There's some interesting exceptions, like how Musk has managed to sell Tesla shares totalling more or less as much as the business itself has made in total lifetime revenue; but even then, Musk's theoretical net worth is very different from how much he could get if he was forced to sell all his shares suddenly.
Owner-CEOs like Musk and Zuckerberg get all the effects of such randomness, but the only examples I can think of such people getting into billion-dollar legal troubles tend to be examples which go on to sink their companies completely, so I'm not sure what impact a fine of "merely" 10% of cash reserves would do to investor confidence as expressed in share price. And this is not the only legal case Meta's facing right now.
