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Andrew grew up in a home sandwiched between the Intracoastal Waterway and the Atlantic Ocean in Boca Raton, Florida. At the age of 6, his father took him sailing on a sunfish on the ocean and powerboating in an 18-foot Donzi on the Intracoastal. From there, Andrew enjoyed boating, boat maintenance, and working on boats. He has been a mate on a charter sportsfishing boat.

Andrew has owned many small sailboats: US1, Laser, Catalina 14.2, Catalina 22, Oday 272, Telstar 28 as well as several powerboats. He currently owns a Rinker 270EC and a Bayliner E16. Andrew currently boats on the Finger Lakes in upstate New York.