No one really expects to win these loyalty bets. The only way to "win" these kinds of bets is if you lose $10 but convince yourself you got more than $10 worth of good feelings out of it. Either way, they got your $10 for risking nothing. So by all means have fun, frame your betting stubs as a collection and hang with your old style paper tickets, programs, and other paraphernalia in your Tech Room as a loyalty chotzkie, but don't bet anything significant if you are actually counting on a payout.