With all due reference to Shai-Hulud, I'd say broke has a lot of different possible meanings. It could mean you declared bankruptcy, have negative net worth, o

With all due reference to Shai-Hulud, I'd say broke has a lot of different possible meanings. It could mean you declared bankruptcy, have negative net worth, or maybe just like 99% gone (while you don't think it means that by definition, and I agree, I think socially we could agree with that. Someone with a dollar in their pocket isn't broke, but is also broke.). If anything, having enough money to take care of his needs I think is good. If he was hiding his car from the repo man, it's probably because he's not paying payments on it, and therefore all the people that rely on those payments for their jobs you're kind of "stealing" from, in that you aren't fulfilling the legal and financial obligation. And that doesn't seem very charitable either?