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Samuel Brennan has a diverse work experience spanning various roles and industries. Starting from 2012, they worked as a Production Assistant for both Pastis Production and Blood Ransom, LLC. In 2013, Samuel served as a Production and Creative Intern at BCF. Samuel then joined Al Jarreau (Reservoir, Inc.) in 2014 as a Personal Assistant, where they managed the Grammy-winning singer's day-to-day tasks and schedule. In 2015, they worked as a Mailroom Clerk for Creative Artists Agency, before moving on to become an Entertainment Marketing Assistant and later an Entertainment Marketing Coordinator at the same company. In 2017, Samuel joined Observatory, where they held roles as a Brand Executive, Senior Brand Executive, and Brand Supervisor. Currently, they are working as the Brand Director at Observatory, starting in 2023.

Samuel Brennan began their education at First Colonial High School, where they attended from 2006 to 2010. After completing their high school education, they went on to pursue a Bachelor of Arts (B.A.) degree in Media Studies at the University of Virginia. Samuel studied at the university from 2010 to 2014, obtaining their degree in the specified field of study.