ChatGPT can now get into your iCloud Mail and Calendar.

ChatGPT can now get into your iCloud Mail and Calendar. Searching mail, drafts, sending, creating and changing events. All plans, web, desktop and iOS.

Spotted it on MacRumors earlier: https://www.macrumors.com/2026/10/27/chatgpt-icloud-mail-calendar-plugin/

The catch is it only works with @icloud.com, @me.com and @mac.com addresses, and you need an app-specific password for both. Your Gmail in the iPhone Mail app stays invisible to it.

For me this matters more than a few benchmark points. I already talk to it for hours, now it can actually move a meeting for me. I would keep the sending part on a short leash for the first weeks though.