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Trip Goodloe has had a long and successful career in the technology industry. In 2004, they began as the COO of MonsterCommerce. In 2006, they moved to Network Solutions as VP. In 2008, they took on the role of HR at Juggle.com. In 2012, they became GM of ClickableNames.com, a company that provides brokerage services. In 2013, they were appointed COO of GirlsAskGuys.com. Most recently, in 2020, they became the Senior Vice President Operations of Clever Real Estate.

Trip Goodloe obtained a Bachelor of Arts in Economics from Denison University between 1996 and 2000. Trip then attended the University of Missouri-Columbia from 2002 to 2004, where they earned an MBA. Prior to that, they attended MICDS from 1988 to 1996.