The gap is definitely wider and the pitfalls are definitely deeper. That's not a generational thing, though. The generational thing is that everybody else has 20 or 40 years on you and since they lost their entire retirement funds in 2008 they aren't leaving the jobs you're supposed to be filling.

That's another thing that kinda bugged me about your link, although I couldn't make the point until now: the author makes cracks about "working on apps while Rome burns" or some such shit when, in fact, "making apps" is exactly how you get ahead. All these old coots that can barely check their voicemail on the Androids their kids insisted they get aren't about to figure out how to make a living on a 22MB, 99 cent download. They're making their money filing TPS reports and collecting a pension. So fuckin' disrupt, yo. Do exactly the shit the old people don't know how to do and buy them.

And recognize that malaise is a justifiable response to a stacked deck with no recourse. "Hipsterism" is exactly what happens when there are no opportunities and too much education. People pop out of it eventually, they just need to figure out how. "I'm unsatisfied but I don't know how to fix it" is a much more useful emotion than "I'm disappointed but complacent."