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Caylin Waller has worked in a variety of roles since 2016. Caylin began their career as a Temporary Associate at Atrium Staffing. Caylin then worked as a Teaching Assistant at Manhattan Staffing in 2017. That same year, they also worked as an Actor for ArtsPower National Touring Theatre. In 2018, they were a Graphic Designer at Ada Conservatory of Music. In 2020, they began working as a Marketing and Development Intern at Transport Group, a Graduate Student at New York University, a Head Teacher and Associate Teacher at Rodeph Sholom School, and the Chief Executive Officer and Co-Founder of Theatre Advocacy Project.

Caylin Waller earned a Bachelor of Fine Arts from Central Michigan University in 2016, with a major in Musical Theatre. Caylin then went on to pursue a Master of Arts from New York University in Performing Arts Administration, which they are expected to complete in 2022.