Cursor does not send files to Claude

Today I randomly lost the ability to share any files via @ with Cursor. I checked the logs but I don’t see any debug or error information. I tried new sessions, restarting my machine, and even upgrading. I was on a hobby plan so I even subscribed to see if it would fix itself in Pro mode but it did not.

2.6GHz 6-Core Intel Core i7
macOS Sequoia 15.0.1

I can enable any local logs and share them.

My current rules and config -

.cursorrules
.cursorignore
.cursor/
  rules.md // rules to apply to templates
  ./templates/ // saved codegen templates
.notes/
  // several .md files that cursor has generated for me