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Dean Kelleher has worked in various roles since 2018. From 2018 to 2022, they served as an Appointment Scheduler & Receptionist at Kelleher Chiropractic, where they handled scheduling of appointments and processing of new patients to ensure constant upkeep of the office's scheduling. Dean also utilized ChiroTouch software and communication skills to process patients and maintain active workflow in the office, as well as developed and implemented interpersonal skills through greeting patients and answering phone calls. From 2018 to 2022, they were also a Supply Management Officer, Cadet (2nd Lieutenant in Training), and Assistant Supply Management Officer for the United States Army Reserve. In 2022, they began working as a Field Operations Manager for Yoshi.

Dean Kelleher is currently enrolled at Mercer University, where they are pursuing a degree in Industrial Management with a focus in Army ROTC, Military Science and Operations. Dean is expected to graduate in 2022. In March 2021, they obtained a Lean Six Sigma Green Belt Certification from the Institute of Industrial and Systems Engineers.