Obsidian users face complex sync challenges across Apple and Windows devices

Users of Obsidian exploring cross-device workflows encounter persistent syncing problems, highlighting the limitations of its folder-based structure and the risks of combining Apple iCloud with Windows.

Obsidian users who move between Apple devices and Windows often discover that sync is not a single problem with a single fix. It is a choice between systems that behave very differently, and the wrong pairing can quickly turn notes into duplicate files, broken workspaces and unnecessary manual clean-up. That is the lesson one user drew after iCloud on Windows began producing repeated copies of edited files and, eventually, hundreds of versions of workspace.json. Reports on the Obsidian forum and in third-party write-ups describe the same pattern, and Obsidian’s own help warns that the vault is just a folder of files, not a server-managed database.

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