A unique point of view on sports history — reliving it through the lens of a sports bet. In each episode, ESPN’s Mike Greenberg sits down with a different bettor and hears the upbeat, fun, and comedic tales of bets with high stakes and unbelievable consequences.
Episode 1
The story of ophthalmologist Steven Friedlander who won a long-shot bet in one of the most dramatic Kentucky Derby races ever, only to find out the incredible payout wasn’t at all what he anticipated.
Episode 2
The story of a diehard Cincinnati Bengals fan sleeping on his roof until the his team wins a game.
Episode 3
A special education teacher enjoying a spectacular winning streak of March Madness picks, but haunted by his unorthodox betting style.
Episode 4
A last-place fantasy football loser forced to take ballet class as punishment, where he meets a classmate who changes his life forever