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D is for Dead: Why Staying Private Is the Biggest Mistake Founders Make
Episode 70
Wednesday, 6 May, 2026
For two decades, the mantra was clear: stay private as long as possible. Jeffrey Stewart says that was a colossal mistake.Jeffrey is a serial founder, investor, and author of Global IPO – The Great Rewiring of Capital Markets. In this episode, he challenges everything founders think they know about capital markets — why late-stage private rounds are often a red flag, why going public earlier is actually less risky than raising a Series D, and why European founders are being held back not by themselves, but by their investors.His provocation is simple: Public markets are 10x the size of private markets. If you're not thinking about them, you're playing a much smaller game than you have to.Essential listening for every founder who has ever been told to "wait for the right moment".







