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Jake May started their work experience in 2008 at DMF Bait Co. as a Worm Counter. In 2009, they became the Head of Security at Birmingham Public Schools until 2011. Jake then joined Power Play Marketing in 2011 as the Advertising Sales Director.

Jake May attended Oakland Community College from 2007 to 2010. Jake studied business during their time at the college. No information was provided regarding their degree or any fields of study beyond business.