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Jessica Twynam's work experience includes various roles in the education and leisure industries. Jessica started in 2019 as a Volunteer Staff at The Connection, where they taught special needs children how to swim. In 2019, they also worked as a Lifeguard/Front Desk Assistant at Fairmount Country Club, where they ensured the safety of club members and assisted with administrative tasks. In 2021, Jessica worked as an Assistant Toddler Teacher at Little Friends of Chatham, where they provided care and instructional guidance to toddlers. In 2022, they became a Teacher Assistant at The Goddard School, assisting lead teachers in curriculum lessons and classroom management. Currently, Jessica is a Substitute Teacher at the School District of the Chathams.

Jessica Twynam attended Chatham High School, but no specific years were provided. Jessica then enrolled at Texas Christian University from 2021 to 2025. However, no information was given about the degree or field of study pursued at either institution.