I have a chamfer tool for my Forrester case trimmer. At times,I might have to use an Exacto knife to round off the end of the chamfer inside the pocket.Most likely you have not gone quite deep enough or there is a sharp edge at the end of the cut.

BTW, .308 is one military cartridge that you might have to reduce your load a grain or so vs commercial brass reloading

If God wanted you to walk and carry things on your back, He would not have invented stirrups and pack saddles