Very similar to taking the field, yes. It could be a straight up bet. He has the time to improve his stock, and depending upon how much either side of the bet likes their position, even money could be negotiated. If I were to make that bet right now I'd probably lay about -200 (so I'd risk twice what the other side was wagering). Or in other terms, I'd give someone 2-1. I'm more confident in him not playing in the NBA than in him playing in the NBA, but I also know it's possible. It's definitely NOT impossible - there is a chance. Which is why I would be hesitant to lay more than -200 this far out. Perhaps the bet could be placed closer to the end of his time at UConn. Also, terms would have to be negotiated. He may not get drafted but could try out and make a team. He could get drafted and never play in league. He could go to the D League and then move up, or bounce back and forth. He could play overseas and then move to the NBA after a few years. There's always details in bets like that that have to ironed out. This makes it hard for strangers to place bets like these - they are usually fun bets with friends. Perhaps this is an opportunity to design an app where strangers could negotiate a wager, place their money into the account, and it gets released to the winner upon settlement.