Gregg Brockway is a Co-Founder and also serves as Chief Executive Officer at Chairish. He also is an Angel Investor. He is a Co-Founder of Hotwire. Brockway served as the Chief Executive Officer of Maker Media. He is a Board Member of TurnKey Vacation Rentals. Brockway co-founded TripIt and served as its President. Prior to Tripit, Brockway served at Classic Vacations and was responsible for driving its future growth strategy, overseeing all operations, and maintaining relationships within the travel-agency community. Prior to Classic, he served as Chief Product Officer of Hotwire Inc. (formerly, Hotwire.com) and led development and enhancement of its five core travel products: airline tickets, hotel rooms, car rentals, vacation packages and cruises. Brockway is one the four founding members of Hotwire. In October 2000, Brockway helped launch the site with the financial backing of six major airlines: American, America West, Continental, Northwest, United and U.S. Airways. Before Hotwire, Brockway founded Brainstormers, a consulting organization providing Internet strategy, partnership and operations consulting. Additionally, he was a director at Hellman & Friedman, a leading private equity firm where he focused on growth investments in technology and consumer service businesses. Brockway also worked at Morgan Stanley & Company in the Merchant Banking Group as a Private Equity Analyst. Brockway is a regular speaker at numerous industry conferences, including TravelCom, Internet World, eTravel, EyeForTravel and others on the topics of travel, e-commerce and revenue management. A former member of the United States Ski Team, Brockway graduated Phi Beta Kappa from Dartmouth College and holds an MBA from the Harvard Business School. He is an Advisor at Groupize. He is also a Board Member at Insightly.