Season 3 Episode 22: Risky Business with the Brothers Riskin (#99)

This week on Deep Cuts: The Game, Jeff and Alex are joined by brothers Dan and Matt Riskin for a lively mix of workplace frustrations, high-stakes gambling, and unforgettable college-era chaos. From tales of soul-crushing office culture to stories of ambition, excess, and friendship gone off the rails, the Riskin brothers bring their trademark wit and insight to a trio of films that couldn't be more different—yet somehow fit together perfectly. Along the way, the conversation drifts into weird science facts, suggestions for funny travel gifts and plenty of laughs as everyone battles it out for Deep Cuts supremacy. Who will walk away with the points? Who will get caught making a risky pick? Tune in and find out on this week's episode of Deep Cuts: The Game.