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Drawing on inspiration from Steve Martin, Regan spent the mid-'80s entertaining crowds across the U. before settling down in New York City in 1986 (where, he would later say, he lived in an apartment that was so small, he kept his goldfish in a shot glass).
Two years later, he won the Miller Lite Funniest Person in New York award, good for 10,000 dollars.
Regular appearances on The Late Show with David Letterman and Late Night with Conan O'Brien followed.In 1981, Regan began working as a short order cook and host at the Comic Strip in his homeland of South Florida.Soon he became the club's MC and spent two and a half years on its stage before hitting the road.Around that time, Regan relocated his family to Las Vegas, and in 2007 he signed a deal with Comedy Central for two one-hour standup specials, resulting in that year's Standing Up and 2008's The Epitome of Hyperbole.
Both aired on the cable network and were released on DVD by the Comedy Central label.After toiling underground for a decade, his television-friendly act paid off in the '90s.