Hi Robert-
The first thing to check is that you’re running the most recent version of both Total Upkeep (1.14.6) and Total Upkeep Premium (1.5.4). There was a bug in Total Upkeep version 1.14.4 that caused this error to happen for some users that was patched in late August.
If you’re already on the most recent versions, you’ll be able to check your logs for any errors that occurred during upload. Navigate to Total Upkeep > Tools > Logs and reply here with the log named “google-drive-upload.log” that matches the timestamp of your failed upload.