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Reply to iCloud for Mac is stuck on "waiting to upload"
Same problem here my 2020 Mac Mini M1. I've logged out of and logging back into my Apple ID account (multiple times). I've disabled and re-enabled my iCloud Drive (multiple times). I've even reinstalled macOS Big Sur. Two weeks ago I spent an hour + via Apple Care chat with no resolution. I'm convinced it's a software issue affecting certain Macs. I hope Apple finds a fix and soon. It's frustrating as hell that I can upload documents or see my iCloud Drive docs from my other devices.
Feb ’21