My mistake was pretty easy to do when I get fatigued. (Don't do this when you're tired!!)
I was filing the lock bolt hole on the hook-breech in order to allow the lock bolt to be freely inserted in the hole I drilled\tapped in the bolster. For this small lock, and the "room" I had to work with, I installed a #6 lock bolt instead of a #8 bolt.
The bridle holes are all #6's as well. So I started the lock bolt into the bolster hole, then I could better see what part of the hook breech hole needed a bit more metal removed.
Unfortunately, instead of starting the 6-32 lock bolt in the correct hole (the one to the right in my above pic) I started it in the 6-40 thread bridle hole. And not only did I start it in the wrong hole, I took at least 3 screwdriver turns before realizing "why is this difficult to turn" and the light went off.