OpenAI launched iCloud Mail and iCloud Calendar plugins for ChatGPT on Tuesday, October 27, letting users search their inbox, catch up on messages, check what is next and update calendar events in natural language. The plugins are available on all ChatGPT plans, free and paid, across web, desktop and iOS.

Connecting uses an app-specific password generated from the user's Apple Account, which requires two-factor authentication, rather than the account's main password. The plugins talk directly to iCloud's services rather than to Apple's desktop Mail and Calendar apps, so third-party accounts managed only inside those apps stay out of reach. On the Pro tier, OpenAI's autonomous agent Dots can also use the plugins to work with iCloud data.

Tibo Sottiaux teased the launch in his Day 23 challenge post — “Much requested iCloud Mail & Calendar plugins. Just kidding, today is a reset. Still much requested though!” — before the official ChatGPT account confirmed the plugins were live.