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A member of the 1974 class of Ringling Brothers and Barnum & Bailey Clown College, he performed for five years with the Ringling Bros. and Barnum & Bailey Circus. He performed at the prestigious International Circus Festival of Monte-Carlo in 1977. Since 1982, Barry has been featured in 15 productions of the Big Apple Circus and has become that company's Director of Clowning. He conceived, co-wrote and starred in the Big Apple Circus' production Grandma Goes to Hollywood. He performed at the 6th International Circus Festival of Budapest in January 2006, where he was awarded the Special Prize from the Director of the Great Moscow Circus.
Outside the ring, he has appeared (sans makeup) 4 times on the Late Show with David Letterman. His directorial credits include comedy segments for music videos on MTV, Snappy Dance Company in Boston and CBS's Circus of the Stars. He was a creative consultant for NBC's Cheers, and served as executive producer, creator, and writer of two pilots for Nickelodeon Networks along with partner Yvette Kaplan, in which he also starred. He has directed Cousin Grumpy's comedy pig act, Carlos Swenson's comedy horse act, and his cat, Romeo.
He has two daughters, Danielle and Emily.