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Reagan Pufall has held various roles throughout their career. Reagan started as a Litigation Attorney at Nilles, Hansen & Davies in 1988 and ended their tenure in 1994. From 1995-2000, they served as the Chief Operating Officer & General Counsel at North Dakota Workers Compensation. Reagan then joined Berkshire Hathaway in 2001 and worked as the Vice President of Claims until 2009. Following this, they took on the role of Vice President of Claims at Berkshire Hathaway Homestate Companies from 2009 to 2015. In 2016, Reagan became the President & CEO at Omaha National, where they are currently employed.

Reagan Pufall obtained a Bachelor of Arts degree in Economics and Political Science from Haverford College, completing the program from 1978 to 1983. Subsequently, from 1983 to 1986, Pufall attended The University of North Dakota School of Law, receiving a Juris Doctor (JD) degree. In 1985, Pufall briefly studied at Georgetown University Law Center, focusing on law without obtaining a specific degree.