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Michael Cheesman has a diverse work experience spanning over several years. Michael started their career in 2005 as an Assistant Food & Beverage Manager at The Georgia Club, where they worked for 6 years until 2011. In 2012, they joined Northstar Technologies, Inc. and took on the role of an Implementation & Support Specialist for three years until 2015. Michael then moved on to M3 Accounting + Analytics in 2015 and held various roles such as Software Support Specialist, Assistant Manager Customer Support, and currently serves as a Support Manager since July 2017.

Michael Cheesman attended Colonel Richardson High School from 1994 to 1998. Subsequently, they enrolled at Chesapeake College from 1999 to 2001, although no specific degree or field of study is mentioned.