Ever since upgrading to Big Sur and/or iOS 14 (not sure which is the culprit; maybe both), iCloud syncing of Files has been terrible. I have a workflow where I drop a file into the Downloads folder of Files on my iPhone and Hazel looks for it on my Mac and processes it. But for months now, it isn’t working. The workaround is on the Mac, I have to open iCloud Drive, create a new folder anywhere (it doesn’t matter the name or anything), which causes the sync engine to awake from its slumber and bring in the new file. I can then delete the folder.
But I have to remember to kick the sync engine when I get back to my Mac, at which point I may as well be manually processing the file. Is there a fix? Something I can turn on and off? A cache to delete? Anything?