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Dewey Gilbert has a diverse work experience spanning over several decades. Dewey began their career as a database administrator and systems developer at Thousand Trails in 1985. In 1998, they joined AdvoCare International as an IT Director and held the position until 2003. During their tenure, they demonstrated strong leadership and expertise in managing IT operations. In 2015, they transitioned to Equity LifeStyle Properties, Inc. as the Director of Application Development and Support. In this role, they successfully facilitated the transition from traditional to agile development methodologies, improving product development and employee productivity. Dewey is passionate about learning new technologies and optimizing complex systems and applications.

From 1979 to 1983, Dewey Gilbert attended Millsaps College, where they obtained a BBA degree with a focus on Accounting.