Here's Burt Blumert on Giuliani after he became mayor of New York City, from an essay titled, I Hate Rudy Giuliani :
Murray Rothbard used to say whenever a name suddenly becomes household, that he or she didn’t drop down from the sky.-RW
Rudolph Giuliani certainly didn’t drop down from the sky. He came from Brooklyn.
Rudy was an ambitious lad who once considered entering the priesthood. His father, Harold, had a criminal record before Rudy was born.
In author Wayne Barrett’s book, Rudy!: An Investigative Biography of Rudolph Giuliani, he says, "The father he celebrated so often was a pathological predator. His extended family harbored a junkie, a crooked cop and a murky mob wing. He dissolved his first marriage with a lie so he could appear Catholic when he remarried. The very personal jewelry his first wife found in her bedroom wasn’t hers." (Read the book for the answer to that and a lot more.)
In 1983 Rudy was appointed US Attorney for the Southern District of New York. His record 4,152 convictions with a mere 25 reversals is a testament to his zeal for the job.
Giuliani did not accumulate this glittering record on behalf of the citizens of the Southern District. He was motivated purely by political ambition.
As a prosecutor he employed ruthless tactics such as seizing prominent stockbrokers and traders from the floor of the exchanges and dragging them away in handcuffs with the television cameras already in place and rolling.
In his most famous case, against stock market innovator Michael Milken of Drexel Burnham, Giuliani used the threat of the Racketeering-Influenced and Corrupt Organization Act (RICO) statutes — which were so draconian that Milken had no choice but to make a deal with the federal government.
Prosecuting attorneys are never lovable, but Rudy Giuliani was despicable.