Donald Rumsfeld - Secretary of Defense, 1975-77, 2001-2006

When he was first tapped under President Ford, Rumsfeld was the youngest Secretary of Defense. On his second go-round, he was the oldest. Yet, unlike a fine wine, he didn't improve with age. Before stepping aside in 2006, Rumsfeld bungled wars in Iraq and Afghanistan by failing to commit an adequate number of troops, alienated countless colleagues by failing to heed advice, and presided over a military whose image was indelibly stained by the scandal at Abu Ghraib prison.