lhossus said: I have a suggestion on how to proceed in a reasonably safe manner:1) Make a backup of your current data file: in Quicken's menu: File > Save a Backup...2) Reset the Cloud Account: in Quicken's menu: Preferences... > Connected Services. Then click on the Reset button.3) Enable Sync: Preferences... > Mobile, Web & Alerts tab. Then click Sync > On.If this does not produce results to your liking, then you can recover by:4) Disable Sync: Preferences... > Mobile, Web & Alerts tab. Then click Sync > Off.5) in Quicken's menu: File > Restore from Backup... 6) Reset the Cloud Account: Preferences... > Connected Services. Then click on the Reset button.@RickO, @jacobs, anyone else:Any reason this should not work?Given that using Sync is like playing with fire, one should be sure they have a backup, and know how to use it (steps 4, 5 and 6).Note:Step 2 is the key to avoiding the "re-downloaded a bunch of existing transactions" issue. One can read the explanation of the Reset function on the Connected Services panel just below the Reset button: "Reset will discard any Quicken Connected Services data that exists on the Quicken Cloud and replace it with the information on your desktop. Click Reset to start the process."