Wow that's a long post Thanks! About cross country, I should add that I ride Trek X-Caliber 8 almost daily so it's not a problem to start learning wheelies, as you suggest. But it's a 29 inch wheeler and learning stuff kills me, super hard on a big bike. Which actually isn't really surprising cuz all things physical are hard for me for now. I lost 40 kilograms since 2022 and started getting back on bikes in March. Feels good
Funny thing is, I was feeling super unsure standing on my Trid since I bought it and it all changed when I put new big, pinned flat pedals from Crank Brothers on it. Surprising difference, I finally feel like I stand on a platform that covers my foot and shoes, and not some weird, small, almost spd-like little thing (but without spd shoes lol).
You mentioned important thing with that setup of yours actually. I noticed that my bar is really low in comparison and I'm standing on my Trid really bent to the front. I'm thinking about changing it to some more trials-specific, like yours. I suppose it's way more comfy to pull it up when it's higher.
I guess my plan to reduce spendings for fun-related things will not go very well 😅