diff --git a/src/client/claude.rs b/src/client/claude.rs
index f6c29af..9c266b4 100644
--- a/src/client/claude.rs
+++ b/src/client/claude.rs
@@ -85,7 +85,7 @@ async fn prepare_chat_completions(
         let ready = oauth::prepare_oauth_access_token(client, &provider, self_.name()).await?;
         if !ready {
             bail!(
-                "OAuth configured but no tokens found for '{}'. Run: loki --authenticate {}",
+                "OAuth configured but no tokens found for '{}'. Run: 'loki --authenticate {}' or '.authenticate' in the REPL",
                 self_.name(),
                 self_.name()
             );
diff --git a/src/client/gemini.rs b/src/client/gemini.rs
index 2be9c66..2a16395 100644
--- a/src/client/gemini.rs
+++ b/src/client/gemini.rs
@@ -111,7 +111,7 @@ async fn prepare_chat_completions(
         let ready = oauth::prepare_oauth_access_token(client, &provider, self_.name()).await?;
         if !ready {
             bail!(
-                "OAuth configured but no tokens found for '{}'. Run: loki --authenticate {}",
+                "OAuth configured but no tokens found for '{}'. Run: 'loki --authenticate {}' or '.authenticate' in the REPL",
                 self_.name(),
                 self_.name()
             );
@@ -181,7 +181,7 @@ async fn prepare_embeddings(
         let ready = oauth::prepare_oauth_access_token(client, &provider, self_.name()).await?;
         if !ready {
             bail!(
-                "OAuth configured but no tokens found for '{}'. Run: loki --authenticate {}",
+                "OAuth configured but no tokens found for '{}'. Run: 'loki --authenticate {}' or '.authenticate' in the REPL",
                 self_.name(),
                 self_.name()
             );