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Sinead O'Sullivan has a wide range of work experience. Sinead began in 2015 as a Peer Mentor Coordinator, Peer Mentor, and 7th Grade Spanish Teaching Assistant at Francis W Parker Charter Essential School. In 2018, they were a Summer Program Intern at TECHNOCOPIA and a Harriet Newhall Fellow and Equestrian Admissions Fellow at Mount Holyoke College, where they evaluated and recruited athletes interested in the college equestrian program, gave tours of the equestrian center, and answered a wide variety of questions. In 2019, they were a Summer Residential Counselor at YOU, Inc. and in 2020, they were a Legislative Intern at the Massachusetts State Senate. Sinead is currently the Director of Customer Success at ARI Athletics.

Sinead O'Sullivan attended Francis W Parker Charter Essential School from 2012 to 2017 and then went on to Mount Holyoke College where they graduated in 2021 with a degree in Clinical Psychology.