SmartLess: On the RoadSeason 12023 · 6 episodesEpisodes1Tuxedos and Cool SunglassesWill, Jason, and Sean kick off the tour in Washington, DC, and nervously prep for their first live show ever with special guest Will Ferrell.2Sashimi!The boys brave an ice storm in Boston with special guests Conan O'Brien and MIT physicist Max Tegmark.3Sorry, Did I Lean on Your Laugh?The guys hit the Big Apple with guests David Letterman and Alexandria Ocasio-Cortez, plus an extra-special cameo.4Portillo's for the BurpThe guys head to Sean's hometown of Chicago with special guests Andy Richter, Jeff Tweedy and Mark Cuban.5For Tracey in WisconsinA very special Madison show with Matt Damon and a visit from Sean's sister (and fan-favorite), Tracey.6Time Flies ByeeeeThe guys finish out their tour in Los Angeles with special guests Kevin Hart and Jimmy Kimmel.
