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Brett Chatfield has a diverse work experience history. Brett currently holds the position of Vice President at Progress Ventures, where they have been working since 2020. Prior to this, Brett worked as an Associate at the same company, starting in 2020 and transitioning to their current role in 2023. Before joining Progress Ventures, they worked at KPMG US as a Senior Associate and later as an Associate in the Deal Advisory department from 2018 to 2020. During their time at KPMG, Brett also completed an internship in 2017. Additionally, they have experience in the sports industry, having worked as an Athletics Department Tutor at Bentley University from 2017 to 2018 and as a Group Leader at Our Ladys Academy from 2016 to 2018. Earlier in their career, Brett gained experience in the golf industry, working as a Caddie at TPC Boston and Wannamoisett Country Club from 2013 to 2016, and as a Pro Shop Attendant at Wentworth Hills Golf Club in 2013.

Brett Chatfield attended Bishop Feehan High School and obtained a high school diploma. Later, they attended Bentley University and completed a Bachelor's degree in Accounting.