This has been said earlier, but I want to emphasize that comment for clarity.
It's NEVER a good idea to chase two problems at the same time. You will end up chasing your tail.
I would stick with using one brass that fits "easily" to debug the seating problem, then deal with the sizing problem later. You can (and should) sacrifice one good brass to do this. Cut the OAL short intentionally to make sure that brass length isn't the issue. I'd take maybe 0.025 off the length of the neck. This will not affect seating depth as long as the bullet still reaches the neck.
This brass should be a once fired brass that fits easily (bolt closes) with no bullet in it.
Now put a tiny little dent in the edge of the neck at the mouth with a needle nose plier. The purpose of the dent is to hold a bullet in place but not so firmly that it can't be pushed in by hand. Make sure the case will still fit before inserting the bullet.
Now push a bullet into the brass just enough so the bullet is held in place by the dent, and then manually insert the brass and bullet into the chamber and carefully close the bolt, then extract the round using your fingers to hold the round aligned with the bore as the bolt is slid open to make sure the extractor doesn't whack the bullet against the action port opening. And then examine the overall length and compare with what you learned before.
This is the basic method that was used before the stoney point gauge was introduced. (I love the hornady/stoney system but sometimes you have to go back to basics).
You may have to repeat this process several times to make sure that the bullet isn't sticking in the lands.
Sometimes I use a long wooden dowel down the barrel to help push the bullet out with the case as I open the bolt or lextract the case. This is especially true if I am "jamming" the bullet seating depth.
A few other points - I make all my own overall length gauge cases out of once fired brass. You can buy the required tap on line. The rest is easy.
Digital calipers can lie..... The old verniers were hard to read, but they never lied. Dial calipers fall somewhere in the middle.
For your purposes, I'd forget about using the ogive bushing system for measurement. Just measure the full overall length from case head to bullet tip. Bullets do vary slightly from one to the next using tip length, but not enough to matter for your purposes debugging this problem.
One last thought - are you sure you understand that ogive measurements can vary wildly from one bullet make to another? I hope you are not comparing the ogive measurement for two different bullets. I re-read your first several posts but could not convince myself that you were not doing that, so I thought it was worth clarifying. For example, I can easily see a full tenth or two difference between a Berger vld and a Hornady spire point. I even saw a difference of 50 thou once on two sierra bullets of the same part number but different lots. This ogive measurement only really applies within a single lot of the same bullet. Changing to a new lot generally requires checking the length over again and then "hoping" that nothing changes.