Gabe after long talks with Jim I believe the pillar is sitting proud of the bottom of the inlet.Use a little heat to get the sleeve out, I’m sure it’s got some epoxy on it- all else fails saw the butt off where you want it- up to the sleeve-
On the trigger guard, make sure the trigger doesn’t hit the bottom of the guard, before milling it off- or YOU will be adding a piece to build it back up-
If @JFrank were to measure the difference between bottom.of stock to bottom of trigger guard inlet, bottom of stock to proud pillar, and the bottom of trigger guard and compare, he should find what he needs to address.
I sent him Speedy's video, on trigger guard inlet discussing bats radial head screw and it didn't alleviate the problem.
Without having it in my hands this is all just speculation of course on my end.