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Why I stopped angel investing after 15 years, and what I'm doing instead


Plus: My interview with Oscar co-founder Mario Schlosser

When you account for the opportunity cost of capital, the extreme time horizon, the macro risks, and the possibility of having your ownership severely diluted, the potential returns need to be astronomical to justify the investment. And as my portfolio data shows (which I'll share next week), those returns simply aren’t materializing at the rate needed to offset these risks. 🏥 Why outsiders without healthcare backgrounds decided to tackle the insurance industry💰 How Oscar grew to 1.7 million members while maintaining a 60+ NPS score in a hard-to-please industry📊 The balance between denying unnecessary care and empathetically supporting members⚙️ How ICHRAs (Individual Coverage Health Reimbursement Arrangements) are disrupting traditional employer-sponsored healthcare🧶 The beginning of the unraveling of the employer markets💼 The changing employer healthcare market and why small businesses are seeking alternatives

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