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Sean Cashwell has a diverse work experience history. Sean started their career as an Intern and Head of Community Relations for the New Mexico Thunderbirds in 2010. Sean then worked as a Marketing Intern for Bradbury Stamm later that year. In 2011, they became a Retail Service Representative for Verizon Enterprise Solutions. In 2012, they joined SumTotal Systems, LLC as a Systems Administrator I, later transitioning to the role of Systems Administrator II, specializing in FTP and Job Automation Administration. In 2014, they moved to Nationwide and held various roles including Senior Analyst, Infrastructure Engineer and Specialist, Infrastructure Engineer. From 2017 to the present, Cashwell has been with HealthEdge, where they started as a Senior Support Engineer and is currently working as a Principal Support Engineer.

Sean Cashwell attended Pitzer College from 2006 to 2007, where they studied Business. Sean then transferred to the UNM Anderson School of Management from 2007 to 2010 and obtained their degree in Marketing with a focus on Business Administration. In 2009, they participated in a Study Abroad program at the University of Sydney, also focusing on Business Administration.