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Alessandra Caruso has held various positions over the years, beginning with their role as Student at Northwestern University in 2015. In 2016, they were Co President, Treasurer for Deering Days, as well as Field Director and Events, Visibility, and Outreach Director for the Caroline Simmons Campaign for State Representative. In 2017, they were an American Masters Intern (PBS) for WNET New York Public Media and PR Committee for NU Gives Back. In 2018, they were a Summer Intern for The Local Foreigner. From 2019 to 2021, they held the roles of Associate Director of Editorial, Design & Creative and Editor for Creators Syndicate, and in 2021 they became a Freelance Writer and Editor for Brio Systems.

Alessandra Caruso began their educational journey at Greenwich Academy, which they attended from 2008 to 2015. Alessandra then went on to pursue a Bachelor's degree at Northwestern University, where they studied English Literature, Sociology, and Integrated Marketing and Communications (IMC) from 2015 to 2019. During their time at Northwestern, they also took part in the CIEE Central European Studies Program at Charles University in 2017.