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Lawyer of the US president Rudy Giuliani in the East Room of the White House on July 9, 2018 in Washington, DC. (Photo by SAUL LOEB/AFP/Getty Images)

After the September 11 attacks, New York City mayor Rudy Giuliani soared to become known as "America's Mayor." His approval rating jumped from 36% to 79% and he was named TIME's Person of the Year.

Flash forward nearly two decades later and he's now the personal lawyer to President Donald Trump. Giuliani is routinely ridiculed for gaffes during his television appearances, for contradicting himself, for tweeting nonsense, and even acting as a covert emissary to Ukraine on the President's behalf, despite being a private citizen.

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