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I overpaid once. Badly.
Nine dollars for a beer at a ballgame. I knew it cost the stadium about a dollar. I paid anyway — it was the only way to get one without leaving my seat.
For five years, people paid that kind of markup to own bitcoin. Not at a stadium. In the stock market.
They bought shares of a company called Strategy — the old MicroStrategy, run by Michael Saylor. The company holds bitcoin, and not a little of it. About 844,000 coins. Close to 4% of all the bitcoin there will ever be.
For years the stock was worth far more than the coins inside it. At the 2021 peak, about six dollars of stock for every dollar of bitcoin.
People paid it. Gladly.
Why? Because the stock could do something the coins couldn't. When it traded above the value of its bitcoin, the company sold new shares, took the cash, and bought more bitcoin. Every share ended up holding a little more coin than before.
That was the machine. Sell high, buy bitcoin, repeat. It ran for years.
But a machine like that only works in one direction.
On June 27, the stock fell below the value of the bitcoin it holds. The premium became a discount. The market decided the wrapper was worth less than what was inside it.
So the machine started running backward.
Below the value of its bitcoin, selling new shares hands new buyers more coin than current owners have. It destroys value instead of building it. The buying stops.
Then Saylor did something I didn't expect. He started selling.
He spent years saying he would never part with a coin. In May, the company sold 32 of them. In early July, it sold 3,588 more — around $216 million worth. The filing gave the reason plainly: it needed cash to pay dividends on its preferred stock.
The buyer who never sold became a seller.
That's the story this week. Not one company's stumble. A whole way of spinning a premium into free money… and what happens when the premium walks away.
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