diff --git a/packages/twenty-server/src/modules/messaging/message-import-manager/drivers/gmail/utils/__tests__/parse-gmail-message-list-fetch-error.spec.ts b/packages/twenty-server/src/modules/messaging/message-import-manager/drivers/gmail/utils/__tests__/parse-gmail-message-list-fetch-error.spec.ts
index 43ce3418f2..1d5df5f157 100644
--- a/packages/twenty-server/src/modules/messaging/message-import-manager/drivers/gmail/utils/__tests__/parse-gmail-message-list-fetch-error.spec.ts
+++ b/packages/twenty-server/src/modules/messaging/message-import-manager/drivers/gmail/utils/__tests__/parse-gmail-message-list-fetch-error.spec.ts
@@ -1,3 +1,5 @@
+import { GaxiosError } from 'gaxios';
+
 import {
   MessageImportDriverException,
   MessageImportDriverExceptionCode,
@@ -122,6 +124,27 @@ describe('parseGmailApiError', () => {
     );
   });
 
+  it('should handle 500 OAuth internal_failure error', () => {
+    const error = new GaxiosError(
+      'internal_failure',
+      { url: 'https://oauth2.googleapis.com/token' },
+      {
+        status: 500,
+        statusText: 'Internal Server Error',
+        data: { error: 'internal_failure' },
+        headers: {},
+        config: { url: 'https://oauth2.googleapis.com/token' },
+        request: { responseURL: 'https://oauth2.googleapis.com/token' },
+      },
+    );
+    const exception = parseGmailApiError(error);
+
+    expect(exception).toBeInstanceOf(MessageImportDriverException);
+    expect(exception.code).toBe(
+      MessageImportDriverExceptionCode.TEMPORARY_ERROR,
+    );
+  });
+
   it('should handle 400 Bad Request with errorCodeAsString', () => {
     const error = getGmailApiError({ code: 400, reason: 'badRequest' });
     const exception = parseGmailApiError(error);
diff --git a/packages/twenty-server/src/modules/messaging/message-import-manager/drivers/gmail/utils/parse-gmail-api-error.util.ts b/packages/twenty-server/src/modules/messaging/message-import-manager/drivers/gmail/utils/parse-gmail-api-error.util.ts
index 2f11749e31..3d153cd9a2 100644
--- a/packages/twenty-server/src/modules/messaging/message-import-manager/drivers/gmail/utils/parse-gmail-api-error.util.ts
+++ b/packages/twenty-server/src/modules/messaging/message-import-manager/drivers/gmail/utils/parse-gmail-api-error.util.ts
@@ -116,6 +116,13 @@ export const parseGmailApiError = (
           MessageImportDriverExceptionCode.TEMPORARY_ERROR,
         );
       }
+
+      if (gmailApiError.reason === 'internal_failure') {
+        return new MessageImportDriverException(
+          `${gmailApiError.code} - ${gmailApiError.message}`,
+          MessageImportDriverExceptionCode.TEMPORARY_ERROR,
+        );
+      }
       break;
 
     default: