
Toyin Ajayi: Building a Multi-Billion Dollar Business That Delivers Healthcare Equity
In this episode, Stan interviews Dr. Toyin Ajayi, a physician, entrepreneur, and co-founder of Cityblock Health. They discuss the challenges of healthcare delivery for underserved populations, building trust, value-based care, entrepreneurship, and lessons in negotiation and persuasion. 00:00 - Introduction: The Art of Selling as a CEO 00:18 - Meet Dr. Toyin Ajayi & Cityblock Health 00:37 - Toyin’s Journey: Gaps in Medicaid Healthcare 01:48 - The Revolving Door of Healthcare 03:13 - Redesigning Care for Real Impact 04:33 - Problems Cityblock Health Solves 06:30 - Burnout & Moral Injury in Healthcare 08:09 - Aligning Incentives: Patients, Providers, Payers 09:02 - How Cityblock’s Model Works 10:00 - Negotiating with Insurers & Enterprise Sales 13:09 - Value-Based Arrangements & Preventative Care 15:40 - Misaligned Incentives in Healthcare 18:46 - The Role of Regulators & CMS 20:05 - Administrative Complexity in US Healthcare 22:05 - Building Trust with Patients 24:05 - Anecdotes: Earning Patient Trust 27:00 - For-Profit with a Mission: Aligning Investors & Impact 29:45 - Current Events: Medicaid Policy & Technology 32:00 - Advice for Entrepreneurs: Negotiation & Listening


