The most impactful leaders understand that influence extends beyond their organizations. In this Masterclass, Jessyca Dudley, Founder and CEO of Bold Ventures, shares how founders, executives, and investors can think more strategically about the role of capital, relationships, and decision-making in creating lasting change. Drawing on more than 15 years of experience directing resources to underserved communities and advising philanthropic and corporate leaders, Jessyca will explore how today's leaders can align values with action, build trust with stakeholders, and create impact that extends far beyond traditional philanthropy.
Jessyca Dudley (she/her) is an experienced social sector leader and strategic advisor who has supported individuals and organizations to shape their strategy, implementation, and learning to advance racial equity. Jessyca Dudley is a pioneering leader reimagining wealth's role in society through community-driven leadership and equitable systems. As Founder and CEO of Bold Ventures, she has directed over $60 million to BIPOC-led organizations, creating equity-centered funding strategies that disrupt traditional philanthropy and support divested communities.
Jessyca draws on over 15 years of social sector expertise, having led Chicago African Americans in Philanthropy and served as a Director at Arabella Advisors. Jessyca’s impact also includes co-founding the South Side Giving Circle and teaching at the University of Chicago, where she inspires the next generation of philanthropic trailblazers. With a Master of Public Health from the University of Illinois Chicago and a Bachelor’s in Women’s Studies from Skidmore College, she champions a strategic, evidence-based vision for equitable capitalism.
