About 630 articles by Matthew Milner

Don’t Fall for this AI-Investment Trap

Wednesday, June 25, 2025

A hairy question is making the rounds of the startup world: Can Artificial Intelligence (“AI”) make companies so productive that a startup with just one employee will be valued at $1 billion or more?

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How To Invest Like a Gambler

Wednesday, April 23, 2025

When I tell people what I do for a living, I hear things like this: “The stock market? Boy, that’s a real crap shoot.” “You invest in startups?

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