Details I connect to my PC in Desktop mode launch Studio and confirm that my playlist with one hologram displays correctly. Clicking "Sync" will prompt with the overwrite warning. After showing the "Syncing" message then the "Complete" message, pressing the power button on the Portrait will switch back to the standard demo playlist with nothing changed.
I have noticed other issues like a CTD when syncing with a disconnected Portrait, and Sync overwrite and completed messages not showing up sometimes. I believe they are unrelated.