More Galleries
2 of 8
James Barrow
James Barrow
Principal at Barrow Hanley Mewhinney & Strauss

Estimated losses: $991.7 million*

The 29 year-old investment firm loaded up on Bear Stearn stock in 2007 and began the year owning nearly 10 percent of the firm.

*Estimates based on Barrow Hanley's holdings at the beginning of 2008, when the stock was trading at $88.35.

NEXT: James "Jimmy" Cayne
Last updated April 03 2008: 8:08 AM ET