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