The Touch Pro 2 uses the Widcomm bluetooth stack instead of the Microsoft bluetooth stack. Very few users have been able to send files to/from a pc via bluetooth simply because the stack is different.
There is no current fix available. None of the custom or stock ROMs use the Misrosoft stack as it is virtually impossible to take out one stack and replace it with another
There is, however, a bounty available for anyone smart enough to do it:
http://forum.ppcgeeks.com/showthread.php?t=89468