My question is: Why? When he was just focused on spaceX and Tesla very few times I would hear about this behavior (I might just live under a rock). But now that he is focused on Twitter it's like he decided to be a piece of shit even more.
It's been happening but on a lesser scale, last one I recall was this, but with Tesla he didn't have an active debt to pay off.
Twitter does
Twitter has three large pieces of debt with interest coming due: $6.5 billion that was meant to be sold to leveraged-loan investors, and $6 billion of bridge loans, split equally between a secured and unsecured tranche, that banks had planned to sell in the form of junk bonds.
The rumor I read was that he wants to be as poor at business as possible for the small things, so that when he has to refinance billions of dollars re: his loan w/ the banks, creditors will see how he's been operating as of late and are more likely to negotiate with him or reframe how much they think they can recoup.
So, stiff people for hundreds of thousands here and there in the hopes that you can shave a few billion off of the more important debt