One thing I noticed right off within about 5 shots is that my wind call was waaayyyy off. I actually needed about less than 2moa hold to the right and when there was no wind a little less than 1moa to the left. I don't know how to reconcile this other than recognize maybe my inputs were incorrect.
When shooting over varied terrain, the wind all the way between you and the target is not just consistently doing what you measure with your Kestrel at your shooting position. Think of the way water flows around different land features in a creek (also different at the bottom of the creek versus higher up at the surface), and imagine that happening over the terrain features between you and the target.
In a complex scenario with various terrain features and elevations, it's very easy to mis-call the net wind effect on your bullet, even if you're sitting at your shooting position with a Kestrel. Wind flows faster higher off the ground (again, similar to water in a creek or river), so shooting across a canyon adds that additional variable.
Shots from the video are numbered on the card(if you care to watch) and show a little progression of figuring out what to do with the wind. The strong winds (10mph) I actually only needed 2MOA to be "Close" and "Zero" wind I needed to hold off the left edge of the plate (1MOA) to make impacts(I haven't determined if this is spin drift or just user error/form). Also, by tracking these shots I saw that the original dope sheet was off and I needed about 19.25 to be center elevation, could also go to 19.5. Notice none of the shots were high which tells me I'm not centered on elevation.
It looks to me like your cone of fire, even after you added the 0.25-0.5 MOA after the first 10 shots, could stand to come up another 0.4 MOA, or so, to center your cone.
Any input or help/ commentary would be awesome. Also, if anyone else has tracked like this and is willing to show a whole cut up video I think it's helpful at least for me to diagnose my own sessions.
I agree about getting your spent primer count up with trainer rifles like a .223 and .22 LR. When it comes to .22 LR, shooting at about 300 yards is similar in effect to shooting at 1000 yards with a high-BC CF bullet. I would suggest practicing between 100-250 yards to replicate the wind drifts you're seeing now, with a given wind profile.
In terms of .22 LR ammo, consider some of the match-grade stuff: Eley TenX, Lapua CenterX and Midas, SK Long range and Match, etc. Most of it should still be a fair bit cheaper than high-BC .223 ammo. Find what your rifle likes and get to practicing.