I don't think it's a hugely slanderous or inaccurate thing to say that pro skateboarders are on average fairly poorly educated. It's kinda the nature of the profession: if you waited to start your pro career until after you got a college degree you're going to have missed some of your best years as a skater. Dudes like Ocean & Suciu are super rare.
Despite all the talk about working class resentment blah blah, the main factor that determined how people voted in this last election was education level. And race, of course.
Put simply: if you're white, the less educated you are, the more likely it is you voted for Trump. So, I'd assume there are probably lots of pros with Trump sympathies.
But I'd also bet that 90 percent of pro skaters did not vote at all.