Yes he takes loans in the form of bonds. Bitcoin would have to drop significantly and stay low when the loan is due to be repaid for it to be an issue. He sells shares each week but does so sensibly so not to tank his own share price.
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But isn't he on a heavy leverage? Like if BTC would go to 50k again, it would all bust? After all, he could become such a target at 500k Bitcoins that could be liquidated.