Prem Watsa of Fairfax Financial lost money for a few years betting against the markets, until the markets tanked in 2008 and he finally made a boatload on selli

Prem Watsa of Fairfax Financial lost money for a few years betting against the markets, until the markets tanked in 2008 and he finally made a boatload on selling short. Unfortunately for him, he then turned around and invested his winnings in Blackberry. :)