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Cavan Reilly has a diverse work experience spanning multiple industries. From 2012 to 2015, they worked as a Lifeguard at Lakeside Country Club, where they were responsible for ensuring the safety of swimmers and operating challenge courses. In 2016, they gained experience as an Intern at Knock Out Representation and also joined the Billiken Athletics Event Management and Marketing Team at Saint Louis University. In 2017, they interned at the Harris County - Houston Sports Authority and worked as a Timer at TRXC Timing, LLC. From 2018 to 2020, they worked as an Online Candidate Specialist at Google. In 2020, they joined ROKA as a Customer Operations Specialist before being promoted to the role of People Operations Manager in August 2021. Additionally, they co-owned The Photo Bus DFW from 2015 to January 2022.

Cavan Reilly attended St. John XXIII College Preparatory for high school. After completing high school, Cavan enrolled at the Richard A. Chaifetz School of Business at Saint Louis University, where they pursued a degree in Human Resource Management and Sports Business. Additionally, Cavan studied at the University of Galway; however, no specific information about degrees or fields of study was provided.