I have new information regarding my ankle pain. When I researched it online after going to an orthopedic surgeon who gave me two different diagnoses, I determined that I might have os trigonum syndrome. Turns out I was right.
I have this extra/accessory bone (os trigonum) in my ankle that is in the way of my joint and causes pinching which causes inflammation which causes pain. Most people don't have that bone but some people do, so it's not as if I'm an anatomical anomaly (at least, not because of just this.)
The only way to get rid of the problem for good is to surgically remove the os trigonum. We are first going to try other methods. I had a cortisone injection where the troublesome bone is and I'm to wear the walking boot for 3 weeks. Then I'm to resume walking on it for 3 weeks and then, slowly, add athletic activities back into the mix. If at any point the pain gets worse or if after all the rest it isn't better, I then have the choice of living with the pain or having the bone surgically removed (and going through that recovery.) The recovery from the surgery would be 100% barring any complications, but it is still surgery and is not trivial.
I'm back in the boot for now and am not to play any sports. At least there are lots of leaves in our yard to rake, even if it's not as many as we had before the tree fell down this summer when I had the boot on last time.