Rocco was a freestyle skater, who saw his discipline die out and found a way to stay in the industry through daring and a lot of luck probably. Only makes sense to cash out and get out. Also doubt he skated much in the world days seeing as he was already 'old'.
It'll be interesting to see what'll happen because he has a proven knack for this, but he is also in boomer territory and no one knows if he at all kept up with things. He could be self aware enough that he knows he's not with it and tell them to hire some cool kids whoever they may be.
Most likely it'll be a lot of on the business and logistical side. he's also good at math, did(does) it for fun, maybe he'll make them turn a profit.
I'll be keeping a average length eye on this