Recognizing the importance of e-commerce in 1997, Gary launched Winelibrary.com and helped grow his family business significantly from $3 million to $45 million by 2005. In 2006, with a flipcam and NY Jets bucket Gary began Wine Library TV which revolutionized the wine world. His wine reviews soon attracted over 100,000 viewers each day and his die-hard fans nicknamed themselves "Vayniacs." A business visionary, Gary also started Cinderella Wine, a flash sale website which features one wine per day beginning at 9PM EST for 24 hours sold at a severely discounted price. In 2011, he continued his mission to expand palates and breakdown wine barriers with the launch of his iPhone app Daily Grape. The new app allows viewers to watch his daily wine review show from their phone (or on the web), and add wines he has tasted to their wishlist. He also started a monthly newsletter that gives readers access to the hundreds of wines he tastes and reviews each month off camera.