I have a 01 heritage with 18" wild ones
99% of the time I ride solo with the bars forward no windshield or bags
But if I go on a trip I pull the bars back and install the windshield and bags
Well after moving the bars a couple times it stripped out the handlebar clamp bolts
Is there a way I can keep moving the bars without stripping the bolts out?

 

Over tightening is the leading cause of bolt strippage. Are you using a torque wrench to tighten or just wrenching the crap out of em? IIRC, mine are set at about 20-25 ft lbs, but that might vary depending what risers you're using.

 

Try and modify your windshield to pitch it forward more as to not interfere with the bars or get some pullback risers.

 

Stock risers and clamp
No torque wrench
I just tighten them until the bars dont slip