Looking in the Obsidian iCloud folder I can see the upgrade reset all the files to be cloud only vs local. I suspect the solution is to download all the files. If you hit control on a folder you can select download now or simply enter a folder which will trigger macos to start downloading all the files in the directory. I’ll confirm that is the solve when my obsidian files finish downloading. It is moving really really slowly so was probably triggering all the time outs.
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