Chris, let me know if it is the front belt loop on the OWB2 holster, or if it is the bottom of the holster itself. If it is the belt loop, I can send a replacement that has the corner ground off, that may help. You can also send me some pics and I can see if maybe it needs bent more or something else. You say your not very deep front to back, which means anything carried in the 3-3:30 ish position is going to be tough. Sounds to me like you need to carry a bit further back, or go to appendix with a pad or wedge to help comfort. I don't know how long you have had my OWB2, but if it is still within the 2 week trial period we can do some swapping or a refund. Let me know, thanks.