Pete Holmes created and developed Crashing as an HBO original series back in 2017, with the assistance of executive producer Judd Apatow. Apatow, who is best known for directing such classic comedy films as Knocked Up, The 40-Year-Old Virgin, and Funny People, also helmed 3 episodes of the show as a director, including the pilot. Holmes stars in the series as a fictionalized version of himself, alongside a number of incredible comedic talents including Artie Lange, Lauren Lapkus, George Basil, T.J. Miller, Hannibal Buress, Bill Burr, John Mulaney, and Severance‘s Zach Cherry.