You could centralize the endpoint to get the profile information, and then do a base layer provision instead of an assign which would completely wipe the end point, and then restore just the User Data and App settings back to the device.
You could also delete the Jane Dev profile and then centralize and then perform the migration.
Base layer provision is what I tried. The contents of this folder were not wiped: C:\ProgramData\Microsoft\Windows\Start Menu\Programs (maybe 'orphaned' was the wrong word).
Is that by design? Is any other data not wiped? Sorry for the delayed response.