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Gary Vaynerchuk is a serial entrepreneur. Fresh out of college he took his family wine business Wine Library and grew it from a $3M to a $60M business in just five years. Now he runs VaynerMedia, one of the world's hottest digital agencies. Along the way he became a prolific angel investor and venture capitalist, investing in companies like Facebook, Twitter, Tumblr, Uber, and Birchbox before eventually co-founding his own VC.