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Jennifer Sibley has a diverse work experience in roles such as Training Lead at HHS Technology Group since 2019, Property Manager at Sibley Rental Properties LLC since 2011, Instructional Designer at DXC Technology from 2016 to 2019, Provider Relations Specialist at State of Maine from 2012 to 2016, and Senior Team Lead at Molina Healthcare from 2010 to 2012. Jennifer'sroles have involved responsibilities such as training coordination, property management, instructional design, client relations, and team leadership.

Jennifer Sibley obtained an Associate of Science (AS) degree in Business/Medical Administration from Beal University, where they studied from 1993 to 1995. In addition to their degree, Jennifer Sibley has also obtained a certification as a Corporate Trainer from the Management and Strategy Institute in April 2017.