Here are some info on his lack of moral character:
Back in 1999 and 2000, when Rudy was cheating on his second wife, he used public money and policemen to carry on his affair. How? Let's count the ways -
-- City-financed trips to Southampton, the expensive celebrity resort where his girlfriend had a condo
-- Undercover police drove his girlfriend (Judith Nathan) around New York, when Guiliani was nowhere near.
"She used the PD [police department] as her personal taxi service," according to one former Giuliani staffer.
-- Those police drove Judith 130 miles to Pennsylvania to visit her parents.
-- Those police drove Judith's FRIENDS around the city, even when SHE wasn't there.
-- Guiliani even made 2 police detectives walk Nathan's DOG. Yes, New York's finest, scooping up poop from the mayor's mistress' dog.
"How pampered is Judith Nathan? Not only does she have a full time hair stylist, when she flies she has a second first-class seat -- for her Louis Vitton purse, which she calls "Baby Louis." At her wedding to Giuliani, she wore a tiara, and a NY police detective went with her to Atlanta to pick up the $20,000 Ceylon-sapphire-and-diamond ring Judith had picked out. All this from a girl who grew up in Hazelton PA, a coal mining town pop. 25,000. A woman who, in 1992, was making $1,200 a month as a part-time receptionist. This scandal didn't come out earlier because the Giuliani administration covered up these expenses, by billing the money to obscure city agencies with no connection to security -- such as the Office of People With Disabilities, the Loft Board, and the Community Assistance Unit. They used some of that money to pre-pay $454,000 on an American Express card, which was used to pay for hotels, meals, and gas on these trips. City auditors questioned the Mayor's office back in 2001, but his staff refused to answer, claiming "security" reasons. The City Comptroller ruled that auditors "were unable to verify that these expenses were for legitimate or necessary purposes." The girlfriend of the current New York mayor, billionare Michael Bloomberg, rides the bus to work and has no security detail at all. Giuliani has always made a big deal about his "security" credentials, and crime in New York City did go down a lot during his tenure as mayor. (Though many people think the credit should go to Bejamin Bratton, the brilliant Police Commissioner that Guiliani hired -- and then fired after he started claiming credit for the successes.) But it is also becoming clear that Rudy, the son and nephew of mob-connected men, has some issues about security. He likes to surround himself with excessive numbers of security guards and police. He has essentially found a way to make himself a mob boss legally, surrounded by lots of beefy lieutenants and "muscle" everywhere he goes. That's why he's comfortable surrounding himself with clearly and deeply corrupt assistants, such as Bernard Kerik. And that's why he would consider such a shocking abuse of police as pampering his girlfriend -- that's what your "boys" do. That's why you make yourself the boss." - Mistress Sources
Here are some more info, drawn from the above link (almost a decade old):
"Giuliani prizes loyalty, and he has stayed loyal to a number of friends who are flat out criminals. Even after he knows about their misdeeds and allegations (or convictions!) of crimes, Giuliani socializes with them, hires them at his security firm, or has them raise money for his campaigns.
The most notorious is Bernard Kerik, Giuliani's former chauffer, who pled guilty to two misdemeanors for receiving $165,000 in renovations from a company accused of mob ties. (He lobbied city officials to approve them anyway.] Recently, Kerik was indicted on 16 counts for tax evasion, fraud, lying to federal investigators, and tampering with witnesses. Giuliani appointed him as police commissioner (for only 16 months), hired him for $500,000 at his security company, convinced President Bush to nominate Kerik as Director of Homeland Security (before Kerik withdrew his nomination in disgrace), and continues to defend him. To this day, Giuliani will not rule out pardoning Kerik if Rudy is elected president."
Giuliani's behavior has led him to three marriages and 20 years of rumors about his affairs. Giuliani has been married to Regina Peruggi, Donna Hanover, and to Judith Nathan.
Even back in 1993, his mayoral campaign commissioned its own study of his vulnerabilities, which emphasized his "raucous social life" during his marriage, and said that his behavior raised "questions about a weirdness factor" in his personal life.
Giuliani married his second cousin, Regina Perrugi. After 14 years, he divorced her, but got an official "annulment" -- a decree from the Catholic Church that the marriage never really happened (for 14 years!!), thus allowing remarriage in the Church.
After divorcing his second cousin, Rudy married Donna Hanover, a TV new anchor in New York. In 1996, he started appearing in public frequently with his press secretary, Cristyne Lategano (who was 28, and the youngest NYC press secretary ever, when Giuliani appointed her.) Vanity Fair magazine reported that they were dating. Hanover then changed back to her maiden name on tax returns, stopped appearing with Guiliani in public, and barred Cristyne from any of her public events. In Spring of 1999, Giuliani stopped appearing with Lategano and started dating Judith Nathan, an ambitious divorcee, while still married. Giuliani was even more blatant about his affair with Nathan. She accompanied him to dozens of public events -- town-hall meetings, the opera, fundraisers, and the St. Patrick's Day parade, marching alongside him just as the mayor's wife always has. She even joined him at the huge Y2K Millenium Celebration in Times Square. He sang to her in Italian in New York restaurants, and kept what one newspaper called (at the time) "a love nest" in the St. Regis Hotel. Rudy finally started divorce proceedings against Hanover in 2000 and married Judith Nathan in 2003.
He brought his mistress into the Mayor's mansion while his wife and children was still living there, forcing her to go to court to stop him, and had his lawyer savagely attack Hanover. Later, when he finally was man enough to seek a divorce, he announced it on live TV -- without telling his wife or kids first.
"For a guy who made his name attacking the mob, Rudy Giuliani has a surprising number of mob ties himself, including his father Harold -- a convicted felon who, according to the book "Rudy! An Investigative Biography", was involved (with Rudy's uncle Leo) in a shoot-out with a mob competitor. The book charges that Harold's best friend Lou Carbonetti, Jr. was a mobbed-up Democratic Party leader with connections to the boxing world. Harold Guiliani did prison time for robbery and served as the collector for Giuiliani's uncle Leo. And yes, Rudy Giuliani is a fan of the Sopranos, but that doesn't prove NOTHING."
He is a bigot, to say the least. Just his remarks in recent days is enough to see the connection.
He has also tried to delegitimize Obama. At a Republican fund-raising event in February 2015, Giuliani stated, "I do not believe, and I know this is a horrible thing to say, but I do not believe that the president [Barack Obama] loves America", and "He doesn’t love you. And he doesn't love me. He wasn't brought up the way you were brought up and I was brought up, through love of this country."
Although he touts himself as a tough guy against terrorism, he is supporter of a terrorist organization MEK, considered as one of the worst terrorist organizations in our world.
In recent months, he has become an interpreter for decoding Trump's equivocating speech or messages, which often are contradictory. In so doing, Giuliani is showing his evil self.
Giuliani was at it again Sunday on This Week, explaining that there was nothing offensive about Trump’s recent argument that the U.S. should have seized Iraq’s oil, because, “If we would have taken the oil, you wouldn’t have ISIS, because ISIS formed with the power and the wealth of that oil.” George Stephanopoulos asked if that’s legal, to which Giuliani replied, with a laugh, “Of course it’s legal. It’s a war.” He added, “Until the war is over, anything’s legal.”
As CNN notes, that’s not true outside Trump World, and that argument is actually pretty ironic:
The Geneva Conventions prohibit countries from seizing others’ property, even in war – the exact justification the United States used during its 1990 invasion of Iraq, after Iraq had seized Kuwait’s oil.
Another irony: “America’s Mayor” spent the 15th anniversary of 9/11 defending a candidate who’s argued for a ban on Muslim immigration. The New York Times recalled this weekend that Giuliani was once known for denouncing GOP extremists and calling for unity following the attack.
When asked about the Times article, Giuliani said people should “worry about my legacy after I’m dead.”
Yes, that legacy would be that he is an immoral politician who tried to groom a fascist. Is it all in the genes?
Those interested to learn, should see the sources cited in this link, here.