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Jessie Glenn has a diverse work experience starting in 2018. From June to September 2018, they worked as a Business Affairs Intern at RPA. In early 2019, they were a Production Intern at the Santa Barbara International Film Festival. In 2019, they joined TBWA\\Chiat\\Day, first as a Production Coordinator from August 2019 to April 2021, and then as an Associate Producer from April to September 2021. Following that, they worked at Best Buddies International as a Manager of Communications & Stewardship from December 2021 to May 2022, and currently holds the position of Deputy Director of Communications & Stewardship from May 2022. Additionally, Jessie worked as a Marketing & Sales Associate at Whiskey and Leather from May 2017 to June 2019, and as a Social Media Intern & Sales Associate at Miss Behavin' Boutique from April 2017 to June 2019.

Jessie Glenn obtained a Bachelor's degree from UC Santa Barbara between 2015 and 2019. The degree comprised studies in Communication B.A. and Psychology B.A.