When he was 32(!) he was still skating at a skate park a few towns over, doing grinds on rails and ledges and stuff. He had 16 year old kids looking up to him as a mentor there and I know he really enjoyed it. BUT, he ended up falling out of going to the skatepark (this was also partly my fault but for a really stupid reason) and then the skate park closed down a couple years later.
Just something to put into your equation - that kind of sport usually involves a risk of concussions - and we're all learning more about how repeated concussion can cause depression and brain changes. (My ex had 6 concussion in 8 years prior to our divorce, a fact that I am sure contributed to the demise of my marriage).