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Stephen Rossi began their work experience in 2015 as a Summer Research Scholar at Lehigh Valley Health Network. In 2016, they interned as a Media Planning Intern at Mediavest | Spark, where they worked with client and creative agencies to determine advertising campaign placement and duration. Stephen then joined Spark Foundry in 2017 as a Planning & Research Associate, where they assisted in the creation and execution of media campaigns across various channels and served as a point of contact between clients, vendors, and creative agencies. In 2018, Stephen was promoted to Senior Strategy Associate at Spark Foundry. Stephen continued their career at Publicis One in 2019 as a Senior Strategy Associate and later as a Strategy Manager, responsible for developing and implementing strategic plans. Stephen moved to Horizon Media in 2021 as a Supervisor of Business Solutions before joining the New York City Economic Development Corporation in 2022 as a Project Manager in Marketing.

Stephen Rossi earned their Bachelor's Degree in Communication and Media Studies from Fordham University, where they attended from 2013 to 2017.