Current generations were sold on the promise that you can be what you want. That you have the right (and almost the duty) to follow your passion. In reality the game is rigged. The article points this out correctly, in my opinion, and conveys the bitterness that comes from unveiling this illusion.
Among the writers and curators in my social circles (I would add artists, musicians, actors, …), there is a tacit agreement that if you want to pursue such careers, you have to (1) come from wealth, (2) marry a banker, (3) live frugally. I perceive some sense of happiness, or at least peace with oneself, mostly from the ones falling under option (3), even if they have by far the toughest lives.
Of course, there's always the promise of (4) become tremendously successful, but I don't know anyone who made it. And (5) give up and perform a job that people are willing to pay real money for.
Personally, I support high inheritance taxes to balance things out a bit. I think it's healthier for everyone. Those trust fund kids are in a permanent struggle to live up to unrealistic expectations and I'm not sure that's so great.
As for the natural wines detour, it feels quite weird for me. I don't see how they're much different from craft beer in 2005 or nutmeg in the 1500s. There are perfectly good wines for under 5€, drink that instead. If your friends are looking down on you for that, find new friends, seriously.