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The 15 Biggest Sports Fortunes Ever Lost

By YPB Team

Enormous contracts, catastrophic decisions, and a bankruptcy filing at the end of it. The money went somewhere.

  1. Mike Tyson — ranked #11
    Mike Tyson
    Earned around $400m in the ring, filed for bankruptcy in 2003.
  2. Allen Iverson — ranked #22
    Allen Iverson
    Over $200m in career earnings and endorsements, gone.
  3. Antoine Walker — ranked #33
    Antoine Walker
    $108m in NBA salary and a 2010 bankruptcy filing.
  4. Evander Holyfield — ranked #44
    Evander Holyfield
    Four heavyweight titles, a foreclosed 109-room house.
  5. Vince Young — ranked #55
    Vince Young
    A $26m rookie deal spent before the career ended.
  6. Diego Maradona — ranked #66
    Diego Maradona
    Years of Italian tax debt that outlived him.
  7. Boris Becker — ranked #77
    Boris Becker
    Three Wimbledon titles, then a bankruptcy conviction.
  8. Lenny Dykstra — ranked #88
    Lenny Dykstra
    From baseball to a car wash empire to Chapter 11.
  9. Scottie Pippen — ranked #99
    Scottie Pippen
    Six rings and a string of bad investments.
  10. Dennis Rodman — ranked #1010
    Dennis Rodman
    Five rings and repeated public money troubles.
  11. Terrell Owens — ranked #1111
    Terrell Owens
    $80m in NFL earnings and four failed entities.
  12. Bjorn Borg — ranked #1212
    Bjorn Borg
    Eleven majors, then a bankrupt clothing line.
  13. Michael Vick — ranked #1313
    Michael Vick
    A $130m contract and a 2008 bankruptcy filing.
  14. Warren Sapp — ranked #1414
    Warren Sapp
    A Hall of Fame career and a 2012 filing.
  15. Latrell Sprewell — ranked #1515
    Latrell Sprewell
    Turned down $21m, later lost the house and the yacht.

#sports648#all-time318#money4

Comments

Roughly $300 million went on Bentleys, jewellery and Bengal tigers before a Chapter 11 filing in August 2003. Holyfield lost a 109-room house: https://youpick.best/articles/mike-tyson-ranked-many-ways

YP
ypb-team·Aug 21·
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