I only have my own situation and experience to go on, so I will start there. I'm in my late 30's. I make roughly $110k per year. I am single, no dependents. I live in a studio apartment near Seattle. I drive a 10 year old economy car. I do eat out some of the time, but nothing extravagant, and no drinks. Overall, I am not absolutely as frugal as I could possibly be, but I think I'm fairly frugal. My biggest expenses in the last couple years have been rent, medical, and dental in that order. My retirement is very under-funded. I do have more savings than most people, but it isn't enough to change my lifestyle in any big way.
A couple things. I am not here to complain about my lot in life, or seek advice. I understand that I'm better off than most. I realize it is unavoidable that some people will argue that the economy is better than ever, and it's all about personal responsibility. I accept that - I can just ignore those comments.
The only people I know who seem to be comfortable and have their financial lives in order have had steady, high middle-management type positions for a long time. They're a small minority of the people I know.
My question is, what is the problem, really? I am fairly sure this is not the type of situation my grandparents lived in. I feel under a lot of pressure all the time, and yet it seems I am not quite 'making it' financially or materially. Is that how it is for everybody? Is something wrong with the economy, or is this just how the human hierarchy has always worked? Is it me, the country, the region, the times, or everything, or nothing?
Take a look at Matt Yglesias's The Rent Is Too Damn High (http://www.amazon.com/dp/B0078XGJXO); many "fun" municipalities like Seattle have restricted development to the point that housing is extremely expensive. If you move from Seattle to, say, Houston or Dallas, you'll probably see your effective rent shrink by 35 – 50%.
Secondly: see Tyler Cowen's books The Great Stagnation and Average is Over. Those books are too sophisticated and deep (though they're quite readable) to summarize here, but the shortish version is that Western economies are undergoing a lot of profound shifts driven by a combination of technology and Baumol's cost disease.
in the last couple years have been rent, medical, and dental in that order
Alex Tabarrok's Launching the Innovation Renaissance is also good: regarding medicine and dentistry, part of the issue is Baumol's Cost Disease and part of it is the powerful lobbies that restrict entry into those fields through licensing regimes and other means.
Finally, a general note: be wary of any answers in this thread that don't cite any sources and ideally those sources should be books. The issue is too complex for simple answers, and the simple answers that one tends to hear also tend to be wrong or missing a lot of important information.