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Madison Reeser's work experience began in 2018 as a Lifeguard at Howard Community College. In 2019, they worked as a Kitchen Food Server at Turf Valley Resort and also served as a Club Hockey Team Marketing Intern at West Virginia University. In 2020, Madison worked as a Campus Influencer at Howard Community College. In 2021, they held positions as a Safety Security staff member at Landmark Event Staffing Services Inc during the NFL Draft and as an Operations Coordinator at Certified Basketball. From 2022 to 2023, Madison worked at Soccer Shots DC/MD/VA, first as a Coaching Team Intern and later as a Recruiting Coordinator. Currently, in 2023, they are employed as a Daily Sports Program Manager at Volo Sports.

Madison Reeser pursued their education at West Virginia University, where they obtained a degree in Sports Management with a focus on Marketing/Advertising. Madison attended this university from 2019 to 2021. Prior to that, they attended Howard Community College from 2017 to 2019, where they earned an Associate's degree in General Studies.