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Caleb Gilbride has a diverse range of work experience. Caleb'smost recent position was as a Senior Sales Development Representative at Opkey starting in February 2023. Prior to that, they worked at NCSA Next College Student Athlete from July 2020 to February 2023, where they served as a Recruiting Coordinator. In this role, they acted as the initial contact for high school student-athletes interested in pursuing collegiate athletic careers and educated them about the recruiting process. Caleb also gained experience as a Graduate Assistant at Canisius College Athletics from August 2018 to May 2020, where they supported the Men's Basketball program. Caleb additionally worked at The Headfirst Companies as an Operations and Logistics Specialist from May 2019 to August 2019. Caleb's early career included a position at the University of Pittsburgh as the Head Manager for the Men's Basketball team from August 2014 to April 2018.

Caleb Gilbride obtained their Bachelor's degree in History and Communications from the University of Pittsburgh from 2014 to 2018. Subsequently, they pursued a Master's degree in Sport Administration at Canisius College from 2018 to 2020.