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Jay was born and raised in Maryland, moving to California in 1987. He was a professional bodyboarder from 1987-1998, and during that time, also hosted, co-hosted, and did color commentary for the Bud Surf Tour, Pipeline bodyboarding championships and various other events. He has also appeared on several game shows including The Dating Game, The Weakest Link. Whammy, Don't Forget Your Toothbrush, Pet Star, On The Cover, Camouflage, and Bullseye.