If he's shy, you may never know how he really feels about you if you don't initiate contact.
If he has a bike, ask him some questions about it- how long he's had it, how long has he been riding, etc.. Ask him about his riding gear- his opinion on it, what gear he likes or wants.
If he doesn't have a bike, ask him what bike(s) he likes or wants. Ask who his favorite riders are, his favorite color, his favorite bands or movies. Just ask him anything to get him talking!
I understand that you're shy too, but if you really like him, you may need to suck it up and talk to him first. Since you're a sponsored rider, he might find that intimidating so I'd kinda leave that out of the mix until you get to know each other better.
Good luck! :cool: