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The Concentration Trap

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He put everything into one stock. And for years, it worked.

The company grew. The share price climbed. On paper, his $20M stake looked untouchable.

Until earnings day. One bad quarter — and 40% of his wealth vanished overnight.


Why It Felt Safe


He wasn’t reckless. He believed in the company. He knew the numbers. He knew the people.

That’s the illusion of concentration. It doesn’t feel risky when you’re close to it. It feels inevitable. Almost safe.

But risk doesn’t ask what you believe. Risk asks: what happens if you’re wrong?


The Problem with Concentration


  • Markets compress multiples when conditions shift.

  • Liquidity dries up just when you need it most.

  • Taxes punish forced sales, especially in down markets.


Even brilliant investors get humbled by single-stock exposure.


What the Wealthy Do Differently


The wealthiest families don’t bet the farm on conviction. They build structures that protect against collapse:


  • Hedging strategies to smooth volatility

  • Trusts and wrappers to shift tax drag

  • Liquidity planning so they never sell at the wrong time

  • Diversification across sectors, geographies, and asset classes


Conviction makes money. Structure keeps it.


The Lesson


Concentration isn’t strength. It’s fragility disguised as confidence.

The question isn’t whether your stock will rise. The question is whether your wealth plan survives if it doesn’t.


 
 
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