Dripping hair dye to Four Seasons Total Landscaping: Rudy Giuliani’s best worst moments

Rudy Giuliani’s political career has certainly followed a highly unusual trajectory.

He went from being known as “America’s Mayor,” praised as a hero for his handling of the aftermath of 9/11 in New York City, to a rather more infamous stint as Donald Trump’s personal attorney, accused of spreading voter fraud lies after the 2020 election.

He has made infamous appearances on TV shows and in movies and unforgettably gave a press conference with dark hair dye streaking down his sweaty face.

The former mayor has also found himself embroiled in a series of legal headaches. He faces criminal charges in the sprawling Fulton County RICO case alongside Mr Trump, allegations of outrageous sexual assault by his former assistant Noelle Dunphy in New York and a lawsuit from his attorney for allegedly failing to pay his legal fees.

Most damningly, he has been ordered to pay a total of $148m to two Georgia election workers he repeatedly defamed by falsely claiming they were involved in voter fraud during the 2020 election – an untruth that left them facing death threats and racist abuse.

Mr Giuliani called the award “absurd”, said he had “no regrets” and promised to appeal the ruling against him but has nevertheless also been forced to file for Chapter 11 bankruptcy and complain that his creditors desire to sell off his Florida condo would leave him to “join the ranks of the homeless”.

In light of his recent run of disasters, here is a look back at some of Mr Giuliani’s most outlandish moments from a long career in the public eye.

The post-election crusade from Mr Trump’s team to overturn the result of the 2020 election after he lost oozed with memorable moments but perhaps none was more extraordinary than the site of hair dye