diff --git a/.speakeasy/in.openapi.yaml b/.speakeasy/in.openapi.yaml
index 0c41d20e..5a816966 100644
--- a/.speakeasy/in.openapi.yaml
+++ b/.speakeasy/in.openapi.yaml
@@ -2622,6 +2622,7 @@ components:
       properties:
         error_code:
           enum:
+            - 'content_too_large'
             - 'invalid_tool_input'
             - 'url_too_long'
             - 'url_not_allowed'