Mike
Not sure if you have a belt tension gauge, however your need to make sure your belt is neither too tight or too loose (
http://www.harley-davidson-hangout.c...elt-gauge.html). You can either get a tool (which I am about to do) or take it into a HD dealer for them to check etc.
As a note, there is a bit of a procedure in the HD service manual for tightening the rear pulley correctly and to the right torque. Take it you have seen all this
(I had a pulley come off my streetbob back in 07, expensive fix...)??
Be interested in seeing pictures of your bike with the new rear wheel
Cheers, Roy