BLandzNope trust me I used the exact same bit they 100% stop at the cuff. I was scared to drill at first because I didn’t wanna go through my ski so I practiced and an old one and its impossible to drill past that. I was using a drill press too
Is the cuff on your bit flat, or does it have the sharp edge/thread on the cuff like in the photo? Seems like a good idea to have a tapered bit to let all the threads of the screw bite, so I'll probably be getting a set of mount specific bits when I get a drill press.
Resin hardens and cures when heated, so I'd imagine a lot of heat would be needed to break it loose. That or find a way to heat the ski (maybe wax and iron) while cooling the screw such that it shrinking slightly relative to the ski might make it easier.
Wish there was a cheaper jig option. Mine is made from a piece of lexan and requires me to carefully line up clamps to center it. Binding freedom sells a really appealing universal jig but I could see a 3d printable option being doable for a lot less money. Mirror threaded worm gear running side to side could secure clamps inward at the same rate, keeping it centered. I'll cad one if I remember and have time.