What‽ Selling capital in order to finance daily survival is terrible: the entire point of a working life is to accumulate capital in order to finance a retirement.
Not having a roommate was, literally, a luxury he and his family could not afford.
> But for a person with a family of four who has a certain lifestyle that they want to try to maintain (a niceish $40,000 car, the ability to go out once a month and leave the kids with a sitter, a house that wasn't last remodeled in ’70s, etc.) it can be difficult.
If you have a wife and two kids, then maybe buying $40,000 cars is a mistake. Maybe getting a fancy house is a mistake. True fact: children survived into adulthood just fine in the 1970s. Part of being an adult is knowing how to differentiate between essentials and luxuries.
Honestly, with his sort of (admitted) short-term financial mismanagement, I don't think he could survive on six figures in Dallas, Houston, Denver, Kansas City or anywhere else. He'd make the same sort of bad decisions, perhaps with a longer runway to ruin.