iCloud Sync Doesn't Consistently Upload

What I’m trying to do

This is likely not a Obsidian issue, but I thought I’d ask here just in case: When working on my Mac, creating and editing files, my iCloud won’t sync/upload every file. Some files will upload when I open them in another program. Some will upload to iCloud, and then disappear later. The files are always on my Mac, but just don’t sync right.

Things I have tried

I’ve tried opening and closing Obsidian, signing in and out of iCloud, killing finder, bird, etc. But nothing works consistently.

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