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Jennifer Dickens has a diverse and extensive work experience in the education sector. Jennifer is currently working at BASIS Independent Schools as the Associate Head of School, Upper, a role they started in May 2023. Prior to this, they were the Director of Student Affairs, Grades 6-12, at the same school since July 2021. In this role, they managed a team and developed a new social-emotional learning curriculum. Before joining BASIS Independent Schools, Jennifer worked at Public Preparatory Network as a Teacher Leader for 6th grade Social Studies from August 2015 to July 2018. Jennifer was involved in various leadership activities, such as leading the hiring of new principals and arranging meetings with notable figures. Jennifer's career also includes a role as a Teacher at Killeen ISD, where they taught 8th-grade U.S. History and AVID from August 2012 to the present. In this role, they achieved high student passing rates and was recognized as Teacher of the Month.

Jennifer Dickens completed their education with a Master of Arts in Curriculum and Instruction from Angelo State University, graduating in 2013. Prior to that, they obtained a Bachelor of Arts in History from the same university, where they studied from 2008 to 2010. Jennifer also possesses additional certifications in Generalist 4-8 and Social Studies 7-12, obtained from the Texas Education Agency. The specific months and years of obtaining these certifications are not provided.