This conversation on Naked Comedy! with David Zucker became one of Tom Dreesen’s final in-depth interviews. Throughout this episode, Tom generously shares the lessons he learned over more than five decades in comedy—from becoming America’s first Black-and-white comedy team with Tim Reid, to 61 appearances on The Tonight Show, to opening for Frank Sinatra for 14 years. We are honored to preserve and share his wisdom.

In this episode of Naked Comedy!, David Zucker and Ellie Shoja sit down with legendary stand-up comedian Tom Dreesen, whose career spans more than five decades, over 500 national television appearances, 61 appearances on The Tonight Show, and 14 years touring as the opening act for Frank Sinatra.

Tom shares how he went from bartending, construction, and military service to becoming one h ...