diff --git a/CHANGELOG.md b/CHANGELOG.md
index a4cc6e672..c0dc4ba21 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -21,6 +21,7 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 - `BaseTask.add_parent`/`BaseTask.add_child` now only add the parent/child task to the structure if it is not already present.
 - `BaseEventListener.flush_events()` to flush events from an Event Listener.
 - `BaseEventListener` no longer requires a thread lock for batching events.
+- Updated `TookitTask` system prompt to retry/fix actions when using native tool calling.
 
 ### Fixed
 
diff --git a/griptape/templates/tasks/toolkit_task/system.j2 b/griptape/templates/tasks/toolkit_task/system.j2
index 09c4e9af9..730ab85e4 100644
--- a/griptape/templates/tasks/toolkit_task/system.j2
+++ b/griptape/templates/tasks/toolkit_task/system.j2
@@ -6,10 +6,11 @@ You must use the following format when executing actions:
 Thought: <your step-by-step thought process describing what actions you need to use>
 Actions: <JSON array of actions that MUST follow this schema: {{ actions_schema }}>
 {{ stop_sequence }}: <action outputs>
-...repeat Thought/Actions/{{ stop_sequence }} as many times as you need
-"Thought", "Actions", "{{ stop_sequence }}" must always start on a new line. If {{ stop_sequence }} contains an error, you MUST ALWAYS try to fix the error with another Thought/Actions/{{ stop_sequence }}.
+"Thought", "Actions", "{{ stop_sequence }}" must always start on a new line.
 
 {% endif %}
+Repeat executing actions as many times as you need.
+If an action's output contains an error, you MUST ALWAYS try to fix the error by executing another action. 
 You must use the following format when providing your final answer:
 Answer: <final answer>