I think it was 9/11 that did for Giuliani.
At times of troubles the Americans need heroes and Giuliani became that hero. He was worshipped and feted by the media and given all sorts of awards. At the same time he was pee'ing off the real people.
The emergency services and their families got so annoyed by his claims to have been at Ground Zero more often and for longer than the workers that they had lawyers track down his appointments books and movements to prove he had spent an average of an hour a week there.
He was one of those who downplayed all long term effects on emergency workers health in particular in relation to the air pollution that resulted from the buildings falling. I think there were also allegations of forcing the workers into unsafe environments without PPE.
There were more, that I forget now but essentially the media worshipped him and the people increasingly thought him a dick.
Don't forget that this is on top of the people who thought that the drop in crime was related to the falling young population and nothing to do with Giuliani's policies which they just thought victimised the minority groups.
He took the media so seriously that he stood for election as the Republican Presidential campaign (in 2008?) but totally crashed and burned as he found out how little regard anyone other than the media had for him.
I think he's been pretty much bitter and resentful since then having been deprived of what he believed was something he deserved.
He's degenerated into a laughable basket case, it seems that he's been dumped by Trump and now the Bar Association are after his licence.
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