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Phil Laak and Antonio Esfandiari are both obviously very entertaining players. They started a show called "I Bet You". Basically they are just walking around, and they make random bets about the people they are seeing, or that one of them bets that the other one can't do something.
Obviously, two very entertaining guys and the show is as well. There are full episodes on youtube that I've been watching. If you have some free time I'd recommend it