SmartLess: On the Road

Will, Jason, and Sean kick off the tour in Washington, DC, and nervously prep for their first live show ever with special guest Will Ferrell.

Next stop: Boston. Will, Jason and Sean brave an ice storm for two shows in one night with special guests Conan O' Brien and MIT physicist Max Tegmark.

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.

Back to the safety of a Southern California winter, the guys finish out their tour in Los Angeles with special guests Kevin Hart and Jimmy Kimmel.