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Every time I save, I get a popup asking if I want to save to cloud or desktop. I always check the "Don't show again" box but it keeps popping up. I'm using the latest version of illustrator.
This points to issues with either writing or reading the preferences resp. preferences corruption. You can try if resetting the preferences helps. Rename the folder: https://helpx.adobe.com/illustrator/using/setting-preferences.html