21 of 21
Bill Miller's bad bets
Bill Miller's bad bets
Bill Miller, chief investment officer at Legg Mason Capital Management
The Legg Mason manager famously beat the market 15 years in a row, but now the market is returning the favor - with a vengeance.

Miller's Legg Mason Value Trust was down 59% this year through Dec. 2, posting a far worse showing than the S&P 500, which was down "only" 38%.

Miller's problems stem mostly from big bets on beaten-down financial companies earlier this year, many of which then got even more beaten down. Among the biggest losers for Miller were Bear Stearns, AIG and Freddie Mac - in which Miller had amassed an 8% stake on the eve of its government takeover in September. -- By Colin Barr, Fortune senior writer

What do you think was the year's Dumbest Moment in Business?Join the discussion now.

More galleries
Last updated December 31 2008: 10:36 AM ET
Lamest roadtrip ever The Big 3 CEOs' drive from Detroit to D.C. to request a bailout was classic. More video
How to lose an electionJohn McCain's statements about the economy may have killed his campaign. Morevideo
The ballooning bailout Expanding from three pages to 451, the TARP bill was loaded with pork, eventually resulting in a flip-flop by Paulson. Morevideo

Most stock quote data provided by BATS. Market indices are shown in real time, except for the DJIA, which is delayed by two minutes. All times are ET. Disclaimer. Morningstar: © 2018 Morningstar, Inc. All Rights Reserved. Factset: FactSet Research Systems Inc. 2018. All rights reserved. Chicago Mercantile Association: Certain market data is the property of Chicago Mercantile Exchange Inc. and its licensors. All rights reserved. Dow Jones: The Dow Jones branded indices are proprietary to and are calculated, distributed and marketed by DJI Opco, a subsidiary of S&P Dow Jones Indices LLC and have been licensed for use to S&P Opco, LLC and CNN. Standard & Poor's and S&P are registered trademarks of Standard & Poor's Financial Services LLC and Dow Jones is a registered trademark of Dow Jones Trademark Holdings LLC. All content of the Dow Jones branded indices © S&P Dow Jones Indices LLC 2018 and/or its affiliates.