1996 saw him winning the American Comedy Award for Best Comedian. Regan made his first appearance on the Late Show with David Letterman in 1995, become a regular guest every year since. His material is still incredibly sharp and engaging, focusing on creating not just laughs but good laughs. Brian Regan enjoys the reputation as a clean comedian, but the lack of profanity doesn't come from any particular moral bent and he is widely respected by his peers. A move to New York followed in 1986 and two short years later he was a headliner as well as the winner of the K-Rock/Miller Lite Funniest Person in New York Contest. By the end, Regan was ready to tour as a middle act. He worked out his stuff for over two years in the club, even occasionally flirting at the beginning with prop comedy. By 1981 he had immersed himself into the world of stand-up, even taking a job as a greeter and cook for the Comic Strip in South Florida. He finally completed the last ten credits to his degree in 1997. By senior year he had quit college to pursue comedy full time. From his first performance at a Fort Lauderdale club he was hooked. As a sophomore, he discovered stand-up and began to pursue it. His football coach noticed his creative bent and encouraged him to explore theater. His brother was a writer on the sitcom "The King of Queens." Regan attended Heidelberg College in Ohio, majoring in accounting and playing football for the school. Brian Regan grew up one of eight children in Miami.
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