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Retro-future investor: why 2026 feels like 1999 (and what to do differently)
By James Brown · Published · Updated
Optimism is back. Here's how to ride it without repeating the dot-com mistakes.
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The mood rhymes with the late '90s: new tech, new apps, new millionaires on your timeline. The lesson from 1999 isn't "don't be optimistic." It's "be optimistic and diversified."
What to keep
- Long time horizons
- Automatic contributions
- Low costs
What to skip
- All-in single-stock bets
- Leverage you don't understand
- Copying strangers' trades