Bad Apple Support: Called them as my iPad stopped uploading changes to iCloud Drive1. Support told me to do an iCloud Backup and restore the iPad, saying everything will be backed up. Guess what, it didn’t. Good thing I expected that and copied the files to Dropbox first.
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Just kept saying “Waiting to upload”. Restart didn’t help. It still received changes from other devices, and new (empty) folders did get uploaded, too. ↩