60 Fun Facts About Rudy Giuliani

Rudy Giuliani was mayor of which city from 1994 to 2001?

He was the city's 108th mayor and its first Republican mayor in nearly three decades.

For his leadership after the September 11 attacks, Giuliani was named Time magazine's Person of the Year for which year?

Time noted his image had shifted from rigid and self-righteous to a man who could unite a city in crisis.

Giuliani was widely nicknamed what after 9/11?

Queen Elizabeth II honoured him in February 2002 for the same leadership.

Giuliani was born in 1944 in which Brooklyn neighbourhood?

It was then a largely Italian American enclave; his parents were both children of Italian immigrants.

Giuliani's father Harold served prison time in which New York prison?

He was convicted of felony assault and robbery and later worked as an enforcer for a loan-sharking ring.

Giuliani majored in political science at which institution in Riverdale, Bronx?

He considered becoming a priest before choosing NYU Law, where he graduated cum laude in 1968.

Giuliani volunteered for whose 1968 presidential campaign, back when he was a Democrat?

He voted for George McGovern in 1972, went independent in 1975 and became a Republican in December 1980.

Giuliani avoided the Vietnam draft partly through a 1969 essential-civilian reclassification while working as what?

When reclassified 1-A in 1970 he drew a high lottery number, 308, and was never called.

In 1981 Giuliani became U.S. Associate Attorney General, the third-highest post in which department?

He supervised the U.S. attorneys, the DEA and the U.S. Marshals under President Reagan.

From 1983 to 1989 Giuliani was U.S. Attorney for which jurisdiction?

Technically a demotion, but the highest-profile prosecutor's office in the country and a classic springboard to politics.

Giuliani's Mafia Commission trial used which federal law to indict the heads of the Five Families?

The Racketeer Influenced and Corrupt Organizations Act let him charge extortion, labour racketeering and murder for hire together.

How many organised crime figures did Giuliani indict in the Mafia Commission trial?

Time later called it possibly the most significant assault on organised crime since the Chicago Mafia was swept up in 1943.

Which future Secretary of Homeland Security assisted Giuliani in the Mafia Commission prosecution?

Chertoff, later a co-author of the Patriot Act, was one of three assistant U.S. attorneys on the case.

Which Wall Street arbitrageur, prosecuted by Giuliani, had made a fortune betting on corporate takeovers?

Boesky cooperated with the SEC and helped bring down junk-bond king Michael Milken.

Giuliani first ran for mayor in 1989 and lost narrowly to whom?

Dinkins had upset three-term incumbent Ed Koch in the Democratic primary.

Whom did Giuliani beat in the 1989 Republican mayoral primary?

The cosmetics heir then ran on the Conservative line against him in the general election.

Besides the Republican line, Giuliani ran his mayoral campaigns on which other ballot line?

The Conservative Party refused to endorse him and ran its own candidates in 1989, 1993 and 1997.

Giuliani won the 1993 mayoral election by roughly how many votes?

He became the first Republican elected mayor in 28 years.

Giuliani was the first Republican elected mayor of New York since which 1965 winner?

His 1997 re-election made him the first Republican to win a second term on that line since La Guardia in 1941.

Whose blessing did Giuliani seek in 1993 by visiting the Lubavitcher Rebbe?

The visit came in a campaign shaped by the Crown Heights riot.

Giuliani's first police commissioner, who championed "broken windows" policing, was who?

Bratton made the cover of Time in 1996 and was reportedly forced out after two years in a clash of egos.

The "broken windows" policing theory adopted under Giuliani is associated with which scholar?

It targeted graffiti, turnstile jumping and the "squeegee men" to signal that order would be maintained.

What was the name of the computer-driven crime-mapping system introduced by Bratton and Jack Maple?

Critics say it tempts commanders to underreport crime; it has since spread to departments worldwide.

Which Democrat did Giuliani face in the 1997 mayoral election?

She had beaten Al Sharpton in the primary; Giuliani won 58 percent to 41.

Giuliani quit the 2000 Senate race against Hillary Clinton after being diagnosed with what?

His father had died of the same disease in 1981; the same weeks saw his separation from Donna Hanover become public.

Which retiring senator's seat were Giuliani and Hillary Clinton competing for in 2000?

Charles Rangel recruited the First Lady to counter Giuliani's star power.

Giuliani was criticised for putting the city's emergency command centre in which building?

The tower had been a terrorist target in 1993 and collapsed on 9/11, hampering coordination.

How many days after the 9/11 attacks did Wall Street reopen, under Giuliani's push?

He told the public that first month that "the air quality is safe and acceptable," a claim later heavily criticised.

Which honour did Queen Elizabeth II give Giuliani in February 2002?

As an American he cannot use the title "Sir," but may add KBE after his name.

Whom did Giuliani endorse to succeed him as mayor in 2001?

Bloomberg, a recent Republican convert, took office on January 1, 2002, after Giuliani's bid to extend his own term fizzled.

Which former police commissioner did Giuliani recommend for Homeland Security in 2004?

Kerik's nomination collapsed over ties to organised crime and an undocumented nanny; he was later indicted on 16 counts.

Giuliani's 2008 presidential campaign staked almost everything on which state's late-January primary?

He finished a distant third there with 15 percent behind McCain and Romney and dropped out.

Which televangelist endorsed Giuliani's 2008 campaign in November 2007?

Observers thought it might reassure social conservatives about a pro-choice New Yorker; it did not save the campaign.

Giuliani joined Donald Trump's personal legal team in April of which year?

His stated goal was a swift end to the Mueller investigation; he later said Trump should not testify because "our recollection keeps changing."

Giuliani's November 7, 2020 election press conference was famously held at what kind of Philadelphia business?

Four Seasons Total Landscaping sits between a crematorium and an adult bookstore; the networks called the race for Biden during the event.

At the January 6, 2021 rally, Giuliani called for what, later citing Game of Thrones?

He also repeated claims that voting machines were "crooked."

In December 2023 a jury ordered Giuliani to pay how much to election workers Ruby Freeman and Shaye Moss?

He filed for bankruptcy six days later and eventually reached a settlement.

Giuliani was indicted in August 2023 alongside Trump and 17 others by a grand jury in which state?

The 41-count racketeering indictment cited his December 2020 testimony to state lawmakers; Arizona followed in 2024.

Giuliani was disbarred in New York in which year?

His licence had been suspended in June 2021; the District of Columbia followed that September.

Giuliani's first wife, Regina Peruggi, turned out to be his what?

The Church annulled the marriage in 1983 reportedly on those grounds.

How did Giuliani announce his separation from second wife Donna Hanover in May 2000?

He then praised Judith Nathan, whom he later married, as "a very, very fine woman."

Giuliani played himself in a 1993 Seinfeld episode about a mayoral race and which dessert?

His scenes were filmed the morning after his real-world election win.

Which actor portrayed Giuliani in the 2003 TV film Rudy: The Rudy Giuliani Story?

Kate McKinnon later played him repeatedly on Saturday Night Live.

On The Masked Singer, Giuliani was unmasked as which character?

He sang "Bad to the Bone"; judge Ken Jeong walked off the set.

Giuliani guest-starred as himself in a 2007 episode of which animated series?

The episode was "Stop, or My Dog Will Shoot!"

Giuliani's podcast, launched in January 2020, was titled Rudy Giuliani's what?

It borrowed Thomas Paine's title.

Trump issued Giuliani a federal pardon in which month and year?

It covered federal matters only, not the state prosecutions.

From which Brooklyn Catholic high school did Giuliani graduate in 1961?

He commuted back from Garden City South on Long Island, where his family had moved when he was seven.

Giuliani switched his party registration from Democrat to independent in which year?

He was then being recruited for a Ford administration post and served as chief of staff to Deputy Attorney General Harold 'Ace' Tyler.

After Giuliani reportedly forced him out, Bill Bratton went on to lead which city's police department?

Bratton had appeared on the cover of Time in 1996, in what was seen as a clash of two large egos.

What was Giuliani's approval rating among New York City voters six weeks after the 9/11 attacks?

A year earlier it had stood at 36 percent; Oprah Winfrey dubbed him 'America's Mayor'.

Giuliani resigned from which 2006 panel after missing all its meetings, including a Petraeus briefing?

His speaking schedule, which raised $11 million in fees over fourteen months, had kept him away.

How much debt did Giuliani's 2008 presidential campaign end up carrying?

He proposed appearing at Republican fundraisers with part of the proceeds going to retire it.

Which Peruvian presidential candidate did Giuliani advise during the 2011 election?

After his own campaign, his 'high appearance fees dropped like a stone' and he returned to consulting.

Roughly how much did Giuliani Partners earn over its first five years?

Media outlets have characterised the security consultancy as a lobbying entity trading on his name recognition.

Which pharmaceutical company did Giuliani represent in 2006 talks over misleading claims about OxyContin?

The deal saw the company and some executives pay $634.5 million in fines.

How much was Giuliani paid to consult for Lev Parnas's company 'Fraud Guarantee'?

Trump supporter Charles Gucciardo paid it on the company's behalf in two $250,000 instalments in 2018.

How much in damages did Smartmatic seek when it sued Giuliani, Fox News and others in February 2021?

The company accused them of a 'disinformation campaign'; a judge denied the motion to dismiss in March 2022.

Which school said in 2022 it was creating a process to revoke the honorary law degree it gave Giuliani in 1989?

Loyola and Middlebury had given him honorary degrees in 2005.

Who co-wrote Giuliani's 2002 book Leadership?

It was published by Miramax Books the year after he left office.