Jon Favreau, Janeane Garofalo and Sandra Bernhard
Christopher Moltisanti really wanted to get into Hollywood. He tried screenwriting and even acting class. His cousin's girlfriend worked for Jon Favreau and managed to get him onto a New York film set, where Favreau was directing Janeane Garofalo and Bernhard. Chrissie offers up some ad-lib dialog. But before long, his cousin's girlfriend steals his heart and the future director of Iron Man steals his script ideas.
"You're robbing a benefit concert, you know that, right?" Years before he found fame mocking the rich and famous as blogger Perez Hilton, Mario Lavendeira played a college student on the wrong end of a mob-related stickup. In the Season 3 episode, getaway driver Jackie Jr. literally pees himself. Perez actually wrote about the show fairly often, even after it finished, once musing about the series' mysterious finale. And of course, making sure to blog about it when an actor's son got himself arrested.
Years before he was the voice of Lego Batman, Will Arnett fought crime in a different way, starring as an FBI agent on The Sopranos. The future Arrested Development cast member appeared in two episodes as husband to the FBI agent who went undercover to try to flip Adriana, in what became one of the show's saddest stories.
Will Arnett wasn't the only member of the Bluth family to make an appearance on The Sopranos back in the day! Tony Hale played a nurse tending to Uncle Junior in the show's third season, more than ten years before his debut on HBO's Veep.
David Lee Roth
The Executive Game was a high stakes night of poker organized by Tony's father and uncle, which Tony took over and for a brief time, handed to ex-con Feech La Manna. It's the game Tony and Jackie Aprile Sr. once robbed as kids and somehow lived to tell about it. The game is packed with celebrities who made cameos as themselves: NFL Hall of Famer Lawrence Taylor, the late Frank Sinatra, Jr., and none other than Diamond Dave himself, Van Halen frontman and solo artist David Lee Roth. Yeow!