Report loosing sync session for iCloud MacOS in Desktop Posted June 3, 2020 Still have this issue, literally every time I need to sync I have to go through the connection process to iCloud again. And my Mac app is on v6.4.2, in which this is supposedly fixed, but it's definitely not. I'll try removing the connection and setting it up again as described above and see if that helps. It would be nice to have this feature working for longer periods of time. I don't mind needing to reconnect every once in a while, but doing it every other day is annoying.