I think this ramps up over complicated. Your loads are in a good safe zone and look accurate. Stick with it for now.

2 and 3 looks very good. The others not bad.

You are doing quite good. Better than I do on many days. Well done.

Repeat 2 and 3 loads. Shoot 3 or 4 more groups of each. Are they consistently that good?

Don; worry about flyers out of the 5 shot group, if you get 4 really that good then its got a lot of potential and its probably the shooter or even an odd off reload.

If they are consistently that good then start adjusting searing depth.

I take a press to the range with me (my old RCBS junior, C camp it to the bench, and adjust COAL (I have my Hornady comparator and micrometer setup with me as well). You can use bullet tip COAL but it has more variable to it than using the Hornady setup and using the ogive adaptor for your caliber off the shoulder (ogive) of the bullet.

Real example, I would duplicate your two loads exactly and seat 3 sets of each one at that COAL ( get your COAL, then measure ogive on the shoulder of the bullet with the comparator and then just use that as a relative adjustment )

The ladder thing is advanced work, needs to be done at 200 or 300 yards, you are doing fine at 100 with what you are doing.

Keep it simple as possible and then start getting into advanced stuff if you want from there