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Jenna Masotta has a diverse work experience spanning various industries. Jenna started their career in 2007 as a Dance Instructor at Wolcott Dance Academy. In 2011, they worked as a News Intern at NBC Connecticut. From 2007 to 2015, they served as the Lingerie Category Manager at Victoria's Secret. Jenna then transitioned into the digital marketing field, working as a Digital Account Manager at Treehouse Internet Group from 2015 to 2017, and later as a Senior Account Manager from 2017 to 2019. Currently, Jenna holds the role of Manager of Account Services at the same company. In this position, they are responsible for leading the Account Management team and ensuring client satisfaction and growth.

Jenna Masotta attended the University of Connecticut from 2007 to 2011, where they earned a Bachelor of Arts (BA) degree in Journalism and English.