Perhaps. But one rich person once gave me a tip: don’t show weakness.
It bugged me at the time, but I’ve come to accept he was probably correct. It’s not a good idea to bring attention to matters that might work against you. Focus on selling yourself, and treat your business associates as customers (in the sense that you work hard to please them, in exchange for getting what you want). http://www.paulgraham.com/judgement.html
It’s important to know how people in better situations open doors. Because you can play that same game, with crafty use of time and words. And you might have more time than it seems, even in the position you mentioned (though I would not ever say it’s a guarantee): between Uber shifts, I’d park in a random store parking lots and build things, partly to keep sharp, but partly to get a job at a certain place, since the work was related. I didn’t get that job, but I gained so much knowledge that turned out to be much less obscure than it seemed; I still use it to this day.
You’re right in general though. People on a strong upwards trajectory have different concerns.
