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Michelle DiFebo Freeman

Michelle DiFebo Freeman is the owner and CEO of the Carl M. Freeman Companies, a Real Estate company established in 1947, that specializes in land acquisition, land planning, development and redevelopment, and the management of award-winning, amenity-rich residential communities, neighborhood shopping centers and commercial properties. Carl M. Freeman Companies also owns and operates two golf courses including, Bayside, an 18-hole, award-winning Jack Nicklaus Signature Course in Fenwick Island, DE. Michelle is president and chairman of the Carl M. Freeman Foundation, which has been giving grants to organizations where her employees live, work and play since 1960. She is the founding Chair of the Joshua M. Freeman Foundation, which honors her late husband Joshua Freeman by providing arts and arts education to create opportunities to elevate the human spirit. She was the visionary of the Foundation’s first program: The Freeman Arts Pavilion, a venue that provides diverse arts performances as well as arts access programs for local schools and the community at large which celebrated its 0ne millionth audience member in 2024. She has co-produced four documentaries including the 2022 Don’t Make Me Over, the story of Dionne Warwick’s life and career. Among the numerous awards for business and philanthropic leadership, Michelle received the 2024 Gordon & Llura Gund Lifetime Hero Award from the Athletes for Hope foundation. Michelle is a James Beard Foundation Trustee and sits on the Georgetown University Entrepreneurship Advisory Group at McDonough School of Business. Freeman is a minority partner in Monumental Sports and Entertainment, which owns Capital One Arena and the Washington Capitals, Stanley Cup champions, as well as the Washington Wizards and the 2019 WNBA champions, the Washington Mystics. Freeman is also an investor in the Washington Spirit Soccer Team. She was a founding member of WE Capital, a group of female investors that invest in women-led businesses and initiatives. Freeman is most proud of her three children, daughter-in-law, and two granddaughters.