Great idea for a forum topic.
In my opinion, right now is about the same as the 80s, 90s. Some things are easier, some are harder, but in general in about balances out.
A couple of things to keep in mind:
Houses in what are now desirable areas often were not desirable areas 20-30 years ago when their prices were cheaper. If you talk to older folks who bought those cheap houses, often the houses were located in the outskirts of the city at the time of purchase. Often the city grows up around the houses over time. Thus, what are you seeing now is not what it once was. Look at historical aerial photos, often these cheap houses were surrounded by farms or forested areas. The cheap prices reflected their true value, at that time. Of course some people got lucky and the areas really really grew up, thus even more increasing the prices of their houses.
Another a big advantage nowadays is the Internet. Information is so powerful. It is now so much easier to do your own home repair or learn skills such as haircuting, pet grooming, the best ways to save money, shop for houses, pay bills, do xmas shopping etc. Often in 80s it was really hard to verify correct information when it came to things like learning skills, before the Internet, the term "trade secret" really was that. The 90s was the start of the Internet but you did not have video on youtube to learn skills as well.
If you look back even further, i.e. 1950s to the 1920s, life was much much harder than it is today. For example, in 1950 a household on average spent 1/3 of their paycheck to buy groceries to cook at home, eating out was much more rare, so were appliances, houses were much much smaller, families often only had 1 car, etc. In the 1920s, a family spend 40% of their paycheck for food.
http://www.bls.gov/opub/mlr/2001/05/art3full.pdf Oh yeah, I heard stories even in the 60-70s health care was not too great, often people had a heart attack in the late 40s or 50s and died from it at their house. The health care back then was basically someone going to your house to pick up the body to take it the morgue. Also, the surgeries were much more dangerous. Look at average life expectancy numbers. Why do you think health insurance premiums used to be lower, it was because there was much less they could do to solve your health problems in the first place.
The jobs may have been slightly better in the 1980s and 1990s but not really by much. IMO pensions are not necessarily a good thing. With a pension you put money in for retirement but it is not in an account that you actually own and can take with you if switch jobs. Instead all the assets are kept by the company. The problem is after you retire, years later if the company has financial trouble, they can raid some of that money if they go into bankruptcy (look up American airlines as one example). In contrast, the 401k belongs to the individual, and is transferable to an account that you own in your name, thus a responsible intelligent person would be safer keeping those assets in their own hands instead of some company.
In my own life, I choose to not live in LA, but someone with more reasonable housing costs, and a couple years ago I bought my first house (a nice house with 3rd bedrooms, 1800 sq ft with a nice yard in a nice neighborhood) and paid off the mortgage early this year. This was done on just 1 salary and all the money for it was saved by me, there were no gifts or inheritance.
The problem I think in modern times as to why you feel poor is two fold:
(1) Higher and higher living standards being pushed by industries
(2) The pervasive advertising which is constantly enforcing those standards.
This one of the reasons why I love this blog, it is that MMM questions the two points above and really re-grounds the readers to consider what really is important in life.
So if you look in terms of historical perspective I would say that we are actually living in a Golden Age now with so many great things going for us. If you are having trouble now, you have to study the blog postings. Heck we even have people retiring in their 30s now.