CEO & Co-Founder
Gary co-founded Roofstock in summer 2015 and assumed the role as CEO to build an Internet marketplace focused on the $2 trillion single-family rental (SFR) sector. Prior to Roofstock, Gary was CEO of Waypoint Homes and co-CEO of its successor company Starwood Waypoint Residential Trust (NYSE: SWAY), where he established himself as one of the leaders of the sector as institutional capital began to transform its landscape. Prior to joining Waypoint, Gary served as both an operating executive and principal investor across a wide range of industries including hospitality, real estate, consumer Internet, and cleantech. After helping orchestrate Geolo Capital's controlling investment into Joie de Vivre Hospitality in mid-2010, Gary served as JDV's interim CEO until the company's merger with Thompson Hotels in October 2011. Prior to joining Geolo Capital in the fall of 2009, he served as CEO of GreenVolts, an award-winning solar technology start-up. Between 2001 and 2007 Gary was an operating executive with ZipRealty, where as its CFO he led the innovative Internet-based residential brokerage through its successful IPO before eventually being named its President. Gary also spent seven years with KSL Resorts, where he was instrumental in acquiring and integrating over $800 MM of hotel and resort properties. Earlier in his career, Gary worked for leading real estate industry firms LaSalle Partners and Security Capital Group. Gary holds a BA in Economics from Northwestern University and an MBA from Stanford Graduate School of Business.