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Michael Leishear has a diverse work experience spanning several industries and roles. Michael started their career in 1994 in the U.S. Coast Guard, where they served as a Boatwain's Mate Third Class. After two years, they joined the Maryland Natural Resources as a Police Officer Corporal and worked there for 12 years. In 2011, they transitioned to a security role in the government sector and stayed there until 2015. In 2016, they became the Marketing Director at Melaleuca:The Wellness Company, where they continue to work.

Michael Leishear attended St. Vincent Pallotti High School from 1989 to 1993, where they obtained a Diploma with a focus on Business Administration and Management, General. Additionally, they obtained an Instructor certification from the Maryland Police Training Commission in July 2004.