You’ve got to admire people that go out on a limb and call a market as a contrarian and turn out to be right. It’s a lucrative opportunity for those that are able to monetize it.
There is a lot of discussion lately about a slower pace of decline and that the end may be within the few years. The recession is expected to end at the end of this year and unemployment is expected to top out in about 18 months. In other words, there is plenty of room in the tank for financial opportunities for negativism.
Some notables who seem to continue to do well are:
The Housing Bubble Blog  and others like it were screaming that the bubble was going to burst. They were right, despite all efforts by NAR to keep them in check. Ben Jones is one of the most prolific content posters and has the gold standard blog name for the subject. I’ve linked out and have been checking in with his work since late 2005. Although he is a free lance writer, his content appears to be collected by copying full articles from primarily newspapers and magazines around the country – with little or no analysis. Yet he’s consistent and finds a broad array of the key articles of the day. He still attracts hundreds of commenters on every post and all kinds of theories and ideas are shared. He takes donations and has banner ads. He’s created a grass roots feel.
But site traffic is down by more than half over the past year. Are people tiring of the negative?
Professor Robert Shiller , who is a very nice person and has published some terrific work on the wealth effect, economic psychology to name a few, was able to capitalize on the contrarian perspective with his book Irrational Exuberance and the subsequent update to include housing. He called the NASDAQ and housing market bubble correctly and has since released two additional books.
According to Shiller we are looking directly in the face of an enormous “speculative bubble” and the question is not whether stock prices will fall but when!
He tirelessly promoted the S&P/Case Shiller Home Price Index which has become the defacto standard for housing indexes by virtually all news outlets and economists. Despite his efforts and those of S&P, the trading markets for which the index was created, has yet to gain significant traction.
Nouriel Roubini , economics professor at NYU who is also known as Dr. Doom , has been spot on in his calling of the housing bubble. He was so blunt and negative that he quickly gained many detractors.
By late 2004 he had started to write about a “nightmare hard landing scenario for the United States.” He predicted that foreign investors would stop financing the fiscal and current-account deficit and abandon the dollar, wreaking havoc on the economy. He said that these problems, which he called the “twin financial train wrecks,” might manifest themselves in 2005 or, at the latest, 2006. “You have been warned here first,” he wrote ominously on his blog.
I’ve heard his consulting firm RGE Monitor is doing well but I have no way to confirm.
When he spoke at a convention in New York, several people quipped to me that they needed to jump out of a window because the world was ending.
Roubini was known to be a perpetual pessimist, what economists call a “permabear.”
He’s been hard to find fault with, and he fights with Jim Cramer calling him a buffoon . His recent opinion piece in the WSJ called We Can’t Subsidize the Banks Forever  was strong, yet was also called to task for misquoting the IMF .
Regulators have told Bank of America that the company needs to raise roughly $35 billion in capital based on results of the government’s stress tests, according to people familiar with the situation.
Thus, I answered my question. The gravy train for pessimism is still in the station.