Since your question was first posted, I happened to watch PBS FRONTLINE's The Retirement Gamble, about "America's Retirement Crisis" and the retirement industry. You can watch the entire episode online at the previous link, and it's also available on DVD. Here's a link to the episode transcript.
Here's a partial blurb from a post at PBS that announced the episode:
If you’ve been watching any commercial television lately, you are well
aware that the financial services industry is very busy running
expensive ads imploring us to worry about our retirement futures. Open
a new account today, they say.
They are not wrong that we should be doing something: America is
facing a retirement crisis. One in three Americans has no retirement
savings at all. One in two reports that they can’t save enough. On top
of that, we are living longer, and health care costs, as we all know,
are increasing.
But, as I found when investigating the retirement planning and mutual
funds industries in The Retirement Gamble, which airs tonight on
FRONTLINE, those advertisements are imploring us to start saving for
one simple reason. Retirement is big business — and very profitable.
(... more... )
There's another related PBS FRONTLINE documentary from back in 2006, Can You Afford To Retire? You'll find a link on that page to watch the program online.
Finally, I'm also aware of but haven't yet seen a new documentary called Broken Eggs: The Looming Retirement Crisis in America. Looks like it isn't available for online streaming or on DVD yet, but I expect it would be, eventually.