Making Money Is One Skill, Keeping It Is Another

October 6, 2026 · 21 min read

A producer who lost a hundred million dollars, an investor who went broke and others who came into money suddenly describe how fortunes disappear. They agree that protecting money takes different habits from earning it.

The rules, numbers and steps worth keeping in front of you.
  • Earning rewards talent, boldness and luck; keeping rewards caution and a floor.
  • Storch: about $100 million went to cocaine, cars, yachts and the need to impress.
  • Storch: spending to impress has no ceiling and continued after the money was gone.
  • Dalio: one confident bet in 1982 left him borrowing $4,000 from his father.
  • Dalio: scratches are allowed; a total loss is not.
  • Dalio: count how long you could live with no income.
  • Dalio: earn 100 and spend 95, never 105; do not buy what is hot.
  • Hawk: a house bought at 17 saved him when skating went quiet.
  • Hawk: being in a decent place let him refuse a royalty buyout.
  • Allen: sudden money attracts people with an angle; keep a tight circle.
  • DeJoria: pay off the house, hold six months of cash, then a base you never touch.
  • DeJoria: invest in your own business first and check people's references.
  • Palihapitiya: control your mistakes; work out what makes you happy before the money arrives.
  • Addiction needs professional help, not a budget.
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This is the short form. The full insight has every expert's reasoning, their own words and the sources.