Comedian David Steinberg sits down with two of the greatest stand-ups of all time, Don Rickles and Jerry Seinfeld, for revealing and funny conversations about the craft of comedy. Rickles shares how he perfected the art of the comedic insult, the secrets behind his live shows, his move into film, and his longtime friendship with Frank Sinatra. In a separate backyard chat, Seinfeld opens up about what defines a stand-up comic, his early thoughts on the show Seinfeld, and the discipline behind his humor. The episode also features rare footage of both performing for U.S. Presidents, with Rickles at Ronald Reagan's second inaugural and Seinfeld at a White House tribute to Paul McCartney. It is a true masterclass in timing, wit, and the evolution of stand-up comedy.

David Steinberg interviews Robin Williams and Jonathan Winters to discuss their legendary comedy careers, both on the screen and on stage.

David Steinberg interviews Ellen DeGeneres and Tim Conway, TV comedy stars known for stand-up and their gift for entertaining live audiences.

Host David Steinberg interviews the show business legends, lifelong friends who got their start writing for television variety shows and became comedy motion picture directors, each with a string of classic box office blockbusters to his name.

Host David Steinberg talks to a pair of television stars who got their starts in standup comedy but became known for shows that hilariously blended reality and fantasy, pushing the limits of the sitcom format.

Host David Steinberg interviews Curb Your Enthusiasm creator Larry David about his formative years and his choice of comedy over his family's career preference of mailman and the creative struggles of his Saturday Night Live and Seinfeld years.

Host David Steinberg interviews a trio of comedy greats about their early encounters with show business legends. Billy Crystal talks about his memories of opening for Sammy Davis Jr., Martin Short recalls meeting Jerry Lewis, whom he has often imitated, and Brad Garrett reveals the innocent joke that got him exiled from opening for Frank Sinatra.

Host David Steinberg interviews comedy actors Steve Carell, who charts the rise of his career from improvisation training to TV and movie stardom; and talks to Carell's 40-Year-Old Virgin costar Jane Lynch, who recalls that her passion for performing and comedy began early, and praises one of her key influences, Carol Burnett.

Host David Steinberg interviews comedian and actor Chris Rock, who talks about his influences including his minister grandfather and Eddie Murphy, the type of material that plays across all cultural boundaries, his respect for Bill Cosby and Richard Pryor, and his struggle for fame and success in the years after he left Saturday Night Live.