Jessyca Dudley
Founder CEO @Bold Ventures
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WORK HISTORY
Founder CEO @Bold Ventures
Chicago, IL, US
Leading a movement to transform philanthropy from transactional giving to systemic change. At Bold Ventures, we empower wealth holders to challenge outdated models, redistribute resources, and drive bold, equity-centered solutions. Partnering with top foundations, donor communities, and changemakers, we catalyze impact through relationship-building, repair, and reimagined philanthropy. To date, we’ve channeled over $60 million to BIPOC-led organizations.Clients include: Arnold Ventures, the Black & Brown Collective for Community Solutions to Gun Violence, Chicago Community Trust, Chicago Sports Alliance, Democracy Fund, IFF, Illinois Children\'s Healthcare Foundation, Marc & Jeanne Malnati Family Foundation, Common Future, Michael Reese Health Trust, the Missouri Foundation for Health, Oak Park-River Forest Community Foundation, the Partnership for Safe and Peaceful Communities, and Pritzker Traubert Foundation among others.
EDUCATION
University of Illinois Chicago
MPH, Maternal and Child Health
Skidmore College
BA, Gender Studies
Just Economy Institute
Fellow
ABOUT JESSYCA DUDLEY
I believe philanthropy isn’t just about moving money—it’s about mobilizing resources to reimagine futures.As the founder and CEO of Bold Ventures, I partner with families, foundations, and funder networks to shift power, build trust, and move resources into the hands of BIPOC-led movements. My work is rooted in autonomy, restoration, and bold action—ensuring divested communities have not only access to capital, but the ability to shape its use.With over a decade of experience in philanthropy and social impact, I’ve advised donors on equity-centered strategies, managed multimillion-dollar portfolios, and facilitated learning journeys to deepen values-aligned giving.HighlightsTransformational Funding: Directed over $50M to BIPOC-led organizations through Bold Ventures, building capacity and influence for grassroots leaders.Strategic Growth: Increased philanthropic investment by 20% as Executive Director of a national network, expanding support for equity-driven initiatives.Impact for Equity: Managed portfolios focused on racial justice, community healing, and long-term systems change.Recognized Leadership: Named a 2024 Notable Black Leader by Crain’s Chicago Business for championing reparative philanthropy.Thought Partnership & Influence: Selected for the Just Economy Institute, where I explore bold strategies to redesign capital for collective liberation.
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