Toyin Ajayi is a board-certified family medicine physician and the co-founder and CEO of Cityblock Health, a New York-based company that builds neighborhood-rooted care for Medicaid and dually eligible patients - the people most health systems treat last. She co-founded the company out of Google's Sidewalk Labs in 2017, took the CEO seat in 2022, and has grown it into a roughly $6 billion business serving hundreds of thousands of members. Trained at Stanford, Cambridge, and King's College London, she practiced in safety-net hospitals and ran a clinic in Sierra Leone before deciding the system itself needed rebuilding. Her current obsession: making the most vulnerable patients the proving ground for AI in medicine.
Tobenna Arodiogbu is the co-founder and CEO of CloudTrucks, a San Francisco-based technology platform that gives independent truck drivers and owner-operators an all-in-one digital toolkit - from instant non-recourse payments and load booking to compliance management and business analytics. Born in Enugu, Nigeria, Arodiogbu previously co-founded Scotty Labs, an autonomous vehicle remote-operations startup that was acquired by DoorDash in 2019. CloudTrucks has raised over $141 million, including a $115 million Series B at an $850 million valuation led by Tiger Global and Menlo Ventures, making it one of the most well-funded platforms serving the backbone of American freight.
Uriridiakoghene 'Ulili' Onovakpuri is a trailblazing venture capitalist who spent 10+ years at Kapor Capital, rising from analyst to Co-Managing Partner and co-raising the firm's largest-ever fund - $126M Fund III in 2022. One of very few Black female managing partners in VC history, she backed 70+ companies with a focus on digital health, health tech, and people operations, while also founding the longest-running VC fellowship program for underrepresented individuals. Her own childhood diagnosis of Juvenile Rheumatoid Arthritis in Hunter's Point, San Francisco, where she grew up, directly shaped her conviction that healthcare access is a systemic justice issue. In May 2025 she departed Kapor Capital for what she called 'a purposeful pause,' and has since joined Motley Fool Ventures as a Venture Partner.