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Gary is a seasoned technology-marketing executive, he founded web development and e-commerce firm Digital Media in 1994, where he served as the chief executive officer. In 1998 co-founded Synergy, a performance based online marketing firm, where he served as the President/CTO. During his tenure at Synergy he generated over $2 billion in revenues for its clients including GoToMyPC/Citrix, Oracle, Chase, Nortel, HP, Bank of America, and CitiBank.