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Sarah Winters has a diverse work experience. In 2014, they started working as a Teaching Artist, although the company they worked for is unknown. Sarah also worked as a Full Spectrum Doula for DONA International starting in July 2014. In 2015, they became a Costume Designer for Watertown Children's Theatre. From October 2017 to October 2019, they worked as a Manager/Key Holder at Follow The Honey. Sarah joined the Mosesian Center for the Arts in 2019, first serving as a Registration and Student Services Manager from October 2019 to June 2020, then transitioning to the role of Summer Program Director & Arts Education Coordinator from June 2021 onwards.

Sarah Winters attended Lesley University from 2011 to 2015, where they obtained a Bachelor of Arts (BA) degree in Expressive Art Therapy. In addition to their degree, they also completed a Professional Florist Training Program at the Cass School of Floral Design in November 2019. Furthermore, in August 2014, they participated in a Childbirth Education & Birth Doula Workshop offered by DONA International.