Ok, to answer some of your questions...
I have had him for about a year and a half. I took him to a show this summer and he was reserve champion in the crossrails division! He was super nervous at first but totally relaxed after a bit. He is really not used to going places. That being said, he is not awesome at trailering. He will walk right into a stock trailer with no problem at all, but smaller trailers pose some problems. We took him to the show in a three horse slant load. It had a super narrow door and and it took a few minutes to get him in (like less than five) and he wasn't thrilled about it, but he didn't do anything weird at all.
He is very good in cross ties now (was not when I first got him but he had no consistency in life) and is also good for the farrier. He likes treats and getting brushed on his neck a lot. He does not like shots at all! He has to get twitched to get shots, but is ok with wormers and everything else.
Medically he has had no problems with me. He has had his teeth floated twice since I have had him, and had his vitamin E/selenium level tested and was put on a vitamen-E for a few months as his levels were just a little bit low. He has front shoes with pads on right now. He was lame this summer in his front. Didn't seem to be in pain necessarily, more like super stiff. The vet came and checked him out and said he probably has some very mild arthritis as he is 11, but he has been really good since he's had shoes.
He is not for a is super calm 99% of the time, but he will spook at things and I think he would take advantage of someone who did not let him know who's boss. He's very good over fences, but also you need to get him there, which I think is the best way to really learn how to ride. I learned to jump on a horse like that and it taught me a lot.
Let me know if that answered your questions or not! I hope that helps and if you are in the area that you can come check him out. He's really a good guy and a lot of fun to ride!