Tesla

It makes you wonder why he needs the payout. I just listened to a podcast about Michael Jackson (Timesuck if you're curious, highly recommend it) and he talked about how Jackson was in massive debt by the end and was prepping for a tour to make money to pay back his debts right before he died. The host pointed out it doesn't matter how rich you are, you can always overspend.

Obviously, at billionaire level the debt isn't going to be with luxuries and goods. Could it be debt to other billionaires or countries made under the table? He's shown in recent years that he's not the business genius he tried to pretend he was, so it wouldn't be that far fetched.