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Jacob Fessler has a diverse work experience. Jacob started their career as an English Teacher at Lake Brantley High School from 2005 to 2007. Jacob then worked as a Technical Recruiter at Elite Technical Services, INC from 2007 to 2008, where they performed full-cycle recruiting for the Aerospace/Defense Industry. After that, Jacob joined Tews Company in 2008 as a Business Development & Accounts Manager - Technology, responsible for client development, contract negotiation, and relationship management. In 2016, they were promoted to Managing Director - Technology at Tews Company, where they motivated and directed sales and recruiting professionals, and grew branch revenue.

Jacob Fessler attended the University of Central Florida from 1996 to 2001, where they earned a B.A. degree in English Literature.