Our Team
Jason DaWayne Smith
Principal: BetterCo Ventures
Executive Partner
“We started Chicago Brothers to build the kind of community I once needed — one rooted in trust, growth, and the belief that our presence should shape the future, not fight to enter it.”
Andrew Harris
Sr Account Director: The OLIVER Agency
Executive Partner
“We’re here to make mentorship more than a moment — we’re making it a movement of legacy.”
Al Hawes
Director Brand Partnerships: Front Office Sports
Membership Lead
“We’re not just opening doors — we’re building new rooms where our voices lead the conversation.”
Lewis Williams
Founder: The Williams Creative Group
Branding and Marketing Co-Lead
“After decades in this industry, I know the power of being seen and heard. Chicago Brothers ensures the next generation doesn’t have to walk this path alone — they walk it supported, empowered, and ready.”
Sean Smith
Agency Development: Roundel
Community Impact Co-Lead
“Chicago Brothers is about building a community where support is real, impact is shared, and success becomes a collective story.”
Bryan Lee
Sr Partner Development Manager: Amazon Web Services
Branding and Marketing Co-Lead
“The stories we tell — and who gets to tell them — shape the future of our industry. Chicago Brothers is about owning our narrative and making space for more of them.”
Ryan Horton
Agency Development: Roundel
Community Impact Co-Lead
“As a newer voice in the industry, I know how powerful it is to feel seen and supported. Chicago Brothers is about making sure no one has to navigate this journey alone.”
Jeffrey Osuji
Co-Founder: Eventnoir
Partnership Lead
“Chicago Brothers is about turning potential into power — one connection at a time.”