Fireside chat with Cityblock Health CEO & co-founder Toyin Ajayi, M.D. on the $116m Series E and the Homeward acquisition

Toyin Ajayi, MD, Co-Founder and CEO at Cityblock Health, sat down with HTN's Kevin O'Leary on August 20, 2026 to discuss the $116 million Series E and Homeward Health acquisition, the shifting Medicaid and Medicare Advantage funding landscape, and how Cityblock is using AI to scale care for its highest-need members.