I was fortunate to grow up relatively (lower?) middle-class, but even then, we weren't exactly financially secure, and I still remember how bad things were during the Great Recession, even though I wasn't working at the time. My wife grew up in poverty, and even though we're both doing decently in our careers, I don't know if she'd ever truly be able to get rid of the worry and anxiety that something might happen and we'd end up homeless. Even if we suddenly won the lottery and ended up with $500 million, that fear would probably still be there at least a little bit. And like you said, that fear makes enjoying/being comfortable with unemployment impossible.