diff --git a/crates/chat-cli/src/cli/chat/command.rs b/crates/chat-cli/src/cli/chat/command.rs
index 43d07f1169..6973339591 100644
--- a/crates/chat-cli/src/cli/chat/command.rs
+++ b/crates/chat-cli/src/cli/chat/command.rs
@@ -810,13 +810,8 @@ impl Command {
                     }
                 },
                 "usage" => Self::Usage,
-                unknown_command => {
-                    // If the command starts with a slash but isn't recognized,
-                    // return an error instead of treating it as a prompt
-                    return Err(format!(
-                        "Unknown command: '/{}'. Type '/help' to see available commands.\nTo use a literal slash at the beginning of your message, escape it with a backslash (e.g., '\\//hey' for '/hey').",
-                        unknown_command
-                    ));
+                _unknown_command => Self::Ask {
+                    prompt: input.to_string(),
                 },
             });
         }
diff --git a/crates/chat-cli/src/cli/chat/mod.rs b/crates/chat-cli/src/cli/chat/mod.rs
index a7937de749..505ca8665e 100644
--- a/crates/chat-cli/src/cli/chat/mod.rs
+++ b/crates/chat-cli/src/cli/chat/mod.rs
@@ -2865,6 +2865,12 @@ impl ChatContext {
             let images = image_blocks.into_iter().map(|(block, _)| block).collect();
             self.conversation_state
                 .add_tool_results_with_images(tool_results, images);
+            execute!(
+                self.output,
+                style::SetAttribute(Attribute::Reset),
+                style::SetForegroundColor(Color::Reset),
+                style::Print("\n")
+            )?;
         } else {
             self.conversation_state.add_tool_results(tool_results);
         }