It’s one thing to be bearish. It is another to make huge bets against the economy which will cost you money if you guess wrong. And keep in mind he is close to obama.
Absent the gigantic infusion of digitised fiat "currency" that has been injected into the stock markets in order to prop up share prices, what part of "the economy" is -- in any strict sense -- growing and prospering?
Who the devil is going to make "huge bets" ON the economy, given current circumstances?
Also, regarding "guessing" and the mkts: amateurs guess, professionals go with hard data. In terms of hard data, the American investment landscape today bears a VERY strong resemblance to the British/European landscape in 1991 after Herr Kohl re-unified Germany and, in the process and completely against the rules and spirit of ERM, swapped Ostmarken for Deutschemarks at 1-to-1.
It took all of 13 months for this idiotic move, coupled with British stubbornness, to collapse sterling in September 1992. You know, when Soros "broke the Bank of England" (as the lunatic financial press loves to say). He did no such thing; he merely "bet" (your term) that the spread between sterling and Deutschemarks had to narrow, HAD to, and he made this "bet" based on the hardest of hard data.
The US "economy" (and the currency and the stock and bond mkts) are just where the British currency were in 1991-1992: propped up with ever more extreme financial measures. Sooner or later (you should bet on 'sooner', btw), the props get knocked out from under.
The ONLY thing keeping me from going all-in on the bear side is the unfortunate fact that I might get the timing wrong by a year or more, which would be costly.