19 Aug 2025
1h 37m

Mark Bertolini - Performance During Pain - [Invest Like the Best, EP.438]

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Invest Like the Best with Patrick O'Shaughnessy

In this episode of Invest Like the Best, Patrick O'Shaughnessy interviews Mark Bertolini, former CEO of Aetna and current CEO of Oscar Health. Bertolini shares his leadership story, marked by a severe skiing accident and his son's cancer battle, which reshaped his perspective on healthcare. The conversation covers his early life, career, and his approach to fixing broken companies, including his work at Aetna, where he implemented employee-centric policies that significantly boosted shareholder returns. Bertolini advocates for eliminating employer-sponsored insurance in favor of individual choice-based plans and discusses Oscar Health's technology-driven approach to disrupting the healthcare industry. He also delves into his experiences at Bridgewater, his Eastern belief system, and his philosophy of servant leadership, emphasizing curiosity, courage, and the importance of helping ordinary people achieve extraordinary things.

Outlines

Part 1: Introduction and Personal Challenges

Part 2: Leadership Philosophy and Healthcare Vision

Part 3: AI, End-of-Life Care, and Personal Purpose

Part 4: Values, Mission, and Career Transitions

Part 5: CEO Role, Learning, and Reflection

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