More Galleries
My tech 'a-ha' moment Silicon Valley's next-gen leaders answer this question, and more. More
Traveling where the dollar is strong Just because your personal treasury is shrinking, it doesn't mean your travel plans should too. (So arrivederci, Milano. Hello, Marrakesh!) More
CEOs turned vintners Former executives are flocking to the vineyards of Napa Valley, where they're vying to produce the next cult California red. More
3 of 8
BACK NEXT
James "Jimmy" Cayne
James
Bear Stearns chairman of the board and former CEO

Estimated losses: $477.8 million *

Cayne stepped down as Bear Stearns' CEO several months after it was revealed that he was playing bridge and allegedly smoking pot as two of the firm's hedge funds imploded last summer, touching off a crisis in confidence from which Bear Stearns never recovered. Cayne stayed on as the firm's non-executive chairman and is its second-largest shareholder.

*Estimates based on Cayne's holdings at the beginning of 2008, when Bear Stearns stock was trading at $88.35. Cayne sold 25,001 shares on Feb. 14, when Bear Stearns shares were at $80.15 apiece.

NEXT: Joseph Lewis
Last updated April 03 2008: 8:08 AM ET
* : Time reflects local markets trading time.† - Intraday data delayed 15 minutes for Nasdaq, and 20 minutes for other exchanges.• Disclaimer