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Jennifer Bailey has a diverse work experience. Jennifer currently works as the Executive Director of Communications and Community Engagement at Belton ISD since December 2021. Prior to that, they served as the Director of Communications at Jarrell ISD from January 2019 to December 2021. Jennifer also worked as a Community Engagement Specialist at Georgetown ISD from August 2017 to December 2018. Before joining the education sector, Jennifer worked as a Senior Communications Administrator at Leander ISD for ten years, where they were responsible for managing mass communication and coordinating media coverage. Jennifer began their career as an Associate Producer at AMS Pictures in 2005 and gained further experience as an intern at the George H. W. Bush Presidential Library and Museum in 2004.

Jennifer Bailey received their Bachelor's Degree in Speech Communications from Texas A&M University between 2001 and 2005. Jennifer then pursued a Certification in Public Communications from Texas Christian University, which they completed between 2020 and 2021.