Hey, thanks for the report. Everything looks fine on your side, it’s not a setting issue.
The Outlook plugin requires Cursor 3.19.0 or newer, and that version isn’t out yet. You’re on 3.18.25, which is the latest build right now, so the Add to Cursor button is intentionally disabled for now. The screenshot message This plugin requires Cursor 3.19.0 or newer is expected behavior, not a bug.
Once 3.19 rolls out, update Cursor via Cursor > Check for Updates and the Outlook plugin should install normally using /add-plugin outlook. Same goes for the Outlook Calendar and OneDrive plugins.
Let me know if anything still doesn’t work after you update.