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Jessica Rogers has more than 10 years of work experience in various roles within the insurance and education industries. Jessica is currently working as a Claims Program Manager at Hippo Insurance, where they started in July 2021. Prior to this, they worked as a Claims Manager at Olympia Claim Service from March 2021 to July 2021. From June 2017 to March 2021, they served as a Claims Supervisor at Alacrity Solutions. Before that, they worked as a Claims Examiner at Pharos Claims Service from June 2012 to May 2017. Jessica also has experience in the education sector, having worked as a Teacher at Florida Public Schools from December 2010 to June 2012.

Jessica Rogers attended the University of Central Florida from 2005 to 2010, where they obtained a Bachelor's degree in Elementary Education and Teaching.