Miss This Window and You’ll Regret It in 5 Years

Comfort Won’t Make You Rich

Source: ChatGPT

What Do the Greatest Investors of All Time Have in Common? (And What They’re Quietly Buying Today)

Let’s start with the elephant in the room: it’s April 2025. Inflation is sticky, U.S. stocks are flirting with all-time highs, AI hype is through the roof, and everyone’s back to quoting Buffett memes on LinkedIn. Meanwhile, long-duration Treasuries are bleeding, China is facing a slow-motion economic implosion, and EMs are more hated than your inbox on a Monday morning.

It’s in this kind of schizophrenic market, where narratives shift faster than TikTok trends, that real investors are quietly laying the groundwork for asymmetric returns.

Let me say it plainly: you won’t get rich doing what everyone else is doing.

Indexing? Great for average returns. Dollar-cost averaging into SPY? Fine, if your goal is to retire at 67 and hope you don’t outlive your money.

But if you want true financial freedom, optionality, autonomy, wealth that works harder than you do, then you need a different game.

Here’s the pattern:

The best investors in history, Taleb, Dalio, Buffett, Naval, Spitznagel, don’t follow trends. They position themselves where the…