1. He wouldn't wear a Super Bowl ring on the Race where it could be lost
2. It could be a class ring or just an extravagant piece.
3. Like ZBC said this could indicate that he is "rich"
I do think he looks like an athlete,
perhaps basketball is an option as well? (They just finished their season)
I'll work on this some more...
(I always wondered what made him look at the camera like that, no one else did. Did you notice that Chateau?)