D is for Dead: Why Staying Private Is the Biggest Mistake Founders Make

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".