| RANK | NAME/TITLE | EXPLANATION | |
|---|---|---|---|
![]() |
81 | Kara DioGuardi, American Idol Judge | The replacement for Paula Abdul, this American Idol Judge, could never replace Paula in the hearts of Idol’s viewers. Also, no one remembers her name. |
![]() |
82 | Owen Van Natta, MySpace CEO | Former king of social media exiled from News Corp after failed power bid. |
![]() |
83 | Carrie Prejean, Former Miss California | Old: Miss California insults homosexuals, politicians call for her resignation. New: star of the latest sex tape scandal. |
![]() |
84 | Rep. Dennis Kucinich, Ohio Congressman | A perennial presidential also-ran who is portrayed as a clown by the media. Undeservedly beautiful wife not enough to keep him off the list. |
![]() |
85 | Jim Zorn, Former NFL coach | Old: New head coach enters the season with big-contract players and high expectations. New: Embarrassing record, is slowly stripped of play calling powers, then fired. |
![]() |
86 | Anil Ambani, Indian Billionaire | Indian mogul famous for losing $30 billion in a single year, 2008. The number two biggest loser of that year? His brother. |
![]() |
87 | Jon Rubinstein, CEO of Palm | Attempts to launch new smartphone have utterly failed. Company will be lucky to last as pressure from iPhone and Blackberry mounts. |
![]() |
88 | Mark McGwire, Former MLB Player | One of the greatest heroes in baseball history during the 1998 season, McGuire now sits in the hall of shame with Pete Rose. |
![]() |
89 | Jerry Yang, Former CEO of Yahoo | Founder and one time CEO of Yahoo! will be remembered for turning down one of the sweetest corporate acquisition offers in history. Recently began dumping company shares. |
![]() |
90 | Admiral Aranda, Chief Naval Officer of Bolivia | Runs Naval Forces of a land-locked country that can’t afford a navy. Enough said. |
![]() |
91 | Jimmy Carter, Former U.S. President | Carter is one of the most impotent living ex-presidents in history. His four years in office will be little more than a footnote in the annals of the American presidency. Currently 85 years of age. |
![]() |
92 | Brian Tierney, Publisher | Former P.R. executive made humiliating attempt to resurrect Philly newspapers. Likely to lose control to creditors. |
![]() |
93 | Eddy Murphy, Comedian | Was number one box office star for nearly a decade. Now headlines children’s films that no one wants to see. |
![]() |
94 | Carson Daly, Host of NBC’s Last Call With Carson Daly | Former TRL host wishes he was popular enough to be fired by NBC, they’ve probably forgotten about him. |
![]() |
95 | Kanye West, Rapper | Embarrases self at Grammys; not invited to Haiti celebrity benefit after Katrina outburst. |
![]() |
96 | Ron Marshall, Former CEO of Borders | Deserted #2 American book chain as it prepares to go under in an “Amazon-ed” world. |
![]() |
97 | Ray Elliot, CEO of Boston Scientific | Company has unprecedented history of failure in the medical supply industry. Just agreed to pay Johnson & Johnson $1.7 billion in patent settlements. |
![]() |
98 | Roland C. Smith, Wendy’s/Arby’s CEO | Presides over the weakest brands in fast foods. McDonald’s continues to take industry market share. |
![]() |
99 | Graham Lintott, Vice-Marshal of the New Zealand Air Force | The Royal New Zealand Air Force is comically small, featuring only a few helicopters and transport planes. Any single American fighter pilot has more power than Lintott. |
![]() |
100 | Al Gore, Former Vice President | Global warming refuseniks are winning battle over temperature control. Gore also lap-dog on Steve Jobs’ board of directors. Now seeks visibility as guest star on “30 Rock.” |
-Douglas A. McIntyre and Michael Sauter 30




















