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The Worst-Choice Challenge

Grandpa's will: lose $10M on US stocks, or no inheritance. Real historical returns; losing on purpose is harder than it looks.

All money and scores in the game are virtual; nothing here is investment advice. Sources and rules · Privacy policy

Losing on purpose is harder than it looks

The Worst-Choice Challenge flips the usual rules. Your eccentric grandfather's will says you must lose $10 million by investing until you're below $100,000. In each of 8 rounds you see four US companies with their names hidden (the line-up changes every game) and must put everything into one of them. You'll soon find that picking a loser is far harder than you'd think.

Read the real history (contains spoilers)

Twists along the way

What the game teaches

Solid-looking companies collapse and doomed-looking ones recover more often than we expect. A conglomerate that had been in the Dow for over a century was dropped in 2018, and a 120-year-old film company that failed to go digital filed for bankruptcy protection in 2012. Meanwhile an oil company written off as a "dying industry" nearly doubled in 2022 as oil prices spiked.

Results use real year-end US stock prices with dividends reinvested. Where real prices around a bankruptcy aren't usable, the game uses a simplified collapse figure and says so on the card. It's not investment advice, just a way to feel the gap between thinking you know the outcome and actually calling it.