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Ann G. Fitzgerald has a diverse work experience. Ann G. started their career in 2008 as a Barn Hand/Groom/Camp Counselor at August Farm. In 2011, they became a Clarinet Teacher at Medfield High School Music Department. In 2013, they were appointed Captain of UVM Equestrian Team at the University of Vermont. In 2014, they became a Receptionist at The Summer Club at Dedham Health and Athletic Complex. In 2016, they started their own business, Mountain Moon Farm at Country Cedars Farm, as a Head Trainer/Manager/Business Owner. In 2018, they were appointed Front Of House Manager at One Love Brewery. In 2019, they became Assistant Manager/Head Administrator at Dogwood Cottage (nka Riverdog Melrose). In 2020, they were promoted to Director of Customer Development at Riverdog. Most recently, in 2022, they were appointed Manager of Customer Support & Onboarding and Customer Support Team Lead at Promoboxx.

Ann G. Fitzgerald attended the University of Vermont from 2012 to 2016 and obtained a Bachelor of Arts (B.A.) in Environmental Studies.