_file())?;
+
+    for path in collect_subdir_mixins(&paths::functions_dir()) {
+        out.push(read_mixin(path)?);
+    }
+    for path in collect_subdir_mixins(&paths::agents_data_dir()) {
+        out.push(read_mixin(path)?);
+    }
+
+    if let Ok(cwd) = env::current_dir()
+        && let Some(path) = paths::find_workspace_sbx_mixin(&cwd)
+    {
+        out.push(read_mixin(path)?);
+    }
+
+    Ok(out)
+}
+
+pub fn summarize(path: &Path) -> Result<(usize, usize)> {
+    let content = read_to_string(path)
+        .with_context(|| format!("Failed to read sbx mixin {}", path.display()))?;
+    let value: Value = serde_yaml::from_str(&content)
+        .with_context(|| format!("Failed to parse sbx mixin {}", path.display()))?;
+
+    let installs = value
+        .get("commands")
+        .and_then(|c| c.get("install"))
+        .and_then(|i| i.as_sequence())
+        .map(|s| s.len())
+        .unwrap_or(0);
+
+    let domains = value
+        .get("network")
+        .and_then(|n| n.get("allowedDomains"))
+        .and_then(|d| d.as_sequence())
+        .map(|s| s.len())
+        .unwrap_or(0);
+
+    Ok((installs, domains))
+}
+
+pub fn log_discovery(mixins: &[DiscoveredMixin], disabled: bool) {
+    if disabled {
+        info!("Mixin discovery disabled via --no-mixins.");
+        return;
+    }
+
+    if mixins.is_empty() {
+        info!("No sbx mixins discovered.");
+        return;
+    }
+
+    let header = format!("Applying {} sbx mixin(s):", mixins.len());
+    info!("{header}");
+    println!("{header}");
+
+    for m in mixins {
+        let line = format!(
+            "  {}  (adds: {} install{}, {} domain{})",
+            m.label,
+            m.install_count,
+            if m.install_count == 1 { "" } else { "s" },
+            m.domain_count,
+            if m.domain_count == 1 { "" } else { "s" },
+        );
+        info!("{line}");
+        println!("{line}");
+    }
+}
+
+fn push_if_exists(out: &mut Vec<DiscoveredMixin>, path: PathBuf) -> Result<()> {
+    if path.exists() {
+        out.push(read_mixin(path)?);
+    }
+    Ok(())
+}
+
+fn read_mixin(path: PathBuf) -> Result<DiscoveredMixin> {
+    let label = path.display().to_string();
+    let (install_count, domain_count) = summarize(&path)?;
+
+    Ok(DiscoveredMixin {
+        path,
+        label,
+        install_count,
+        domain_count,
+    })
+}
+
+fn collect_subdir_mixins(dir: &Path) -> Vec<PathBuf> {
+    let mut result = Vec::new();
+    let Ok(rd) = read_dir(dir) else { return result };
+
+    let mut entries: Vec<_> = rd
+        .flatten()
+        .filter(|e| e.file_type().map(|t| t.is_dir()).unwrap_or(false))
+        .collect();
+    entries.sort_by_key(|e| e.file_name());
+
+    for entry in entries {
+        let candidate = entry.path().join(SBX_MIXIN_FILE_NAME);
+        if candidate.exists() {
+            result.push(candidate);
+        }
+    }
+
+    result
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+    use std::fs;
+    use std::time;
+
+    fn unique_root(prefix: &str) -> PathBuf {
+        let nanos = time::SystemTime::now()
+            .duration_since(time::UNIX_EPOCH)
+            .unwrap()
+            .as_nanos();
+        let root = env::temp_dir().join(format!("coyote-{prefix}-{nanos}"));
+        fs::create_dir_all(&root).unwrap();
+        root
+    }
+
+    #[test]
+    fn summarize_counts_installs_and_domains() {
+        let root = unique_root("sbx-mixin-counts");
+        let path = root.join("sbx-mixin.yaml");
+        fs::write(
+            &path,
+            r#"
+schemaVersion: "1"
+kind: mixin
+commands:
+  install:
+    - command: "echo hi"
+    - command: "echo bye"
+network:
+  allowedDomains:
+    - "a.example.com:443"
+    - "b.example.com:443"
+    - "c.example.com:443"
+"#,
+        )
+        .unwrap();
+
+        assert_eq!(summarize(&path).unwrap(), (2, 3));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn summarize_treats_missing_blocks_as_zero() {
+        let root = unique_root("sbx-mixin-empty");
+        let path = root.join("sbx-mixin.yaml");
+        fs::write(&path, "schemaVersion: \"1\"\nkind: mixin\n").unwrap();
+
+        assert_eq!(summarize(&path).unwrap(), (0, 0));
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn summarize_returns_err_on_malformed_yaml() {
+        let root = unique_root("sbx-mixin-bad");
+        let path = root.join("sbx-mixin.yaml");
+        fs::write(&path, "this: is: not: yaml: ::").unwrap();
+
+        let err = summarize(&path).unwrap_err();
+        let msg = format!("{err:#}");
+        assert!(
+            msg.contains(&path.display().to_string()),
+            "expected error to mention path; got: {msg}"
+        );
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn collect_subdir_mixins_sorts_and_skips_missing() {
+        let root = unique_root("sbx-mixin-subdirs");
+        for name in ["zebra", "apple", "no-mixin", "mango"] {
+            let dir = root.join(name);
+            fs::create_dir_all(&dir).unwrap();
+            if name != "no-mixin" {
+                fs::write(dir.join("sbx-mixin.yaml"), "kind: mixin\n").unwrap();
+            }
+        }
+
+        let found = collect_subdir_mixins(&root);
+        let names: Vec<String> = found
+            .iter()
+            .map(|p| {
+                p.parent()
+                    .unwrap()
+                    .file_name()
+                    .unwrap()
+                    .to_string_lossy()
+                    .to_string()
+            })
+            .collect();
+        assert_eq!(names, vec!["apple", "mango", "zebra"]);
+
+        let _ = fs::remove_dir_all(&root);
+    }
+
+    #[test]
+    fn collect_subdir_mixins_returns_empty_for_missing_dir() {
+        let absent = env::temp_dir().join("coyote-definitely-not-here-xyz");
+        let found = collect_subdir_mixins(&absent);
+        assert!(found.is_empty());
+    }
+
+    mod wrap_as_kit {
+        use super::*;
+        use serial_test::serial;
+        use std::ffi::OsString;
+
+        struct TestCacheDirGuard {
+            key: String,
+            previous: Option<OsString>,
+            path: PathBuf,
+        }
+
+        impl TestCacheDirGuard {
+            fn new() -> Self {
+                let key = crate::utils::get_env_name("cache_dir");
+                let previous = env::var_os(&key);
+                let nanos = time::SystemTime::now()
+                    .duration_since(time::UNIX_EPOCH)
+                    .unwrap()
+                    .as_nanos();
+                let path = env::temp_dir().join(format!("coyote-mixin-wrap-cache-{nanos}"));
+                fs::create_dir_all(&path).unwrap();
+                unsafe {
+                    env::set_var(&key, &path);
+                }
+                Self {
+                    key,
+                    previous,
+                    path,
+                }
+            }
+        }
+
+        impl Drop for TestCacheDirGuard {
+            fn drop(&mut self) {
+                unsafe {
+                    match &self.previous {
+                        Some(v) => env::set_var(&self.key, v),
+                        None => env::remove_var(&self.key),
+                    }
+                }
+                let _ = fs::remove_dir_all(&self.path);
+            }
+        }
+
+        fn write_mixin(name: &str, content: &str) -> PathBuf {
+            let root = unique_root(&format!("wrap-src-{name}"));
+            let path = root.join("sbx-mixin.yaml");
+            fs::write(&path, content).unwrap();
+            path
+        }
+
+        #[test]
+        #[serial]
+        fn wrap_mixin_as_kit_creates_spec_yaml_with_original_content() {
+            let _guard = TestCacheDirGuard::new();
+            let content = "schemaVersion: \"1\"\nkind: mixin\nname: probe\n";
+            let mixin = write_mixin("content", content);
+
+            let kit_dir = wrap_mixin_as_kit(&mixin).unwrap();
+            let spec = kit_dir.join("spec.yaml");
+
+            assert!(spec.exists(), "spec.yaml must exist in wrapped kit dir");
+            assert_eq!(fs::read_to_string(&spec).unwrap(), content);
+        }
+
+        #[test]
+        #[serial]
+        fn wrap_mixin_as_kit_is_deterministic_for_identical_content() {
+            let _guard = TestCacheDirGuard::new();
+            let content = "schemaVersion: \"1\"\nkind: mixin\nname: probe\n";
+            let mixin_one = write_mixin("dedup-1", content);
+            let mixin_two = write_mixin("dedup-2", content);
+
+            let kit_a = wrap_mixin_as_kit(&mixin_one).unwrap();
+            let kit_b = wrap_mixin_as_kit(&mixin_two).unwrap();
+
+            assert_eq!(
+                kit_a, kit_b,
+                "same content should share the same content-addressed kit dir"
+            );
+        }
+
+        #[test]
+        #[serial]
+        fn wrap_mixin_as_kit_different_content_yields_different_dirs() {
+            let _guard = TestCacheDirGuard::new();
+            let mixin_a = write_mixin("diff-a", "kind: mixin\nname: a\n");
+            let mixin_b = write_mixin("diff-b", "kind: mixin\nname: b\n");
+
+            let kit_a = wrap_mixin_as_kit(&mixin_a).unwrap();
+            let kit_b = wrap_mixin_as_kit(&mixin_b).unwrap();
+
+            assert_ne!(
+                kit_a, kit_b,
+                "different content must hash to different kit dirs"
+            );
+        }
+
+        #[test]
+        #[serial]
+        fn wrap_mixin_as_kit_is_idempotent_on_cache_hit() {
+            let _guard = TestCacheDirGuard::new();
+            let mixin = write_mixin("idempotent", "kind: mixin\nname: probe\n");
+
+            let kit_first = wrap_mixin_as_kit(&mixin).unwrap();
+            let spec = kit_first.join("spec.yaml");
+            let mtime_first = fs::metadata(&spec).unwrap().modified().unwrap();
+
+            std::thread::sleep(std::time::Duration::from_millis(10));
+
+            let kit_second = wrap_mixin_as_kit(&mixin).unwrap();
+            let mtime_second = fs::metadata(kit_second.join("spec.yaml"))
+                .unwrap()
+                .modified()
+                .unwrap();
+
+            assert_eq!(kit_first, kit_second);
+            assert_eq!(
+                mtime_first, mtime_second,
+                "cache hit must not rewrite spec.yaml"
+            );
+        }
+
+        #[test]
+        #[serial]
+        fn kit_path_passes_through_existing_directory() {
+            let _guard = TestCacheDirGuard::new();
+            let dir = unique_root("kit-path-dir-passthrough");
+
+            let m = DiscoveredMixin {
+                path: dir.clone(),
+                label: "vault".into(),
+                install_count: 1,
+                domain_count: 1,
+            };
+
+            assert_eq!(m.kit_path().unwrap(), dir);
+        }
+
+        #[test]
+        #[serial]
+        fn kit_path_wraps_file_into_kit_dir() {
+            let _guard = TestCacheDirGuard::new();
+            let mixin = write_mixin("kit-path-wrap", "kind: mixin\nname: probe\n");
+
+            let m = DiscoveredMixin {
+                path: mixin.clone(),
+                label: mixin.display().to_string(),
+                install_count: 0,
+                domain_count: 0,
+            };
+
+            let wrapped = m.kit_path().unwrap();
+            assert!(wrapped.is_dir(), "kit_path of a file should be a directory");
+            assert!(wrapped.join("spec.yaml").exists());
+            assert_ne!(
+                wrapped, mixin,
+                "kit_path should not return the original file path"
+            );
+        }
+    }
+}

src/sandbox/mod.rs

@@ -0,0 +1,933 @@
+use anyhow::{Context, Result, anyhow, bail};
+use rust_embed::RustEmbed;
+use sha2::{Digest, Sha256};
+use std::env;
+use std::fs;
+use std::path::{Path, PathBuf};
+use std::process::{Command, Stdio};
+use which::which;
+
+mod mixins;
+
+use gman::providers::SupportedProvider;
+
+use crate::config::paths;
+use crate::sandbox::mixins::DiscoveredMixin;
+use crate::utils::run_command_with_output;
+use crate::vault::Vault;
+
+const SBX_BINARY: &str = "sbx";
+pub(crate) const SANDBOX_ENV_FLAG: &str = "IS_SANDBOX";
+const SANDBOX_AGENT: &str = "coyote";
+
+#[derive(RustEmbed)]
+#[folder = "assets/sbx-kit/"]
+struct EmbeddedKit;
+
+#[derive(RustEmbed)]
+#[folder = "assets/sbx-vault-mixins/"]
+struct EmbeddedVaultMixins;
+
+pub fn launch(name: Option<String>, fresh: bool, no_mixins: bool) -> Result<()> {
+    ensure_sbx_installed()?;
+    bail_if_nested()?;
+
+    let name = resolve_name(name)?;
+    let kit_path = resolve_kit_path()?;
+
+    let discovered = if no_mixins {
+        Vec::new()
+    } else {
+        let mut all = mixins::discover()?;
+        if let Ok(vault) = Vault::init_bare()
+            && let Some(vault_mixin) = extract_vault_mixin(&vault.provider)?
+        {
+            all.insert(0, vault_mixin);
+        }
+        all
+    };
+
+    if sandbox_exists(&name)? {
+        info!("Re-attaching to existing sandbox '{name}'");
+        if fresh {
+            debug!("--fresh ignored: re-attaching to existing sandbox '{name}'");
+        }
+        if no_mixins {
+            debug!("--no-mixins ignored: re-attaching to existing sandbox '{name}'");
+        }
+    } else {
+        mixins::log_discovery(&discovered, no_mixins);
+
+        if fresh {
+            let msg = format!("Creating fresh sandbox '{name}' (no host config will be copied)");
+            info!("{msg}");
+            println!("{msg}");
+            create_sandbox(&name, &kit_path, &discovered)?;
+        } else {
+            create_sandbox(&name, &kit_path, &discovered)?;
+            copy_host_files(&name)?;
+        }
+    }
+
+    exec_run(&name, &kit_path)
+}
+
+fn ensure_sbx_installed() -> Result<()> {
+    which(SBX_BINARY).map_err(|_| {
+        anyhow!(
+            "`sbx` binary not found in PATH.\n\n\
+             Install Docker Sandboxes:\n  https://docs.docker.com/ai/sandboxes/get-started/"
+        )
+    })?;
+
+    Ok(())
+}
+
+fn bail_if_nested() -> Result<()> {
+    if env::var_os(SANDBOX_ENV_FLAG).is_some() {
+        bail!("Refusing to nest sandboxes: ${SANDBOX_ENV_FLAG} is set, already inside one");
+    }
+
+    Ok(())
+}
+
+fn resolve_name(name: Option<String>) -> Result<String> {
+    if let Some(n) = name {
+        let trimmed = n.trim();
+        if !trimmed.is_empty() {
+            let sanitized = sanitize_name(trimmed);
+            if sanitized.is_empty() {
+                bail!("Sandbox name '{trimmed}' sanitizes to an empty string");
+            }
+
+            return Ok(sanitized);
+        }
+    }
+
+    let cwd = env::current_dir().context("Failed to determine current directory")?;
+    let basename = cwd
+        .file_name()
+        .and_then(|s| s.to_str())
+        .ok_or_else(|| anyhow!("Could not derive sandbox name from current directory"))?;
+    let sanitized = sanitize_name(basename);
+    if sanitized.is_empty() {
+        bail!("Could not derive a valid sandbox name from '{basename}'; pass --sandbox <NAME>");
+    }
+
+    Ok(sanitized)
+}
+
+fn sanitize_name(input: &str) -> String {
+    let mut out = String::with_capacity(input.len());
+    let mut last_was_dash = false;
+    for ch in input.chars() {
+        let lower = ch.to_ascii_lowercase();
+        if lower.is_ascii_alphanumeric() {
+            out.push(lower);
+            last_was_dash = false;
+        } else if !last_was_dash {
+            out.push('-');
+            last_was_dash = true;
+        }
+    }
+
+    out.trim_matches('-').to_string()
+}
+
+fn resolve_kit_path() -> Result<PathBuf> {
+    if let Some(path) = paths::sandbox_kit_override() {
+        if !path.exists() {
+            bail!(
+                "$COYOTE_SANDBOX_KIT is set but path does not exist: {}",
+                path.display()
+            );
+        }
+
+        debug!(
+            "Using kit override from $COYOTE_SANDBOX_KIT: {}",
+            path.display()
+        );
+
+        return Ok(path);
+    }
+
+    extract_embedded_kit()
+}
+
+fn extract_embedded_kit() -> Result<PathBuf> {
+    let cache_root = paths::sbx_kit_dir();
+    let new_hash = compute_kit_hash()?;
+    let hash_file = paths::sbx_kit_hash_file();
+    if let Ok(existing) = fs::read_to_string(&hash_file)
+        && existing == new_hash
+    {
+        return Ok(cache_root);
+    }
+
+    if cache_root.exists() {
+        fs::remove_dir_all(&cache_root)
+            .with_context(|| format!("Failed to clear stale kit at {}", cache_root.display()))?;
+    }
+    fs::create_dir_all(&cache_root)
+        .with_context(|| format!("Failed to create {}", cache_root.display()))?;
+
+    for entry in EmbeddedKit::iter() {
+        let file = EmbeddedKit::get(&entry)
+            .ok_or_else(|| anyhow!("Embedded kit file missing during extraction: {entry}"))?;
+        let dest = cache_root.join(entry.as_ref());
+        if let Some(parent) = dest.parent() {
+            fs::create_dir_all(parent)
+                .with_context(|| format!("Failed to create {}", parent.display()))?;
+        }
+
+        fs::write(&dest, &file.data)
+            .with_context(|| format!("Failed to write {}", dest.display()))?;
+    }
+
+    fs::write(&hash_file, &new_hash)
+        .with_context(|| format!("Failed to write {}", hash_file.display()))?;
+    debug!("Extracted embedded sbx-kit to {}", cache_root.display());
+
+    Ok(cache_root)
+}
+
+fn compute_kit_hash() -> Result<String> {
+    let mut hasher = Sha256::new();
+    let mut entries: Vec<_> = EmbeddedKit::iter().collect();
+    entries.sort();
+
+    for entry in &entries {
+        let file = EmbeddedKit::get(entry)
+            .ok_or_else(|| anyhow!("Embedded kit file missing during hash: {entry}"))?;
+        hasher.update(entry.as_bytes());
+        hasher.update(b"\0");
+        hasher.update(&file.data);
+    }
+
+    Ok(format!("{:x}", hasher.finalize()))
+}
+
+fn extract_vault_mixin(provider: &SupportedProvider) -> Result<Option<DiscoveredMixin>> {
+    let provider_dir = match provider {
+        SupportedProvider::Local { .. } => return Ok(None),
+        SupportedProvider::AwsSecretsManager { .. } => "aws_secrets_manager",
+        SupportedProvider::GcpSecretManager { .. } => "gcp_secret_manager",
+        SupportedProvider::AzureKeyVault { .. } => "azure_key_vault",
+        SupportedProvider::Gopass { .. } => "gopass",
+        SupportedProvider::OnePassword { .. } => "one_password",
+    };
+
+    let cache_root = extract_vault_mixins_cache()?;
+    let provider_root = cache_root.join(provider_dir);
+    let spec_path = provider_root.join("spec.yaml");
+
+    if !spec_path.exists() {
+        bail!(
+            "Embedded vault mixin for '{provider_dir}' is missing spec.yaml at {}",
+            spec_path.display()
+        );
+    }
+
+    let label = format!("<built-in: vault-{provider_dir}>");
+    let (install_count, domain_count) = mixins::summarize(&spec_path)?;
+
+    Ok(Some(DiscoveredMixin {
+        path: provider_root,
+        label,
+        install_count,
+        domain_count,
+    }))
+}
+
+fn extract_vault_mixins_cache() -> Result<PathBuf> {
+    let cache_root = paths::sbx_vault_mixins_dir();
+    let new_hash = compute_vault_mixins_hash()?;
+    let hash_file = paths::sbx_vault_mixins_hash_file();
+    if let Ok(existing) = fs::read_to_string(&hash_file)
+        && existing == new_hash
+    {
+        return Ok(cache_root);
+    }
+
+    if cache_root.exists() {
+        fs::remove_dir_all(&cache_root).with_context(|| {
+            format!(
+                "Failed to clear stale vault mixins at {}",
+                cache_root.display()
+            )
+        })?;
+    }
+    fs::create_dir_all(&cache_root)
+        .with_context(|| format!("Failed to create {}", cache_root.display()))?;
+
+    for entry in EmbeddedVaultMixins::iter() {
+        let file = EmbeddedVaultMixins::get(&entry).ok_or_else(|| {
+            anyhow!("Embedded vault mixin file missing during extraction: {entry}")
+        })?;
+        let dest = cache_root.join(entry.as_ref());
+        if let Some(parent) = dest.parent() {
+            fs::create_dir_all(parent)
+                .with_context(|| format!("Failed to create {}", parent.display()))?;
+        }
+
+        fs::write(&dest, &file.data)
+            .with_context(|| format!("Failed to write {}", dest.display()))?;
+    }
+
+    fs::write(&hash_file, &new_hash)
+        .with_context(|| format!("Failed to write {}", hash_file.display()))?;
+    debug!(
+        "Extracted embedded sbx-vault-mixins to {}",
+        cache_root.display()
+    );
+
+    Ok(cache_root)
+}
+
+fn compute_vault_mixins_hash() -> Result<String> {
+    let mut hasher = Sha256::new();
+    let mut entries: Vec<_> = EmbeddedVaultMixins::iter().collect();
+    entries.sort();
+
+    for entry in &entries {
+        let file = EmbeddedVaultMixins::get(entry)
+            .ok_or_else(|| anyhow!("Embedded vault mixin file missing during hash: {entry}"))?;
+        hasher.update(entry.as_bytes());
+        hasher.update(b"\0");
+        hasher.update(&file.data);
+    }
+
+    Ok(format!("{:x}", hasher.finalize()))
+}
+
+fn sandbox_exists(name: &str) -> Result<bool> {
+    let (success, stdout, stderr) =
+        run_command_with_output(SBX_BINARY, &["ls"], None).context("Failed to run `sbx ls`")?;
+    if !success {
+        bail!("`sbx ls` failed: {stderr}");
+    }
+
+    Ok(stdout
+        .lines()
+        .skip(1)
+        .any(|line| line.split_whitespace().next() == Some(name)))
+}
+
+fn create_sandbox(name: &str, kit_path: &Path, mixins: &[DiscoveredMixin]) -> Result<()> {
+    info!("Creating sandbox '{name}'");
+    let args = build_create_args(name, kit_path, mixins)?;
+    let status = Command::new(SBX_BINARY)
+        .args(&args)
+        .stdin(Stdio::inherit())
+        .stdout(Stdio::inherit())
+        .stderr(Stdio::inherit())
+        .status()
+        .context("Failed to spawn `sbx create`")?;
+
+    if !status.success() {
+        bail!("`sbx create` exited with {status}");
+    }
+
+    Ok(())
+}
+
+fn build_create_args(
+    name: &str,
+    kit_path: &Path,
+    mixins: &[DiscoveredMixin],
+) -> Result<Vec<String>> {
+    let kit_str = kit_path
+        .to_str()
+        .ok_or_else(|| anyhow!("Kit path is not valid UTF-8: {}", kit_path.display()))?;
+
+    let mut args = vec![
+        "create".to_string(),
+        "--kit".to_string(),
+        kit_str.to_string(),
+    ];
+
+    for mixin in mixins {
+        let mixin_kit = mixin.kit_path()?;
+        let mixin_str = mixin_kit
+            .to_str()
+            .ok_or_else(|| anyhow!("Mixin kit path is not valid UTF-8: {}", mixin_kit.display()))?
+            .to_string();
+        args.push("--kit".to_string());
+        args.push(mixin_str);
+    }
+
+    args.push(SANDBOX_AGENT.to_string());
+    args.push("--name".to_string());
+    args.push(name.to_string());
+    args.push(".".to_string());
+
+    Ok(args)
+}
+
+fn copy_host_files(name: &str) -> Result<()> {
+    let config_dir = paths::config_dir();
+    let home_dir = dirs::home_dir().context("Could not determine home directory")?;
+
+    if config_dir.exists() {
+        ensure_sandbox_dir(name, "/home/agent/.config")?;
+        let src = format!("{}/", config_dir.display());
+        let dest = format!("{name}:/home/agent/.config/");
+        sbx_cp(&src, &dest)?;
+    } else {
+        debug!(
+            "Skipping config copy: {} does not exist",
+            config_dir.display()
+        );
+    }
+
+    match resolve_vault_password_file() {
+        Some(password_file) if password_file.exists() => {
+            let dest_path = host_to_sandbox_path(&password_file, &home_dir, cfg!(windows))?;
+            if let Some(parent) = sandbox_path_parent(&dest_path)
+                && !parent.is_empty()
+            {
+                ensure_sandbox_dir(name, parent)?;
+            }
+            let dest = format!("{name}:{dest_path}");
+            sbx_cp(&password_file.display().to_string(), &dest)?;
+        }
+        Some(password_file) => {
+            debug!(
+                "Skipping vault password copy: {} does not exist",
+                password_file.display()
+            );
+        }
+        None => {
+            debug!("Skipping vault password copy: no local vault provider configured");
+        }
+    }
+
+    Ok(())
+}
+
+fn host_to_sandbox_path(
+    host_path: &Path,
+    home_dir: &Path,
+    is_windows_host: bool,
+) -> Result<String> {
+    let host_str = host_path.to_str().context("Host path is not valid UTF-8")?;
+    let home_str = home_dir
+        .to_str()
+        .context("Home directory is not valid UTF-8")?;
+
+    if let Some(rel) = strip_host_home(host_str, home_str) {
+        let unixified = rel.replace('\\', "/");
+        return Ok(format!("/home/agent/{unixified}"));
+    }
+
+    if is_windows_host {
+        bail!(
+            "Path '{host_str}' is outside your Windows user profile ({home_str}). \
+             Sandbox mode cannot copy files from outside %USERPROFILE% into a Linux \
+             sandbox. Move the file under your user profile and update your config \
+             accordingly."
+        );
+    }
+
+    Ok(host_str.to_string())
+}
+
+fn strip_host_home(path: &str, home: &str) -> Option<String> {
+    let path_norm: String = path
+        .chars()
+        .map(|c| if c == '\\' { '/' } else { c })
+        .collect();
+    let home_norm: String = home
+        .chars()
+        .map(|c| if c == '\\' { '/' } else { c })
+        .collect();
+    let home_norm = home_norm.trim_end_matches('/');
+
+    if home_norm.is_empty() || path_norm.len() <= home_norm.len() {
+        return None;
+    }
+
+    let (head, tail) = path_norm.split_at(home_norm.len());
+    if head != home_norm || !tail.starts_with('/') {
+        return None;
+    }
+
+    Some(tail[1..].to_string())
+}
+
+fn sandbox_path_parent(linux_path: &str) -> Option<&str> {
+    linux_path.rsplit_once('/').map(|(parent, _)| parent)
+}
+
+fn ensure_sandbox_dir(sandbox: &str, dir: &str) -> Result<()> {
+    let dir_q = shell_words::quote(dir);
+    let cmd = format!("sudo mkdir -p {dir_q} && sudo chown agent:agent {dir_q}");
+
+    debug!("sbx exec {sandbox}: {cmd}");
+
+    let status = Command::new(SBX_BINARY)
+        .args(["exec", sandbox, "sh", "-c", &cmd])
+        .stdin(Stdio::inherit())
+        .stdout(Stdio::inherit())
+        .stderr(Stdio::inherit())
+        .status()
+        .context("Failed to spawn `sbx exec` to prepare destination directory")?;
+
+    if !status.success() {
+        bail!("Preparing sandbox directory '{dir}' failed: sbx exec exited with {status}");
+    }
+
+    Ok(())
+}
+
+fn resolve_vault_password_file() -> Option<PathBuf> {
+    Vault::init_bare().ok()?.local_password_file().ok()
+}
+
+fn sbx_cp(src: &str, dest: &str) -> Result<()> {
+    debug!("sbx cp {src} {dest}");
+    let status = Command::new(SBX_BINARY)
+        .args(["cp", src, dest])
+        .stdin(Stdio::inherit())
+        .stdout(Stdio::inherit())
+        .stderr(Stdio::inherit())
+        .status()
+        .context("Failed to spawn `sbx cp`")?;
+
+    if !status.success() {
+        bail!("`sbx cp {src} {dest}` exited with {status}");
+    }
+
+    Ok(())
+}
+
+fn exec_run(name: &str, kit_path: &Path) -> Result<()> {
+    let kit_str = kit_path
+        .to_str()
+        .ok_or_else(|| anyhow!("Kit path is not valid UTF-8: {}", kit_path.display()))?;
+    let status = Command::new(SBX_BINARY)
+        .args(["run", name, "--kit", kit_str])
+        .stdin(Stdio::inherit())
+        .stdout(Stdio::inherit())
+        .stderr(Stdio::inherit())
+        .status()
+        .context("Failed to spawn `sbx run`")?;
+
+    if !status.success() {
+        bail!("`sbx run` exited with {status}");
+    }
+
+    Ok(())
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    #[test]
+    fn sanitize_name_lowercases() {
+        assert_eq!(sanitize_name("Foo"), "foo");
+    }
+
+    #[test]
+    fn sanitize_name_replaces_non_alphanumeric() {
+        assert_eq!(sanitize_name("hello world!"), "hello-world");
+    }
+
+    #[test]
+    fn sanitize_name_collapses_dash_runs() {
+        assert_eq!(sanitize_name("a___b"), "a-b");
+    }
+
+    #[test]
+    fn sanitize_name_trims_dashes() {
+        assert_eq!(sanitize_name("---hi---"), "hi");
+    }
+
+    #[test]
+    fn sanitize_name_handles_mixed_input() {
+        assert_eq!(sanitize_name("My Project (v2)"), "my-project-v2");
+    }
+
+    #[test]
+    fn sanitize_name_all_invalid_yields_empty() {
+        assert_eq!(sanitize_name("///"), "");
+    }
+
+    #[test]
+    fn resolve_name_uses_explicit_arg() {
+        let n = resolve_name(Some("explicit-name".to_string())).unwrap();
+        assert_eq!(n, "explicit-name");
+    }
+
+    #[test]
+    fn resolve_name_sanitizes_explicit_arg() {
+        let n = resolve_name(Some("My Sandbox!".to_string())).unwrap();
+        assert_eq!(n, "my-sandbox");
+    }
+
+    #[test]
+    fn resolve_name_rejects_empty_after_sanitize() {
+        let err = resolve_name(Some("///".to_string()));
+        assert!(err.is_err());
+    }
+
+    #[test]
+    fn resolve_name_falls_back_to_cwd_when_none() {
+        let n = resolve_name(None).unwrap();
+        assert!(!n.is_empty());
+        assert!(n.chars().all(|c| c.is_ascii_alphanumeric() || c == '-'));
+    }
+
+    #[test]
+    fn compute_kit_hash_is_deterministic() {
+        let h1 = compute_kit_hash().unwrap();
+        let h2 = compute_kit_hash().unwrap();
+
+        assert_eq!(h1, h2);
+        assert_eq!(h1.len(), 64);
+    }
+
+    #[test]
+    fn build_create_args_emits_base_kit_before_mixins() {
+        let kit = PathBuf::from("/cache/sbx-kit");
+        let unique = std::time::SystemTime::now()
+            .duration_since(std::time::UNIX_EPOCH)
+            .unwrap()
+            .as_nanos();
+        let dir_a = env::temp_dir().join(format!("coyote-mixin-a-{unique}"));
+        let dir_b = env::temp_dir().join(format!("coyote-mixin-b-{unique}"));
+        fs::create_dir_all(&dir_a).unwrap();
+        fs::create_dir_all(&dir_b).unwrap();
+
+        let mixins = vec![
+            DiscoveredMixin {
+                path: dir_a.clone(),
+                label: "user".into(),
+                install_count: 0,
+                domain_count: 0,
+            },
+            DiscoveredMixin {
+                path: dir_b.clone(),
+                label: "sql".into(),
+                install_count: 0,
+                domain_count: 0,
+            },
+        ];
+
+        let args = build_create_args("my-box", &kit, &mixins).unwrap();
+
+        assert_eq!(
+            args,
+            vec![
+                "create".to_string(),
+                "--kit".to_string(),
+                "/cache/sbx-kit".to_string(),
+                "--kit".to_string(),
+                dir_a.display().to_string(),
+                "--kit".to_string(),
+                dir_b.display().to_string(),
+                "coyote".to_string(),
+                "--name".to_string(),
+                "my-box".to_string(),
+                ".".to_string(),
+            ]
+        );
+
+        let _ = fs::remove_dir_all(&dir_a);
+        let _ = fs::remove_dir_all(&dir_b);
+    }
+
+    #[test]
+    fn build_create_args_with_no_mixins_omits_mixin_kits() {
+        let kit = PathBuf::from("/cache/sbx-kit");
+        let args = build_create_args("box", &kit, &[]).unwrap();
+        assert_eq!(
+            args,
+            vec![
+                "create".to_string(),
+                "--kit".to_string(),
+                "/cache/sbx-kit".to_string(),
+                "coyote".to_string(),
+                "--name".to_string(),
+                "box".to_string(),
+                ".".to_string(),
+            ]
+        );
+    }
+
+    mod vault_mixins {
+        use super::*;
+        use crate::utils::get_env_name;
+        use gman::providers::aws_secrets_manager::AwsSecretsManagerProvider;
+        use gman::providers::azure_key_vault::AzureKeyVaultProvider;
+        use gman::providers::gcp_secret_manager::GcpSecretManagerProvider;
+        use gman::providers::gopass::GopassProvider;
+        use gman::providers::local::LocalProvider;
+        use gman::providers::one_password::OnePasswordProvider;
+        use serial_test::serial;
+        use std::time::{SystemTime, UNIX_EPOCH};
+
+        struct TestCacheDirGuard {
+            key: String,
+            previous: Option<std::ffi::OsString>,
+            path: PathBuf,
+        }
+
+        impl TestCacheDirGuard {
+            fn new() -> Self {
+                let key = get_env_name("cache_dir");
+                let previous = env::var_os(&key);
+                let unique = SystemTime::now()
+                    .duration_since(UNIX_EPOCH)
+                    .unwrap()
+                    .as_nanos();
+                let path = env::temp_dir().join(format!("coyote-sandbox-vault-tests-{unique}"));
+                fs::create_dir_all(&path).unwrap();
+                unsafe {
+                    env::set_var(&key, &path);
+                }
+                Self {
+                    key,
+                    previous,
+                    path,
+                }
+            }
+        }
+
+        impl Drop for TestCacheDirGuard {
+            fn drop(&mut self) {
+                unsafe {
+                    match &self.previous {
+                        Some(v) => env::set_var(&self.key, v),
+                        None => env::remove_var(&self.key),
+                    }
+                }
+                let _ = fs::remove_dir_all(&self.path);
+            }
+        }
+
+        #[test]
+        fn returns_none_for_local() {
+            let p = SupportedProvider::Local {
+                provider_def: LocalProvider::default(),
+            };
+            assert!(extract_vault_mixin(&p).unwrap().is_none());
+        }
+
+        #[test]
+        #[serial]
+        fn returns_some_for_aws() {
+            let _guard = TestCacheDirGuard::new();
+            let p = SupportedProvider::AwsSecretsManager {
+                provider_def: AwsSecretsManagerProvider {
+                    aws_profile: None,
+                    aws_region: None,
+                },
+            };
+            let m = extract_vault_mixin(&p)
+                .unwrap()
+                .expect("expected vault mixin");
+            assert!(m.path.join("spec.yaml").exists());
+            assert!(m.label.contains("aws_secrets_manager"));
+        }
+
+        #[test]
+        #[serial]
+        fn returns_some_for_gcp() {
+            let _guard = TestCacheDirGuard::new();
+            let p = SupportedProvider::GcpSecretManager {
+                provider_def: GcpSecretManagerProvider {
+                    gcp_project_id: None,
+                },
+            };
+            let m = extract_vault_mixin(&p)
+                .unwrap()
+                .expect("expected vault mixin");
+            assert!(m.path.join("spec.yaml").exists());
+            assert!(m.label.contains("gcp_secret_manager"));
+        }
+
+        #[test]
+        #[serial]
+        fn returns_some_for_one_password() {
+            let _guard = TestCacheDirGuard::new();
+            let p = SupportedProvider::OnePassword {
+                provider_def: OnePasswordProvider {
+                    vault: None,
+                    account: None,
+                },
+            };
+            let m = extract_vault_mixin(&p)
+                .unwrap()
+                .expect("expected vault mixin");
+            assert!(m.path.join("spec.yaml").exists());
+            assert!(m.label.contains("one_password"));
+        }
+
+        #[test]
+        #[serial]
+        fn returns_some_for_azure() {
+            let _guard = TestCacheDirGuard::new();
+            let p = SupportedProvider::AzureKeyVault {
+                provider_def: AzureKeyVaultProvider { vault_name: None },
+            };
+            let m = extract_vault_mixin(&p)
+                .unwrap()
+                .expect("expected vault mixin");
+            assert!(m.path.join("spec.yaml").exists());
+            assert!(m.label.contains("azure_key_vault"));
+        }
+
+        #[test]
+        #[serial]
+        fn returns_some_for_gopass() {
+            let _guard = TestCacheDirGuard::new();
+            let p = SupportedProvider::Gopass {
+                provider_def: GopassProvider { store: None },
+            };
+            let m = extract_vault_mixin(&p)
+                .unwrap()
+                .expect("expected vault mixin");
+            assert!(m.path.join("spec.yaml").exists());
+            assert!(m.label.contains("gopass"));
+        }
+
+        #[test]
+        fn hash_is_deterministic() {
+            let h1 = compute_vault_mixins_hash().unwrap();
+            let h2 = compute_vault_mixins_hash().unwrap();
+            assert_eq!(h1, h2);
+            assert_eq!(h1.len(), 64);
+        }
+    }
+
+    mod host_to_sandbox_path_tests {
+        use super::*;
+
+        #[test]
+        fn linux_under_home() {
+            let dest = host_to_sandbox_path(
+                Path::new("/home/atusa/.coyote_password"),
+                Path::new("/home/atusa"),
+                false,
+            )
+            .unwrap();
+
+            assert_eq!(dest, "/home/agent/.coyote_password");
+        }
+
+        #[test]
+        fn linux_nested_under_home() {
+            let dest = host_to_sandbox_path(
+                Path::new("/home/atusa/.config/coyote/.password"),
+                Path::new("/home/atusa"),
+                false,
+            )
+            .unwrap();
+
+            assert_eq!(dest, "/home/agent/.config/coyote/.password");
+        }
+
+        #[test]
+        fn linux_outside_home_returns_verbatim() {
+            let dest = host_to_sandbox_path(
+                Path::new("/etc/coyote/.password"),
+                Path::new("/home/atusa"),
+                false,
+            )
+            .unwrap();
+
+            assert_eq!(dest, "/etc/coyote/.password");
+        }
+
+        #[test]
+        fn macos_under_home_with_spaces() {
+            let dest = host_to_sandbox_path(
+                Path::new("/Users/atusa/Library/Application Support/coyote/.password"),
+                Path::new("/Users/atusa"),
+                false,
+            )
+            .unwrap();
+
+            assert_eq!(
+                dest,
+                "/home/agent/Library/Application Support/coyote/.password"
+            );
+        }
+
+        #[test]
+        fn windows_under_home_converts_backslashes() {
+            let dest = host_to_sandbox_path(
+                Path::new(r"C:\Users\atusa\.coyote_password"),
+                Path::new(r"C:\Users\atusa"),
+                true,
+            )
+            .unwrap();
+
+            assert_eq!(dest, "/home/agent/.coyote_password");
+        }
+
+        #[test]
+        fn windows_nested_under_home() {
+            let dest = host_to_sandbox_path(
+                Path::new(r"C:\Users\atusa\Documents\my\vault.txt"),
+                Path::new(r"C:\Users\atusa"),
+                true,
+            )
+            .unwrap();
+
+            assert_eq!(dest, "/home/agent/Documents/my/vault.txt");
+        }
+
+        #[test]
+        fn windows_outside_home_bails_with_clear_error() {
+            let err = host_to_sandbox_path(
+                Path::new(r"C:\Program Files\Coyote\vault.txt"),
+                Path::new(r"C:\Users\atusa"),
+                true,
+            )
+            .unwrap_err();
+
+            let msg = err.to_string();
+            assert!(
+                msg.contains("Program Files"),
+                "error should name the offending path: {msg}"
+            );
+            assert!(
+                msg.contains("user profile"),
+                "error should explain the limitation: {msg}"
+            );
+        }
+
+        #[test]
+        fn windows_tolerates_trailing_slash_in_home() {
+            let dest = host_to_sandbox_path(
+                Path::new(r"C:\Users\atusa\foo"),
+                Path::new(r"C:\Users\atusa\"),
+                true,
+            )
+            .unwrap();
+
+            assert_eq!(dest, "/home/agent/foo");
+        }
+
+        #[test]
+        fn sandbox_path_parent_extracts_parent_for_nested() {
+            assert_eq!(
+                sandbox_path_parent("/home/agent/.coyote_password"),
+                Some("/home/agent")
+            );
+            assert_eq!(
+                sandbox_path_parent("/etc/coyote/.password"),
+                Some("/etc/coyote")
+            );
+        }
+
+        #[test]
+        fn sandbox_path_parent_handles_edge_cases() {
+            assert_eq!(sandbox_path_parent("/file"), Some(""));
+            assert_eq!(sandbox_path_parent("noparent"), None);
+        }
+    }
+}

src/supervisor/mod.rs

@@ -5,6 +5,7 @@ pub mod taskqueue;
 use crate::utils::AbortSignal;
 use fmt::{Debug, Formatter};
 use mailbox::Inbox;
+use parking_lot::RwLock;
 use taskqueue::TaskQueue;
 
 use anyhow::{Result, bail};
@@ -33,6 +34,7 @@ pub struct AgentHandle {
     pub inbox: Arc<Inbox>,
     pub abort_signal: AbortSignal,
     pub join_handle: JoinHandle<Result<AgentResult>>,
+    pub child_supervisor: Option<Arc<RwLock<Supervisor>>>,
 }
 
 pub struct Supervisor {
@@ -103,6 +105,10 @@ impl Supervisor {
         self.handles.get(id).map(|h| &h.inbox)
     }
 
+    pub fn abort_signal_for(&self, id: &str) -> Option<AbortSignal> {
+        self.handles.get(id).map(|h| h.abort_signal.clone())
+    }
+
     pub fn list_agents(&self) -> Vec<(&str, &str)> {
         self.handles
             .values()
@@ -115,6 +121,15 @@ impl Supervisor {
             handle.abort_signal.set_ctrlc();
         }
     }
+
+    pub fn cancel_recursive(&self) {
+        for handle in self.handles.values() {
+            handle.abort_signal.set_ctrlc();
+            if let Some(child_sup) = handle.child_supervisor.as_ref() {
+                child_sup.read().cancel_recursive();
+            }
+        }
+    }
 }
 
 impl Debug for Supervisor {
@@ -152,6 +167,7 @@ mod tests {
             inbox: Arc::new(Inbox::new()),
             abort_signal: create_abort_signal(),
             join_handle,
+            child_supervisor: None,
         }
     }
 

src/vault/mod.rs

@@ -17,7 +17,7 @@ use gman::providers::SecretProvider;
 use gman::providers::SupportedProvider;
 use gman::providers::local::LocalProvider;
 use inquire::{Password, PasswordDisplayMode, required};
-use log::warn;
+use log::{info, warn};
 use serde_yaml::Value;
 use std::sync::{Arc, LazyLock};
 use tokio::runtime::Handle;
@@ -25,6 +25,31 @@ use uuid::Uuid;
 
 pub static SECRET_RE: LazyLock<Regex> = LazyLock::new(|| Regex::new(r"\{\{([^{}]+)}}").unwrap());
 
+fn apply_sandboxed_home_translation(provider_def: &mut LocalProvider) {
+    let Some(ref pf) = provider_def.password_file else {
+        return;
+    };
+
+    if pf.exists() {
+        return;
+    }
+
+    let Some(translated) = paths::translate_sandboxed_home_path(pf) else {
+        return;
+    };
+
+    if !translated.exists() {
+        return;
+    }
+
+    info!(
+        "vault password file '{}' not found; resolved to sandboxed path '{}'",
+        pf.display(),
+        translated.display()
+    );
+    provider_def.password_file = Some(translated);
+}
+
 #[derive(Debug, Default, Clone)]
 pub struct Vault {
     pub(crate) provider: SupportedProvider,
@@ -92,6 +117,7 @@ impl Vault {
         };
 
         if let SupportedProvider::Local { provider_def } = &mut provider {
+            apply_sandboxed_home_translation(provider_def);
             ensure_password_file_initialized(provider_def)?;
         }