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Reagan Jeffers has extensive work experience in the insurance industry. From 2008 to 2011, they worked as a Group Sales Representative at Mutual of Omaha. In 2012, they joined Lockton Dunning Benefits as a Business Development and Health Risk Transfer Specialist, where they worked until 2013. In 2013, they moved on to work at Reliance Standard as a Regional Medical Stop Loss Sales Specialist, a position they held until 2016. Since 2016, Reagan has been working at Stealth Partner Group, an Amwins Company, as an Assistant Vice President of Sales.

Reagan Jeffers attended Amarillo High School from 1994 to 1997, but did not receive any specific degree or field of study during this period. From 1997 to 2001, Reagan Jeffers pursued a degree in Marketing at Texas Tech University.