
Episodes

1. Tuxedos and Cool Sunglasses
23 May 2023 · 47 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.

2. Sashimi!
23 May 2023 · 43 min
The boys brave an ice storm in Boston with special guests Conan O'Brien and MIT physicist Max Tegmark.

3. Sorry, Did I Lean on Your Laugh?
23 May 2023 · 42 min
The guys hit the Big Apple with guests David Letterman and Alexandria Ocasio-Cortez, plus an extra-special cameo.

4. Portillo's for the Burp
23 May 2023 · 49 min
The guys head to Sean's hometown of Chicago with special guests Andy Richter, Jeff Tweedy and Mark Cuban.

5. For Tracey in Wisconsin
23 May 2023 · 46 min
A very special Madison show with Matt Damon and a visit from Sean's sister (and fan-favorite), Tracey.

6. Time Flies Byeeee
23 May 2023 · 51 min
The guys finish out their tour in Los Angeles with special guests Kevin Hart and Jimmy Kimmel.
SmartLess: On the Road Season 1: quick answers
How many episodes are in SmartLess: On the Road Season 1?
Season 1 of SmartLess: On the Road has 6 episodes, about 5 hours in total.
When did SmartLess: On the Road Season 1 come out?
Season 1 premiered on 23 May 2023.