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Madison Masloff's work experience includes being a Senior Marketing Associate at CRC Companies starting in June 2023, a Marketing Associate at CRC Companies from June 2021 to June 2023, an Artist & Entrepreneur at Madison Masloff Designs from 2016 to November 2022, a Sales Associate at Finch - Men's & Women's Clothing from June 2015 to June 2021, a Creative Marketing Intern at CRC Companies in June 2020 to August 2020, a Junior Designer at citizen from August 2019 to January 2020, a Graphic Design Marketing Intern at Single Baked Sweets from May 2019 to September 2019, and an Executive Assistant & Project Specialist at Affinity Management from May 2019 to September 2019. Additionally, they were a Features Writer at The Cavalier Daily from January 2018 to September 2019, a Marketing and Communication Assistant at the University of Virginia Darden School of Business from May 2018 to August 2018, and a Student Athlete for NCAA from August 2017 to August 2018.

Madison Masloff completed their Bachelor's degree in Media Studies from the University of Virginia in the period of 2017 to 2021. In June 2022, they obtained User Experience Design Remote certification from General Assembly, an online institution. Additionally, in June 2020, they completed the UVA Career Center + Radify Foundations: User Experience Design program offered by Radify Labs.