He seems like he will be skating whether or not he is getting paid for it. Honestly, it sounds like he would enjoy skateboarding more if he wasn't getting paid for it and did what the rest of us do and have an income outside of skateboarding. Skateboarding is a lot of fun for me, and it helps me escape the dregs of everyday work. I would imagine if he wasn't so socially awkward, he could still be getting free boards from someone out there on some kind of bro-flow, sort of like how Mike York gets Lakai shoes sent to him.