Or more specifically, we are ashamed when we can't afford things we need. We are saturated by right-wing propaganda that says if you don't succeed, it's your fault. So, like abuse victims, we internalize the shame of what is done to us.
It's a message tailored so we don't question the rich, and as an added benefit to them, trains the poor to not seek government systemic solutions to the inequality that creates their poverty.
I moved to all-digital music-making and -listening in the 90s, and agree that a lot of the "analog" benefits are imagined or the result of misunderstandings how technology works.
But I think you're missing the point. Don't forget that noise, feedback, muddiness, lack of range, lack of definition are all legitimate effects often intentionally applied to make music sound a certain way.
A cassette is objectively lower quality by sampling rate, reproducibility, etc, but you agree that it affects the sound. At that point, I think you have to admit that a contrary personal preference for cassette or vinyl is valid. It's not objectively "worse" because many people actually and validly find those "bugs" to be "features."
It's fine to like the digital revolution, but I'm just identifying you're making a value judgement, and others can rightly value differently.