6 episodes
SmartLess: On the Road - Season 1
First aired May 23, 2023Season 1
Browse all 6 episodes in this season, including available images, air dates, runtimes, ratings and episode summaries from TMDB.
Episodes
Episode 1
Tuxedos and Cool Sunglasses
May 23, 202347 min
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.
Episode 2
Sashimi!
May 23, 202343 min
The boys brave an ice storm in Boston with special guests Conan O'Brien and MIT physicist Max Tegmark.
Episode 3
Sorry, Did I Lean on Your Laugh?
May 23, 202342 min
The guys hit the Big Apple with guests David Letterman and Alexandria Ocasio-Cortez, plus an extra-special cameo.
Episode 4
Portillo's for the Burp
May 23, 202349 min
The guys head to Sean's hometown of Chicago with special guests Andy Richter, Jeff Tweedy and Mark Cuban.
Episode 5
For Tracey in Wisconsin
May 23, 202346 min
A very special Madison show with Matt Damon and a visit from Sean's sister (and fan-favorite), Tracey.
Episode 6
Time Flies Byeeee
May 23, 202351 min
The guys finish out their tour in Los Angeles with special guests Kevin Hart and Jimmy Kimmel.