Where does the bug appear (feature/product)?
Cursor IDE
Describe the Bug
I noticed in the most recent 2 daily or nightly updates that plan mode seems to somewhat fail at the end of creating a plan.
After making an initial request to create a plan, and answering any questions, it will then draft a plan out properly, but at the very end when it needs to prepare or list the To-Dos it will show the loading animation and then say in the thinking thread/log output that the ‘plan tool’ seems to have failed or is having issues. It will then go about creating a second plan md file once more and then have the same issue once again. But after 2 tries instead it will simply provide the plan in the chat thread instead of leaving it ready to go at the md file level.
Its not a large breaking bug, but some detailed context that is written on md file is generally lost by the 3rd attempt when it passes the plan in the chat thread instead. As if the llm is summarizing to avoid another failure perhaps.
Steps to Reproduce
Simply utilize Plan mode and see if it prepares To-Dos on first attempt. It will simply fail and try once more, on 3rd attempt it will simply pass the plan in the chat thread instead of writing out a md plan file.
Screenshots / Screen Recordings
Operating System
Windows 10/11
Current Cursor Version (Menu → About Cursor → Copy)
Version: 2.3.7 (system setup)
VSCode Version: 1.105.1
Commit: 44f52350f2b7b9ee7625cfaade862ff53a016f40
Date: 2025-12-26T20:10:38.803Z
Electron: 37.7.0
Chromium: 138.0.7204.251
Node.js: 22.20.0
V8: 13.8.258.32-electron.0
OS: Windows_NT x64 10.0.26100
Does this stop you from using Cursor
No - Cursor works, but with this issue