diff --git a/projects/plugins/jetpack/changelog/remove-ai-assistant-try-again b/projects/plugins/jetpack/changelog/remove-ai-assistant-try-again
new file mode 100644
index 0000000000000..8f6da4118ea4b
--- /dev/null
+++ b/projects/plugins/jetpack/changelog/remove-ai-assistant-try-again
@@ -0,0 +1,4 @@
+Significance: minor
+Type: enhancement
+
+AI Assistant: remove "Try Again" toolbar button
diff --git a/projects/plugins/jetpack/extensions/blocks/ai-assistant/components/toolbar-controls/index.js b/projects/plugins/jetpack/extensions/blocks/ai-assistant/components/toolbar-controls/index.js
index dc13c790e58c2..cea0738ed0816 100644
--- a/projects/plugins/jetpack/extensions/blocks/ai-assistant/components/toolbar-controls/index.js
+++ b/projects/plugins/jetpack/extensions/blocks/ai-assistant/components/toolbar-controls/index.js
@@ -101,9 +101,9 @@ const ToolbarControls = ( {
 					</>
 				) }
 
-				{ ( showRetry || contentIsLoaded ) && (
+				{ ( showRetry || handleTryAgain ) && (
 					<ToolbarGroup>
-						{ ! showRetry && contentIsLoaded && (
+						{ ! showRetry && contentIsLoaded && handleTryAgain && (
 							<ToolbarButton onClick={ handleTryAgain }>
 								{ __( 'Try Again', 'jetpack' ) }
 							</ToolbarButton>
diff --git a/projects/plugins/jetpack/extensions/blocks/ai-assistant/edit.js b/projects/plugins/jetpack/extensions/blocks/ai-assistant/edit.js
index c1ac647d9c93d..7354bf6c7aee2 100644
--- a/projects/plugins/jetpack/extensions/blocks/ai-assistant/edit.js
+++ b/projects/plugins/jetpack/extensions/blocks/ai-assistant/edit.js
@@ -525,7 +525,7 @@ export default function AIAssistantEdit( { attributes, setAttributes, clientId,
 						handleAcceptTitle={ handleAcceptTitle }
 						handleGetSuggestion={ handleGetSuggestion }
 						handleImageRequest={ handleImageRequest }
-						handleTryAgain={ handleTryAgain }
+						handleTryAgain={ null }
 						showRetry={ showRetry }
 						contentBefore={ contentBefore }
 						hasPostTitle={ !! postTitle?.length }