How Rudy Giuliani Went From 9/11s Hallowed Mayor to 2021s Haunted Ghoul – Vanity Fair
And so, yes: Of course Rudy Giuliani is important.
But lets go back for a moment to that September morning when, in our vulnerability and fear, we clung to Rudy. The memory of that embrace, from which we have been trying to extricate ourselves ever since, may have faded, but the need that inspired it is still intact. Its funny that you call it a Cuomo-like moment, Andrew Kirtzman, Giulianis biographer, said to me on Zoom, because I thought Cuomo was having a Giuliani-like moment. What Kirtzman found especially comparable about the two situations is how quickly people forget the circumstances behind the rise of these heroic figures. Those circumstances are an atmosphere of totalizing fear combined with a leadership void. Enter a flawed but vigorous leader, seemingly all facts and no bullshita man born, as his friend Peter Powers said of Giuliani, without a fear gene.
Kirtzman had been with Giuliani on 9/11. A young reporter at NY1, he was awakened by his mother, who told him to turn on the television. He called his newsroom, who instructed him to find the mayor. He went downtown in a cab. The driver, as soon as they entered the deserted streets surrounding the World Trade Center, slammed the brakes and threw him out. A frantic woman got in, urging Kirtzman to go back uptown with her. A cop yelled at him to get off the street. Kirtzman waved a press pass and held his ground. Im looking for Giuliani, he said. Oh, Giuliani, the cop replied. Hes over there. The mayor, covered in dust and ash, was emerging from a building on Barclay Street where he had taken cover after the first tower fell. On seeing Kirtzman, he said, Come on, Andrew, lets go! They began to walk up Church Street on what is now Giulianis iconic march north. As they walked, the second tower fell behind them. An implosion of rubble and debris. Everyone ran for cover.
Talk about a terrifying moment, Kirtzman said, helping me to re-enter the unbelievable experience of that day, its magnitude, the emotions it inspired. Zeroing in on what he saw as the source of the mayors appeal, Kirtzman said, He was the only one who was not absolutely immobilized by fear. Afterward Giuliani held a press conference where, when asked how many would die, he gave that unspeakably moving reply: The number of casualties will be more than any of us can bear, ultimately.
Kirtzman is at work on a second Giuliani biography (to be published next year by Simon & Schuster), and its not hard to see why: His subjecta child of New Yorks white ethnic enclaves, with all their tribal hatreds and a cult of loyalty as fierce as that found in the honor-and-shame societies of Afghanistans frontier regionswas fascinating even as a young man. Born to a family of Italian immigrants, he grew upfirst in Brooklyn, later in Garden Cityin a world where crime and law enforcement were two sides of the same coin. He had four uncles in uniform; a fifth was a fireman. His father, Harold, was a petty criminal who, in 1934, at age 24, had been convicted of robbing a milkman at gunpoint in a Manhattan building. Later, Harold worked as a bartender at Uncle Leos loan-sharking operation. When people couldnt pay up, Harold was the guy who showed up with a baseball bat. Much of this information, including a cousin who was a junkie and another who died as a cop in the line of duty, came to light through the tremendous work of Wayne Barrett, Giulianis late biographer. These were dichotomies typical of second-generation immigrant families in the city, and it is hard to be sure how much Giuliani himself knew of the equal measures of light and shade contained within him. Certainly now, as law enforcement wraps its arms around himas this story went to press, a New York Court suspended Giulianis law license, having determined that he made false and misleading statements in an attempt to overturn the results of the 2020 electionthere is a special poignancy to Harold imploring the young Rudy to steer clear of a life of crime. He would say over and over, Giuliani told Time in 2001, You cant take anything thats not yours. You cant steal. Never lie, never steal. As a child and even as a young adult, I thought, What does he keep doing this for? Im not going to steal anything.
Rudy is the EPITOME of what has happened to our PUBLIC LIFE, says Joe Klein. And ITS SCARY.
The young Rudy, brimming with admiration for John F. Kennedy, was an RFK Democrat. When Hillary Clinton was still a supporter of Barry Goldwater, Giuliani was praising President Lyndon Johnsons War on Poverty and describing the writings of a member of the John Birch Society as the disgusting neurotic fantasy of a mind warped by fear and bigotry. He voted for George McGovern in 1972 but, three years later, was appointed Gerald Fords associate deputy attorney general. In 1981, under Ronald Reagan, he became the youngest associate attorney general ever. He only became a Republican, his mother, Helen, said of him, as Giulianis registration changed from Democrat to Independent to Republican, after he began to get all these jobs from them. As associate attorney general, he had a shameful record of demonizing Haitians fleeing the murderous regime of Jean-Claude Baby Doc Duvalier. By 1983, he was the youngest man ever to lead the U.S. Attorneys Office for the Southern District of New York (only men had led it then). He kept his lynx-eyed gaze fastened on Italian organized crime as well as white-collar crime, prosecuting the likes of Michael Milken and Ivan Boesky. His youthful love of opera made him relish the more theatrical aspects of his job. He memorably perp walked Richard Wigton across the trading floor of his company in handcuffs. You dont stop violent crime by being a good fairy, Ed Hayes, who served as the model for the Tommy Killian character in Tom Wolfes The Bonfire of the Vanities, told me. Hayes, who had also grown up hard in an Irish equivalent of Giulianis Italian neighborhood, fought the mayor on behalf of a firefighters widow after 9/11 and came away with a favorable impression. He was a good mayor, Hayes said. I dont give a shit what anyone says. But recently he had run into Giuliani at Scottos, an Italian restaurant in Midtown, and was shocked by what he saw. I remember looking at him, and he didnt look the same. I said to myself, What the fuck is going on here? This is one of the great heroes in the history of New York City.
Giuliani, who almost became a priest until he discovered he had a libido, had an uncompromising sense of right and wrong that served him well as a prosecutor. After two storied terms as mayor, he launched a 2008 presidential campaign that ran into the sands. Then he disappeared into the private sector, where he made gobs of money. (My husband, in fact, was an associate at the esteemed Houston law firm of Bracewell & Giuliani, after the latter name had fallen away.) So far, so standard. We should stop here to stress that, though more colorful than most, these are the lineaments of a perfectly routine career in public life. Had Giuliani at this point vanished into the mahogany woodwork of boardrooms, Kirtzman would have had no greater task ahead of him than detailing messy divorces, the odd shady deal, a late-in-life love affair with scotch, and the diminishing returns that accrue to those who try to extract every drop of financial and political gain from a global celebrity they had only a partial hand in creating.
But now, as Giuliani comes full circle, via the Trump bypass, to be the subject of a criminal investigation led by the very same office he once led, he becomes a study of almost Dostoyevskian proportions. In him, we see some of our most ancient impulses, of power and ethics, fear and greed, dramatized. To be clearin May, Time revealed Giuliani worked with an accused Russian agent in a plot against the 2020 U.S. electionthis is a prosecutor who has come to be a danger to his personal liberty, as well as that of this country. Even if we set aside the scenes of self-abasementnow butt dialing reporters, now possibly emitting COVID-infected fecal aerosols into a crowded Michigan courtroomthis is territory unlike any other in modern times. It is incumbent upon us to try to understand how the arc of this once-impressive individual came to intersect so calamitously with this moment that were living through in America. Because as much as there is nothing mysterious (and certainly nothing tragic) in Trumps trajectory, even the most partisan observers I spoke to could not help but feel a degree of pain, sadness, and frank bewilderment at the question of what happened to Giuliani. Its inexplicable to me, said one. Frontal lobe dementia, said another. A guy with an expiration date, suggested a former associate. Ravitch said, A lot of people think he became a heavy drinker and thats why hes behaving the way he is. A close aide demurred: Its a sadder, more complicated story. Theres something wrong, theres something off. He got nothing out of this relationship. He threw away his reputation for free.
I take great issue, said someone who worked closely with Giuliani in the 1990s (lets call him Jeff), with the people who say that this is just a continuation of who he was. Thats not true. This is the tragic collapse of a great public man.
Jeff remembers someone with a steel trap of a mind who could hold briefings of three to four hours without notes, a big reader, a man capable of compassion. Jeff attended one of a series of town halls Giuliani held around the city during his first term in Canarsie, in southern Brooklyn, real Rudy country. There, an older man struggled to get his point across. Shouts of learn English and stop wasting our time rose around the packed school auditorium. Rudy shut that down right away, Jeff said, recalling the mayors words: Let me tell you something: This gentleman is an immigrant trying to ask his mayor a question. My grandfather came here. He didnt speak any English. He had a hell of a tough time. If somebody had taken the time to listen, life would perhaps have been easier for him. Im a busy guy. As busy as you may be, Im busier than you are. If I have the time to spend a few extra minutes listening to this guy finishing his thought, you do too. Giulianis reaction changed the tenor of that room. Applause ensued. Jeff was eager for me to see that, when it came to the old Rudy, there were as many stories of this kind as of the other. There was none of that Trumpian nonsense, Jeff said, adding that he found the present condition of the ex-mayor heartbreaking.
Giuliani had far more trouble being sympathetic to people from other backgrounds, especially New Yorks Black population, which in his day amounted to more than a quarter of the city. His experience with race has a certain metaphorical power too, when one considers that in America the encounter with the other so often begins at the color line. That is when we see people unlike ourselves, and when our ability to see in the experience of another a shade of our ownempathy, in a wordis truly tested. In the case of Giuliani, his racial attitudes were more than casually held prejudices, no mere extension of his upbringing but an actual vendetta, originating in his 1989 electoral loss to the citys first Black mayor, David Dinkins.
When HILLARY CLINTON was still a supporter of BARRY GOLDWATER, Giuliani was praising President Johnsons WAR ON POVERTY.
He couldnt believe he had lost to Dinkins, said Bill Bratton, who served as police commissioner under Giuliani. Bratton, who had been in the room when President Barack Obama mocked Trump at the White House Correspondents Dinner in 2011an event many believe led Trump to truly set his sights on the presidency with an aim to undo Obamas legacydescribed that moment to me as the mirror image of the rage that the defeat to Dinkins produced in Giuliani. The future mayor had until then actively courted the Black vote, speaking with emotion of homeless shelters and crack babies. But Giulianis concern lasted only as long as he was allowed to play the benefactor. Confronted with losing to a Black man, his goodwill disappeared. At Giulianis party at the Roosevelt Hotel, Barrett evokes a scene that would return to haunt us: The ballroom was filled with frustrated supporters hed closed the campaign invokingwhite, male, and mad. It was also filled with ugly untruths about how Blacks had stolen the election at polls in Harlem and Bed-Stuy, where the dead had supposedly voted by the thousands.
Not only did Giuliani lack the historical imagination or the generosity of spirit needed to see the significance of New York electing its first Black mayor, what is especially revealing (given what he would later become) is that even when he had beaten Dinkins in 1993, on the issue of law and order, he could not let his animosity go. He really prevented us, Bratton said, still frustrated after all these years, from having a free hand to reach out to the Black community. The animus ran so deep that Giuliani, as mayor, didnt once attend the US Open, because that event had come to be associated with Dinkinss mayoralty. This also meant that when the truly hideous incidents of police violence occurred under Giulianithe 1997 rape of Abner Louima in a precinct bathroom by cops with the handle of a cleaning implement; Amadou Diallo, shot at 41 times in 1999 by plainclothes police officers; Patrick Dorismond, killed in 2000 by undercover officers attempting to buy drugs that Dorismond wasnt sellingthe mayor had no one in Black leadership to speak to. Nor did he seem to want to. Instead he released Dorismonds juvenile delinquency record to show that he was no altar boy. In fact he was, at the very same Catholic school that Giuliani had attended. Not surprisingly, a month after Dorismonds funeral Giulianis approval rating fell to 37 percent, with only 6 percent of Black voters approving of the job he was doing.
See original here:
How Rudy Giuliani Went From 9/11s Hallowed Mayor to 2021s Haunted Ghoul - Vanity Fair
- Hillary Clinton outs herself as REDSKINS fan in old pic as fans blast hypocrisy over 'insensitive' team name - Daily Mail - January 6th, 2026 [January 6th, 2026]
- Bild: German intelligence wiretapped calls from Obama, Hillary Clinton, and US military personnel - Latest news from Azerbaijan - January 6th, 2026 [January 6th, 2026]
- Hillary Clinton Caught Wearing Gloves That Prove She's Full Of Crap - OutKick - January 4th, 2026 [January 4th, 2026]
- Steve Bannon Compares Trump to Hillary Clinton in Stunning Attack - Yahoo - January 4th, 2026 [January 4th, 2026]
- Hillary Clinton Called Out for Wearing Washington Redskins Gloves After Slamming Team Name - Inquisitr News - January 4th, 2026 [January 4th, 2026]
- FBI caught Hillary Clinton discussing donations with foreign felon - The Heartlander - December 31st, 2025 [December 31st, 2025]
- 'My Wife Would Not Be Happy!': Donald Trump Takes a Jab at Hillary Clinton Amid Melanias Warning - AOL.com - December 31st, 2025 [December 31st, 2025]
- Hillary Clinton Shares Throwback Photo Of Bill Amid Epstein File Chaos - okmagazine.com - December 25th, 2025 [December 25th, 2025]
- Quote of the day by Hillary Clinton: 'Women are not victims, we are agents of...' - The Economic Times - December 25th, 2025 [December 25th, 2025]
- Hillary Clinton hospitalized in New York City? Here's the truth behind viral news | Hindustan Times - Hindustan Times - December 16th, 2025 [December 16th, 2025]
- Bill and Hillary Clinton are pushing back against weaponized Republican-led Epstein investigation - The Independent - December 16th, 2025 [December 16th, 2025]
- Trump 'diverting attention' from himself as Bill and Hillary Clinton are avoiding testifying in Epstein case - WION - December 16th, 2025 [December 16th, 2025]
- HOUSE OVERSIGHT DELAYS CLINTON EPSTEIN DEPOSITIONS TO JANUARY, THREATENS CONTEMPT IF THEY DON'T COMPLY The Clintons wanted out... Comer said no. Bill... - December 16th, 2025 [December 16th, 2025]
- Hillary Clinton reveals she is 'grateful' to King Charles ahead of major broadcast - GB News - December 16th, 2025 [December 16th, 2025]
- Scottish rock band airs video of Netanyahu, Hillary Clinton with swastikas over their eyes - New York Post - December 16th, 2025 [December 16th, 2025]
- Meet Suzanne Peyton, the new executive director for Bill and Hillary Clinton National Airport - thv11.com - December 12th, 2025 [December 12th, 2025]
- Hillary Clinton saddened to accept award in name of Irish political giant Peter Sutherland - Business Post - December 12th, 2025 [December 12th, 2025]
- Genocide experts blast Hillary Clinton for 'genocide denial' in Gaza - Press TV - December 12th, 2025 [December 12th, 2025]
- Hillary Clinton Warns: 'Trump Is Turning Away From Allies And America Will Pay the Price' - Times Now - December 10th, 2025 [December 10th, 2025]
- 'America Losing Core Values': Hillary Clinton Talks MAGA; Sends Unusual Message To Trump - Times of India - December 10th, 2025 [December 10th, 2025]
- US urged to uphold rule of law: Hillary Clinton - The Korea Times - December 10th, 2025 [December 10th, 2025]
- Eleanor Coppola tried to start a wronged-wives club with Hillary Clinton and got a blunt reality check - San Francisco Chronicle - December 10th, 2025 [December 10th, 2025]
- Hillary Clinton Allegedly 'Finished' With Bill: Ex-POTUS 'Going Down' As Epstein Scandal Explodes, Facing New Orders - International Business Times UK - December 10th, 2025 [December 10th, 2025]
- Hillary Clinton Called "Genocide Denier" by Leading Genocide Prevention Organization Named After Holocaust Survivor - thenorthstar.com - December 10th, 2025 [December 10th, 2025]
- Hillary Clinton claims TikTok is influencing young peoples views on Israel-Palestine - The Independent - December 4th, 2025 [December 4th, 2025]
- Im Shocked: MAGA Influencer Gives Hillary Clinton Props On Fox News For TikTok Take - Yahoo - December 4th, 2025 [December 4th, 2025]
- Hillary Clinton says anti-Israel sentiment among young people fueled by propaganda on social media - Jewish Insider - December 4th, 2025 [December 4th, 2025]
- Hillary Clinton says 'Israel Has the worst PR' - www.israelhayom.com - December 4th, 2025 [December 4th, 2025]
- Ro Khanna to Hillary Clinton: Don't Disparage the Intelligence of Young People on Israel - Zeteo | Substack - December 4th, 2025 [December 4th, 2025]
- Hillary Clinton says TikTok to blame for young Americans' pro-Palestine views. They disagree - Middle East Eye - December 4th, 2025 [December 4th, 2025]
- Hillary Clinton Blames TikTok for Misinformation Influencing Young Peoples Views on Israel and Palestine - IMDb - December 4th, 2025 [December 4th, 2025]
- Hillary Clinton Joins in Blaming TikTok for Young Americans' View That Israel Is Committing Genocide - Common Dreams - December 4th, 2025 [December 4th, 2025]
- The Most Explosive Moments In Donald Trump And Hillary Clinton's Bitter Feud - thelist.com - December 4th, 2025 [December 4th, 2025]
- The Israel Hayom summit brings global leaders to Manhattan to discuss US-Israel relations and antisemitism. Mike Waltz, Hillary Clinton, freed... - December 4th, 2025 [December 4th, 2025]
- 11th Circuit rejects Trump's attempt to revive Hillary Clinton conspiracy - Courthouse News - November 28th, 2025 [November 28th, 2025]
- Unpacking claim Trump tweeted that Hillary Clinton couldn't 'satisfy her husband' in 2015 - Yahoo News UK - November 28th, 2025 [November 28th, 2025]
- Hillary Clinton returns to the spotlight - www.israelhayom.com - November 28th, 2025 [November 28th, 2025]
- Bill, Hillary Clinton threatened with contempt of Congress as house expands Jeffrey Epstein probe - New York Post - November 28th, 2025 [November 28th, 2025]
- Hillary Clinton wishes for nationwide announcement that Trump is 'gone' in video on social media - Fox News - November 28th, 2025 [November 28th, 2025]
- 'Arguments were indeed frivolous': Appeals court savages and dashes Trump's RICO lawsuit against Hillary Clinton, upholds full dismissal and nearly $1... - November 28th, 2025 [November 28th, 2025]
- Did Trump tweet that Hillary Clinton couldn't 'satisfy her husband' in 2015? - Snopes.com - November 28th, 2025 [November 28th, 2025]
- Hillary Clinton blasted for 'daydreaming' about the day it's announced Donald Trump is 'gone' - Sky News Australia - November 28th, 2025 [November 28th, 2025]
- REP. LUNA ACCUSES CLINTONS OF REFUSING EPSTEIN DEPOSITIONS Bill and Hillary Clinton are refusing to appear before House Oversight for their... - November 18th, 2025 [November 18th, 2025]
- Hillary Clinton Slams Trumps $300 Million White House Ballroom as Destruction of the Peoples House - Azat TV - November 16th, 2025 [November 16th, 2025]
- Hillary Clinton warns against 'spheres of influence' and U.S. taking its eye off China - Yahoo - November 16th, 2025 [November 16th, 2025]
- Hillary Clinton warns against 'spheres of influence' and U.S. taking its eye off China - Fox News - November 16th, 2025 [November 16th, 2025]
- The work is literally just beginning: Hillary Clinton says Trumps Mideast cease-fire needs patient diplomacy - The Boston Globe - October 31st, 2025 [October 31st, 2025]
- At Brown, Hillary Clinton reflects on her career, encourages the pursuit of truth and diplomacy - Brown University - October 31st, 2025 [October 31st, 2025]
- Hillary Clinton opens up about the past, present and future in Brown lecture - Rhode Island Current - October 31st, 2025 [October 31st, 2025]
- Hillary Clinton to receive Sutherland Leadership Award - KPMG - October 31st, 2025 [October 31st, 2025]
- Bill Clinton Hillary Clinton's Best Family Photos - Yahoo - October 28th, 2025 [October 28th, 2025]
- Hillary Clinton Criticizes Trump, Gavin Newsom Calls Out Mike Johnson And More: This Week In Politics - Benzinga - October 26th, 2025 [October 26th, 2025]
- Republicans mock Hillary Clinton over 2001 furniture scandal after Trump ballroom remarks - WEAR-tv - October 24th, 2025 [October 24th, 2025]
- Trump admin accuses Hillary Clinton of stealing White House furniture as former first lady slams ballroom plan - Fox News - October 24th, 2025 [October 24th, 2025]
- Hillary Clinton releases 'Not his house' merch as Trump administration demolishes East Wing of White House for ballroom - Yahoo - October 24th, 2025 [October 24th, 2025]
- Hillary Clinton launches Not His House merchandise amid Trumps White House East Wing demolition - The Indian Express - October 24th, 2025 [October 24th, 2025]
- Hillary Clinton to host 'unscripted' conversation at Target Center - Yahoo - October 24th, 2025 [October 24th, 2025]
- Hillary Clinton Quotes Daughter Chelsea's Attack On Trump For 'Wrecking' The White House, Recalls Why Its Called The 'People's House' - Benzinga - October 24th, 2025 [October 24th, 2025]
- Hillary Clinton Says Trump Is 'Destroying' The White House, Ted Cruz Claps Back With 'At Least He Didn't Steal The Silverware' - Benzinga - October 24th, 2025 [October 24th, 2025]
- Joe Rogan makes ludicrous claim that Marjorie Taylor Greene is more pro-LGBTQ+ than Hillary Clinton - PinkNews - October 24th, 2025 [October 24th, 2025]
- Hillary Clinton: Trump destroying White House with demolition for ballroom - The Hill - October 23rd, 2025 [October 23rd, 2025]
- Hillary Clinton fires up voters against Trump's White House ballroom construction: 'Not his house'' - Fox News - October 23rd, 2025 [October 23rd, 2025]
- Hillary Clinton to host 'unscripted' conversation at Target Center - Bring Me The News - October 23rd, 2025 [October 23rd, 2025]
- Hillary Clinton's Event At Target Center Promises A Candid Discussion On Her Career - WJON - October 23rd, 2025 [October 23rd, 2025]
- Hillary Clinton Slams Trumps $200 Million White House Ballroom Project: Its Not His HouseIts Yours - southerndigest.com - October 23rd, 2025 [October 23rd, 2025]
- Hillary Clinton says Trump is destroying White House with ballroom construction - Washington Examiner - October 23rd, 2025 [October 23rd, 2025]
- Hillary Clinton Blasts Trump Over White House Ballroom: 'He's destroying it' As Demolition Begins - inkl - October 23rd, 2025 [October 23rd, 2025]
- Hillary Clinton Among Critics as Trump Sparks Outrage With Bizarre 'No Kings' AI Video - International Business Times UK - October 23rd, 2025 [October 23rd, 2025]
- Did Hillary Clinton Undergo Cosmetic Surgery Before Attending Ragtime Revival? - International Business Times UK - October 23rd, 2025 [October 23rd, 2025]
- Hillary Clinton Hits Out at President Trump for Demolishing Part of White House to Build Ballroom - news24online.com - October 23rd, 2025 [October 23rd, 2025]
- Hillary Clinton Among Critics as Trump Sparks Outrage With Bizarre 'No Kings' AI Video - inkl - October 21st, 2025 [October 21st, 2025]
- Joe Rogan: Hillary Clinton Was Further Right Than Marjorie Taylor Greene - Newsweek - October 19th, 2025 [October 19th, 2025]
- Hillary Clinton Shocks Onlookers With New Look During Opening Night of Ragtime on Broadway - Yahoo - October 19th, 2025 [October 19th, 2025]
- Rachel Zegler, Audra McDonald, Hillary Clinton, and More Celebrate the Broadway Revival of Ragtime - Vogue - October 19th, 2025 [October 19th, 2025]
- Trump Invents Tale of World Leader Snubbing Hillary Clinton - Yahoo - October 19th, 2025 [October 19th, 2025]
- Benny Johnson says "little birdies" tell him Barack Obama, Hillary Clinton, John Brennan, and James Clapper are facing "real legal... - October 19th, 2025 [October 19th, 2025]
- Hillary Clinton's Throwback Photos Have Fans Freaking Out Over Her Shocking A-List Twin - Yahoo - October 17th, 2025 [October 17th, 2025]
- What is Letitia James accused of? Eric Trump compares the New York AG to Hillary Clinton who "dug so deep, she ended up finding herself" -... - October 17th, 2025 [October 17th, 2025]
- Trump Invents Tale of World Leader Snubbing Hillary Clinton - The Daily Beast - October 15th, 2025 [October 15th, 2025]
- Hillary Clinton Slams GOP As 'Trump Shutdown' Enters 3rd Week: They're Willing To 'Hold The Country Hostage' Over Health Care - Benzinga - October 15th, 2025 [October 15th, 2025]