Will, Jason and Sean hit the Big Apple for another set of shows and an obscene amount of room service. With guests David Letterman and Alexandria Ocasio-Cortez, plus an extra-special cameo from a friend in town.

Will, Jason and Sean (mostly) drop the banter for a moment to discuss their childhoods on the way to Sean's hometown of Chicago. With special guests Andy Richter, Jeff Tweedy and Mark Cuban.

A very special Madison show with Matt Damon and a visit from Sean's sister (and fan-favorite), Tracey.