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Jamie Clymer has held various executive roles throughout their career. They currently serve as the Chief Executive Officer at hh2 Cloud Services since 2022. Prior to that, they worked at FRONTSTEPS from 2016 to 2022, first as an Advisor to the Board and then as the Chief Executive Officer. They also served as an Advisor to the Board and the Chief Business Officer at Zumper Inc. from 2016 to 2017. Additionally, they held the position of Executive Vice President at RealPage, Inc. from 2013 to 2015. Before that, they were the Vice President & GM at hotpads.com/Zillow from 2011 to 2013. They also held the position of President at Rentals.com & RentalHouses.com from 2008 to 2010. Finally, they worked at Dominion Enterprises from 1999 to 2008, where they progressed from a sales executive role to Vice President and General Manager of Homes.com & Agent Advantage.

Jamie Clymer attended Kent State University from 1994 to 1998, where they earned a Bachelor of Science (BS) degree in Marketing.