Yep old, and 50 yrs reloading...for what it's worth...probably not much.
.50BMG to 17 Remington.
Okay I only load 223,/ 556 for AR auto loaders ...and don't use SB dies except that's what was available in the store as the time in 223 and 6 mm ARC ...so I have 2 sets of small base dies...I have a bunch of 308 dies none are small base, but feed bolts and autos with the same ammo. A small base die only sizes one half of one thousanth smaller anyway.
If the cartridge fits the chamber it doesn't have to fit the gauge, especially if its to minimum specs...your chamber is larger than minimum...no big deal...and small base will only make the problem worse as far as brass longevity, by oversizing it.
The picture of shaving brass off the side of the case tbe SM base probably has too sharp of radius at the base of the die shaving brass instead of resizing it.
I make forming dies and sometimes leave a sharp edge for that very purpose to shave metal...but add a entry champher and a polished radius it stops that from happening.
I chamber all the bolt guns and use the go gauge to check any gauge provided by a typical "gauge maker" to see if his gauge is made correctly...they are off a little. 001" is not uncommon.
A rifle is chambered with precision ground reamers & gauges and checked for accuracy with precision ground chamber gauges between the go gauge, and no go gauges...not a minimum or other standard set by "gauge manufacturer".
If your brass fits your gun with the orginial setup...falls in and out of your chamber readily...not much need to worry about a gauge..if they still fit the chamber easily through out the 11 times you cycle the resize, reload, and shoot....You ain't shootin gauges. It's possible the brass head is work hardening and spring back greater with dies that don't quite get to the bottom of the case head cause the champher and radius are too big/long even with shell holder contact... I reworked, or alter dies in a lathe and carbide tools. So I cut special dies and shell holders down, past the extractor groove...or store bought dies leave a small head area too large in diameter...like when making 308 win brass into smaller head 35 Remington brass.