In May of 2024, Skyler began to solo produce a monthly comedy show called Leg Day Comedy. Weirdly, it ran at a dog-friendly cafe in the East Village through the end of the year, even though it was already called Leg Day Comedy. He just liked the name.

Then, one of Skyler’s friends was like “Hey, you idiot, why aren’t you running it at a gym?” He agreed that it should be run at a gym, and he quickly found a home for the show at a fantastic gym on the Lower East Side called 720 Strength.

Since the first show there in January 2025, the show has blossomed into one of the most electrifying indie shows in New York City, featuring comics such as:

  • Michael Longfellow (SNL)

  • Jon Rudnitsky (Curb Your Enthusiasm)

  • Wally Baram (Overcompensating)

  • Anthony Moore (Tires)

  • Caitlin Peluffo (Late Show)

  • Tommy Brennan (SNL)

  • Maddy Smith (MTV)

  • Matthew Broussard (Comedy Central)

  • Lucas Zelnick (Netflix Is A Joke)

  • Maddy Kelly (Tonight Show)

  • Carmen Lagala (Late Show)

  • Drew Dunn (Tonight Show)

  • Dina Hashem (Daily Show)

  • Shafi Hossain (Peacock)

  • Isabel Hagen (Tonight Show)

  • Kaneez Surka (Netflix)

  • Rojo Perez (Tonight Show)

  • Chloe Radcliffe (Comedy Central)

  • Ashton Womack (Daily Show)

  • Olivia Carter (Funny AF with Kevin Hart)

  • And more!

For more info on the show, visit legdaycomedy.com.