10.8.0.1 version (and probably all before it), installs in this directory
C:\ProgramData\Microsoft\Windows\Start Menu\Programs\Trimble\Trimble Positions Desktop add-in
This is "forbidden" territory on Federal computers - we need admin privelages. For something as important as licensing, this forces us to ask admin to do simple tasks like switching between install codes and license servers.
ESRI license administrator solved this by storing in c:/users/< >/AppData\Roaming which is open for a user to get into and alter.
Can you pull out the installation package to launch from a ADMIN only folder like you have it to the ROAMING directory.
More and more persons in organizations, federal computers, can't have admin rights. Something like the license administrator could be more useable (we use it alot) and put it into ROAMING. Your desktop configuration for example doesn't need admin rights. Put this in same place or in ROAMING.