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Trip Goodloe has held various positions in the tech industry since 2004. In 2006, they were the Vice President at Network Solutions. Trip then moved on to MonsterCommerce as the Chief Operating Officer in 2004. In 2008, they joined Juggle.com as the Head of Human Resources. In 2012, they were the General Manager at ClickableNames.com, where they managed a team of 15 providing brokerage services. Most recently, in 2020, they were the Senior Vice President of Operations at Clever Real Estate, a platform that guides users through the process of interviewing real estate agents.

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