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    Help, We Can’t Stop Writing About Andrew Yang

    The outsider brings provocative ideas and good vibes. But can an “empty vessel” really make it through New York’s shark-infested media waters?In January of last year, as the Iowa caucuses neared and before I’d heard of Covid-19, I asked Andrew Yang if running for mayor of New York wouldn’t make more sense than his improbable presidential campaign.“After eight years as president, we’ll see if I have an appetite for mayor,” he replied.I found him surprisingly impressive and hard to dismiss, and wrote a column saying the news media should take his presidential bid more seriously.Then I went to a caucus in West Des Moines, where the only Yang supporter I found was a teenager who had been dragged to the event by her Elizabeth Warren-supporting mother, and was lodging a familial protest vote. Still, I reminded him of the exchange when we spoke on Friday. “It turns out I never became president!” he said brightly. “And I’m full of energy.”This time, the media is taking him seriously — and indeed, is trying, with mixed results, to avoid some of what journalists see as the mistakes in covering Donald Trump.Those post-mortems were endless: In 2016, the media covered an outsider, celebrity candidate by a different set of standards, and simultaneously allowed him to suck all the energy out of the race.In New York in 2021, even a depleted local press corps has covered Mr. Yang skeptically, each outlet in its own way. The Daily News put his “rabid” and “unruly” supporters on its front page. The New York Post roasted his eagerness to hire his rivals to actually run the city. Politico documented his courtship of conservative media. And this weekend, Brian Rosenthal and Katie Glueck of The New York Times exposed a wide gap between the promise and reality of the nonprofit he founded. Now, aides to other candidates said, he has become the central target as they scramble to take him down in the six weeks that remain before the primary election.Still, the local media is wrestling with how to avoid allowing coverage of one candidate to eclipse the rest of the field, even if Mr. Yang is “not in the same ideological universe as Donald Trump,” said Jere Hester, the editor in chief of the nonprofit news organization The City.“There’s a residual wariness among the media about being careful not to uncritically help elevate someone who’s more celebrity than proven public servant,” he said.The rise of Mr. Yang, like an optimistic helium balloon, has been disconcerting to the denizens of New York’s once-savage media-political scene. The New York mayoralty used to be one of the great prizes in American politics, won by candidates tough enough to survive the second-fiercest press corps in the country, after the White House. But local news here, as everywhere, has been in decline for years, and Michael Bloomberg’s billions showed that a candidate could sidestep the historically hostile gaggle of reporters and reach city voters through expensive television ads instead. Mayor Bill de Blasio, too, has brushed off fierce and unrelenting opposition from The Post, which despite being still lively and well-funded, has lost some of its killing power.And while the coverage of Mr. Yang has been mixed, there is no question he is dominating, getting about twice as much written coverage as his nearest rival, according to the magazine City Limits, and regularly leading broadcast news outlets.“I’m excited because it means I’m contending,” Mr. Yang said in a Zoom interview on Friday. “When I ran for president, we were the scrappy underdog, so most of the coverage was like, ‘What’s going on here? Who is this?’ So I’ll take it. Generally speaking being covered is a good thing.”“A lot of New Yorkers are excited about someone who will come in and just try to figure out, like what the best approach to a particular problem is,” Mr. Yang said.Spencer Platt/Getty ImagesThe next month will determine whether he’s right, and whether he can continue to float through a campaign that, in this strange moment near the end of a pandemic, has been oddly muffled, lacking the kind of crescendo of the media echo chamber that demolished more experienced candidates before him.Mr. Yang’s good cheer and good vibes — at a cultural moment when vibes, as The New Yorker’s Kyle Chayka wrote recently, are standing in for more concrete judgment — may be what some weary voters crave now. His breeziness certainly stands out among the more sober candidacies of his rivals, like the Brooklyn borough president, Eric Adams, who has campaigned against gun violence, and the former de Blasio aide Maya Wiley, who is promising to take on the hard challenges of changing the city’s police and schools, while her aides rage at Mr. Yang’s airy ascent.Another candidate who was trying to offer a solid and steady alternative to Mr. Yang, Comptroller Scott Stringer, faltered last week as his key supporters abandoned him after a lobbyist said Mr. Stringer sexually assaulted her 20 years ago. That accusation, which he denies, ricocheted through the media and political world despite a lack of journalistic corroboration.The one constant in this strange campaign has been the directness of Mr. Yang’s approach. When I saw him outside the Mermaid Inn in the East Village last Wednesday, he was holding a news conference to demand, in part, that the state drop the Covid-era requirement that bars serve snacks with drinks. It was the sort of populist issue that draws broadcast cameras, and a smaller version of his willingness to press the city’s powerful teachers’ union on reopening schools. It hit the note of post-pandemic optimism his opponents have struggled to strike. An aide noted with satisfaction that two of the three main local networks were there.“The media has a bias toward celebrity and novelty and energy,” said U.S. Representative Ritchie Torres of the Bronx, who has endorsed Mr. Yang.The candidate’s version of Trumpian provocation is a series of Twitter controversies over mildly misguided enthusiasm for bodegas and subways. “The Daily Show” last week launched a parody Twitter account featuring a wide-eyed Mr. Yang excitedly declaring gems like “Real New Yorkers want to get back to Times Square.”.css-1xzcza9{list-style-type:disc;padding-inline-start:1em;}.css-3btd0c{font-family:nyt-franklin,helvetica,arial,sans-serif;font-size:1rem;line-height:1.375rem;color:#333;margin-bottom:0.78125rem;}@media (min-width:740px){.css-3btd0c{font-size:1.0625rem;line-height:1.5rem;margin-bottom:0.9375rem;}}.css-3btd0c strong{font-weight:600;}.css-3btd0c em{font-style:italic;}.css-w739ur{margin:0 auto 5px;font-family:nyt-franklin,helvetica,arial,sans-serif;font-weight:700;font-size:1.125rem;line-height:1.3125rem;color:#121212;}#NYT_BELOW_MAIN_CONTENT_REGION .css-w739ur{font-family:nyt-cheltenham,georgia,’times new roman’,times,serif;font-weight:700;font-size:1.375rem;line-height:1.625rem;}@media (min-width:740px){#NYT_BELOW_MAIN_CONTENT_REGION .css-w739ur{font-size:1.6875rem;line-height:1.875rem;}}@media (min-width:740px){.css-w739ur{font-size:1.25rem;line-height:1.4375rem;}}.css-1dg6kl4{margin-top:5px;margin-bottom:15px;}#masthead-bar-one{display:none;}#masthead-bar-one{display:none;}.css-12vbvwq{background-color:white;border:1px solid #e2e2e2;width:calc(100% – 40px);max-width:600px;margin:1.5rem auto 1.9rem;padding:15px;box-sizing:border-box;}@media (min-width:740px){.css-12vbvwq{padding:20px;width:100%;}}.css-12vbvwq:focus{outline:1px solid #e2e2e2;}#NYT_BELOW_MAIN_CONTENT_REGION .css-12vbvwq{border:none;padding:10px 0 0;border-top:2px solid #121212;}.css-12vbvwq[data-truncated] .css-rdoyk0{-webkit-transform:rotate(0deg);-ms-transform:rotate(0deg);transform:rotate(0deg);}.css-12vbvwq[data-truncated] .css-eb027h{max-height:300px;overflow:hidden;-webkit-transition:none;transition:none;}.css-12vbvwq[data-truncated] .css-5gimkt:after{content:’See more’;}.css-12vbvwq[data-truncated] .css-6mllg9{opacity:1;}.css-1rh1sk1{margin:0 auto;overflow:hidden;}.css-1rh1sk1 strong{font-weight:700;}.css-1rh1sk1 em{font-style:italic;}.css-1rh1sk1 a{color:#326891;-webkit-text-decoration:underline;text-decoration:underline;text-underline-offset:1px;-webkit-text-decoration-thickness:1px;text-decoration-thickness:1px;-webkit-text-decoration-color:#ccd9e3;text-decoration-color:#ccd9e3;}.css-1rh1sk1 a:visited{color:#333;-webkit-text-decoration-color:#ccc;text-decoration-color:#ccc;}.css-1rh1sk1 a:hover{-webkit-text-decoration:none;text-decoration:none;}Mr. Yang was less amused than usual by that effort. “It seems like an odd time to utilize Asian tourist tropes,” he told me acidly. “I wish it were funnier.”The joke is also probably on his critics. He has, like Mr. Trump, appeared simply to benefit from the attention. When his campaign asked the fairly narrow slice of Democratic primary voters who get their news from Twitter how they would characterize what they were seeing about the candidate, 79 percent said it was positive.While Mr. Yang isn’t new to the city, he’s new to its civic life. He has never even voted in a mayoral election. The provocative heart of his presidential campaign, a promise to palliate dystopian, robot-driven social collapse by handing out $1,000 a month to a displaced citizenry, doesn’t make sense in city budgeting, and so he replaced it with a program of cash supplements targeted, more traditionally, at the poor. It’s unclear how many people still think he’s the free-money candidate.His campaign’s top staffers work for a consulting firm headed by Bradley Tusk, a former aide to Mayor Bloomberg and the disgraced former Illinois governor Rod Blagojevich. Mr. Tusk, who also advised Uber, has steered Mr. Yang toward a broad-strokes, pro-business centrism and kept him out of the other candidates’ competition for the left wing of the primary electorate.Mr. Tusk told me in an unguarded moment in March that Mr. Yang’s great advantage was that he came to local politics as an “empty vessel,” free of fixed views on city policy or set alliances. When I asked the candidate what he made of that remark, Mr. Yang took no offense. “A lot of New Yorkers are excited about someone who will come in and just try to figure out, like what the best approach to a particular problem is, like free of a series of obligations to existing special interests,” he said.Will that be enough for voters? The one group especially hostile to Mr. Yang is the city’s liberal political establishment, whose admirable civic devotion is matched only by their preference for familiar faces, and who find it particularly annoying that Mr. Yang hasn’t bothered voting in local elections. The most consequential voice of that group is this newspaper’s editorial board, which is trying to live down its own 2020 debacle, when it squandered its power in Democratic primary politics by endorsing two rival candidates, Amy Klobuchar and Elizabeth Warren, at the same time. (Kathleen Kingsbury, the paper’s opinion editor, said she did not view that decision as a mistake, and wouldn’t say whether The Times would be endorsing more than one candidate this time around.)Nobody expects Mr. Yang to win that endorsement, which his foes hope will solidify Democrats around a “stop Yang” alternative.Mr. Yang with Representative Ritchie Torres, who has endorsed him.James Estrin/The New York TimesBut Mr. Yang’s surprising popularity may also reflect how the city’s establishment left, and its echo chamber on Twitter, are pulling the campaign away from the concerns of some voters, leaving Mr. Yang as the sole candidate speaking to them. New York, it should be noted, is a city where Democratic voters put coming back from Covid-19 as their top issue, and they consistently say they’re more worried about crime than racial injustice. And while other candidates are offering dour competence as an answer to Mayor de Blasio’s perceived inattention, Mr. Yang is offering joyful enthusiasm.Mr. Yang’s sunny optimism is authentically appealing. Who wouldn’t vote for his vibe? But it can also sometimes feel a little … empty. When I asked him if he had a plan for saving the city’s ailing media, he gamely offered that he supports federal legislation to help the news industry and said he would see whether he could use the city’s own resources to help out. “We even have a printing press, apparently. So I don’t know if anyone needs a printing press?” he said. I’m not sure if he was joking.And Mr. Yang is a man of the internet, not a big consumer of print, he said. He once had a vision of himself, he recalled, as the sort of classic cultured West Sider, who subscribed to the Sunday New York Times. He imagined spreading it out with coffee after a trip to the gym to luxuriate in all its sections, and even did that a few times. But as his New York life got busy, he found, to the degree he picked up a paper at all, it was the The Post’s sports section and, in particular, the old print edition of The Onion. More

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    Elizabeth Warren Grapples With Presidential Loss in New Book

    In “Persist,” the Massachusetts senator delves into gender issues and her own shortcomings after her failed bid for the Democratic nomination.The question came at a campaign cattle call in April 2019, just a few months after Elizabeth Warren announced her presidential bid: How would she address “the urge to flee to the safety of a white male candidate?”After a question-and-answer session spent presenting her plans to address maternal mortality, criminal justice, housing, redlining and tribal sovereignty, that remark came as “a big bucket of cold water,” Ms. Warren, the Massachusetts senator, writes in a new memoir about her failed campaign.“We all knew the fear she was talking about,” she writes. “Could we — should we — support a woman?”Her book, “Persist,” addresses Ms. Warren’s effort to grapple with that question. Obtained by The New York Times before its release next week, it offers a peek into Ms. Warren’s personal view of her loss — a defeat she largely blames on a failure to explain how she would pay for her health care plan, the established following of Senator Bernie Sanders, the name recognition of Joseph R. Biden Jr. — and her own shortcomings.“There’s always another possibility, a much more painful one,” she writes. “In this moment, against this president, in this field of candidates, maybe I just wasn’t good enough to reassure the voters, to bring along the doubters, to embolden the hopeful.”Ms. Warren is determined not to wallow in her defeat, focusing most of the book on her policy prescriptions, some of which have been adopted by the new Biden administration. She offers reflections on the racial justice protests that roiled the country after the primary, devoting a significant portion of a chapter on race to her decision to identify as Native American earlier in her career — a “bad mistake,” she says. And she writes a moving tribute to her oldest brother, Don Reed Herring, attributing his death from the coronavirus last year to a failure of government.“This book is not a campaign memoir,” she writes. “It is not a rehash of big public events. It’s a book about the fight that lies ahead.”Yet, frank discussion of her gender — and the obstacles it poses — runs throughout the 304-page book. Though she never attributes sexism directly for her loss, she provides plenty of evidence that it remained a serious factor in the race. Stories of discrimination against women run throughout her book, as she recounts the struggles of her own career trajectory and offers prescriptions for changes like paid leave and affordable child care.Again and again, Ms. Warren suggests that Democratic voters were wary of nominating a second woman, fearing another defeat to Donald J. Trump. She “had to run against the shadows of Martha and Hillary,” she writes, a reference to Martha Coakley, who lost two statewide campaigns in Massachusetts, and Hillary Clinton.While Ms. Warren expected to face some sexism, she details in the book, her plan was simply to outwork those expectations with a strong team, vibrant grass roots organizing and plenty of policy plans.“I would do more,” she says. “I would fill up every space with ideas and energy and optimism. I would hope that my being a woman wouldn’t matter so much.”That idea collided with the reality of the contest fairly quickly. When calling donors early in her campaign, Ms. Warren was taken aback by the number of times potential supporters mentioned Mrs. Clinton’s defeat.Publisher: Metropolitan Books“I wondered whether anyone said to Bernie Sanders when he asked for their support, ‘Gore lost, so how can you win?’ I wondered whether anyone said to Joe Biden, ‘Kerry lost, so clearly America just isn’t ready for a man to be president,’” she recounts thinking as she lay in bed after her first day spent raising money for her presidential bid. “I tried to laugh, but the joke didn’t seem very funny.”After being passed over as vice president and Treasury secretary, Ms. Warren has kept a lower-profile in recent months, preferring to exert her influence through private conversations with the White House. Her top aides have been tapped for powerful posts throughout the administration and Democratic National Committee.She offers praise for Mr. Biden — “a good leader and fundamentally decent man” — and most of her former rivals throughout the book. A dust-up with Mr. Sanders — “fearless and determined” — over whether he told her in a private 2018 meeting that a woman could not defeat Mr. Trump is largely ignored.But one former opponent gets far more withering treatment. Ms. Warren spends several pages detailing her determination to take down Michael R. Bloomberg, the former New York City mayor, in a February 2020 debate, saying she believed his decision to spend nearly a billion dollars of his personal fortune to skip the early primaries “undermined our democracy” by essentially handing the nomination to the richest man.Ms. Warren describes herself as “stunned” when Mr. Bloomberg ignored her early attacks: “Like so many women in so many settings, I found myself wondering if he had even heard me,” she writes.Her debate performance was largely credited with ending Mr. Bloomberg’s bid. But Ms. Warren can’t resist mentioning an “an unexpected kick” in response to her attacks — a comment that she was too “mean and angry.”“And there it was, the same damn remark made about every woman who ever stood up for herself and threw a punch,” she writes. “Repeat after me: fighting hard is ‘not a good look.’” More

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    Ray McGuire Has It All. He Still Wants to Be NYC Mayor

    #masthead-section-label, #masthead-bar-one { display: none }N.Y.C. Mayoral RaceWho’s Running?11 Candidates’ N.Y.C. MomentsA Look at the Race5 Takeaways From the DebateAdvertisementContinue reading the main storySupported byContinue reading the main storyThe Upper Crust Has Its Candidate. Don’t Call Him ‘the Black Bloomberg.’Raymond McGuire has lived a grand New York life, conquering Wall Street and kibitzing with Steve Martin. But in his campaign for mayor, he is eager to reach beyond his wealthy supporters.Raymond J. McGuire at his home in Manhattan.Credit…Todd Heisler/The New York TimesThe New York City mayoral race is one of the most consequential political contests in a generation, with immense challenges awaiting the winner. This is the first in a series of profiles of the major candidates.Feb. 10, 2021At last, Raymond J. McGuire was among friends.“I see my crew from Citi!” he called out to his Zoom gathering, midway through a virtual fund-raiser for his mayoral campaign, its grid of video feeds looking like a chapter meeting of the 1 percent: grand libraries and fire-warmed living rooms, Steve Martin in a smart white button-down, a Tisch, a Seinfeld, a Knick.“I see my crew from Citi!”Mr. McGuire sounded almost giddy to be in such company. It had been an uneven couple of weeks for his candidacy, driven by an audacious if unproven idea: that the times demand a trailblazing Black businessman with nearly 40 years of experience on Wall Street and none in government, pledging to deploy his prolific contact list in service of his city.While Mr. McGuire, 64, had raised more than $5 million in the three months since announcing his run, propelling him to the race’s upper tier, he also often looked the part of a first-time campaigner.Opponents chafed at his repurposing the tagline of Shirley Chisholm (“unbought and unbossed!”), observing that the former congresswoman declared such independence because she lacked ruling-class connections, not because she had too much money to care. Reporters started asking about Mr. McGuire’s past business ties to the Koch brothers and to the government of Saudi Arabia while at Citigroup. And when pressed in public forums, Mr. McGuire occasionally wobbled, defaulting to the slight pique and projected self-assurance (“Let’s go! I’m good!”) of someone not used to being challenged.Mr. McGuire is trying to create a coalition that includes affluent Manhattanites and lower-income residents of the other boroughs. Credit…Todd Heisler/The New York TimesBut the fund-raiser, at least, was a safe space — for Mr. McGuire, yes, but also for a most devoted constituency: masters of the universe who feel like pariahs in the New York City of Mayor Bill de Blasio.Mr. de Blasio is the first mayor in at least a generation who has not been openly solicitous of the city’s business elite, which was uniquely spoiled by 12 years with one of its own, Michael R. Bloomberg, at the controls. In Mr. McGuire’s bid, New York’s upper crust sees a prospective return to the civic influence and unquestioned relevance they long assumed. It just so happens that they are projecting these visions onto a man who rejects comparisons to Mr. Bloomberg as reductive and racially ignorant, no matter how many admirers call him “the Black Bloomberg” out of earshot.Both Mr. McGuire and his most powerful supporters recognize that the path to City Hall runs through neighborhoods far from his duplex in the famed San Remo building on Central Park West. And so his team is working to stitch together an unusual Democratic coalition, crafting appeals to affluent Manhattanites — aggrieved by Mr. de Blasio’s snubs — and to lower-income, predominantly nonwhite voters in the other boroughs.The cold math of off-year elections with an unwieldy, divided field makes this theory of the case more than plausible: The winner of the primary might need to persuade perhaps a few hundred thousand people — if that — a total slightly greater than the population of the Upper West Side.For now, that is the slice of the city that probably knows Mr. McGuire best. Presiding over his fund-raiser from his home office, surrounded by leatherbound volumes of Shakespeare and Faulkner and an exhaustive collection of African and African-American art, Mr. McGuire gazed upon the pixelated faces of success.In one virtual window, the academic Henry Louis Gates Jr. sipped a drink while muted. In another, Jessica Seinfeld, the cookbook author and wife of Jerry Seinfeld, sporadically replaced her video feed with an away-screen headshot of her regal-looking cat, Javier.At one point, a businesswoman spoke up to assure Mr. McGuire that her husband, a financial news anchor, covertly supported the cause but was not attending “because of journalism.”Others waited for Mr. McGuire to address them directly:“Bewkes! My man!” (That would be Jeff Bewkes, the former chief executive of Time Warner.)“Charles Oakley in the house!” (The retired Knicks great nodded from his rectangle.)“Peter Malkin in the house!” (Mr. Malkin’s Zoom window was blank. His portfolio is not: The Malkin family controls the Empire State Building.)This is the Mr. McGuire, loose but in command, whom friends hope the city will come to see: the world-straddling overachiever from Dayton, Ohio, studying his way out of trying financial circumstances in his youth; the savvy dealmaker who rose to vice chairman at Citi, after stints at Morgan Stanley and Merrill Lynch; the man who would be mayor, if only the city would start listening to its highest earners again.“He’s very popular,” said William J. Bratton, the former police commissioner and veteran Manhattan schmoozer. “Even watching him at the Harvard Club, it took him a while to get to his seat, saying hello to people.”Mr. McGuire is “very popular,” said William J. Bratton, the former police commissioner. Credit…Todd Heisler/The New York TimesWhile Mr. McGuire wears his high status openly, never known to lean on the faux modest “school in Cambridge” construction like some classmates, he has resisted analogies to Mr. Bloomberg, for reasons difficult to refute: Mr. Bloomberg did not grow up Black and scraping, across from paper mills so pungent that a blast from an open refrigerator door was sometimes the surest way to find fresh air. Mr. Bloomberg was never mistaken for the security guard or the bathroom attendant as he climbed. Mr. Bloomberg does not know what it means to be profiled still, no matter his assets, when he steps out from the comforts of his tony address.It happened again just a few months ago, Mr. McGuire recalled: He joined a driver, also Black, in a waiting car, set to ferry him to a film shoot for his introductory campaign video, which was narrated by Spike Lee. Within a few blocks, police sirens howled.“Driving while Black,” Mr. McGuire said in an interview. “There are occurrences like this that help shape how you think about the world, right?”Yet in a signal of the disparate support bases that the campaign plans to court, Mr. McGuire declined twice to answer whether Mr. Bloomberg had been a good mayor. (A campaign spokeswoman, Lupe Todd-Medina, said Mr. McGuire “does not recall” ever voting for Mr. Bloomberg but remembers supporting his Democratic opponent, William C. Thompson Jr., in 2009.)Mr. McGuire noted the damage that stop-and-frisk policing had inflicted upon nonwhite New Yorkers under Mr. Bloomberg but added that the former mayor had “managed the city the right way.” Mr. Bloomberg himself has stayed out of the race publicly but is said to have a fondness for Shaun Donovan, his former housing commissioner.In some ways, Mr. McGuire seems to be moving against some of the city’s prevailing Democratic winds. He is a supercapitalist without apology, betting on the sort of center-leftism that ascendant progressives like Representative Alexandria Ocasio-Cortez shun.Mr. McGuire has sought to position himself as the jobs-focused candidate, a budget-minded realist who laments inequality but questions some left-wing proposals for shrinking it, like a universal basic income program. He has called for wage subsidies at small businesses and a yearlong post-Covid “comeback festival” to boost tourism and nightlife, emphasizing the need for federal aid and speaking mostly euphemistically so far about any politically painful crisis remedies.Possible cuts? Mr. McGuire says he would “review inefficiencies and spending levels.”Tax hikes? He says leaders must “consider tax increases on those who can afford it,” as he can, and is quick to label himself a progressive despite any suggestion to the contrary.“My definition,” he said, “is I have a life of progressing through the system as a Black person in a 99.9 percent majority world.”Making his case on the mostly virtual campaign trail, Mr. McGuire describes his considerable means with a blunt accounting that can bear little resemblance to typical political messaging.Absent governing credentials, he has argued that his philanthropy should count for something.“Health care, long before Covid, I helped fix it — not too far away, at the nurses’ station, emergency room, NewYork-Presbyterian Hospital, 168th Street,” he said in Harlem last month. “You go there, look above that nurses’ station and see whose name is there.”Questioned by activists at a recent forum about his commitment to social justice, Mr. McGuire said he had given money to the mother of a 1-year-old named Davell Gardner Jr. who was shot and killed in Brooklyn last summer.“Who put furniture in that apartment?” Mr. McGuire demanded. “Who furnished it?”The Rev. Al Sharpton, whose National Action Network has benefited from Mr. McGuire’s largess, said the candidate’s focus on his own wealth — and how he has used it — had a way of connecting with Black voters.“There’s something that resonates, particularly in our community,” Mr. Sharpton said, “when you are who you are.”Mr. McGuire’s commitment to candor is not absolute. He declined to discuss his wealth in detail or ballpark his starting salary in finance, characterizing it as “enough” and stressing that he grasps the realities of poverty because of his own humble origins.For his more senior posts, like helping to lead Citigroup’s corporate and investment banking, those familiar with the industry said annual pay for managers in equivalent positions could generally range from the high single-digit millions to the teens.Mr. McGuire’s most sustained relationship to the city’s civic life has come through the arts, with board or executive committee roles at the Whitney Museum of American Art and Lincoln Center, among other institutions.Mr. McGuire’s home on Central Park West features museum-quality art works.  Credit…Todd Heisler/The New York TimesMr. McGuire’s book collection in his home in Manhattan. Credit…Todd Heisler/The New York TimesHe is an avid art collector whose pieces include a Kuba cup.Credit…Todd Heisler/The New York TimesHis apartment has doubled as a museum unto itself through the years, shared with his wife, Crystal, an author and filmmaker; their two children from her prior marriage: Cole, 20, now a guard for the N.B.A.’s Orlando Magic, and Ella, 18; and the couple’s 8-year-old son, Leo.The space’s front rooms greet guests with masterworks by Henry Ossawa Tanner, a renowned African-American painter; a sculpture by Elizabeth Catlett, an African-American and Mexican artist, of a reclining woman poised across a marble table; and an array of ancient African masks and other objects dating to 300 B.C.“Kuba cup, man,” Mr. McGuire said, giving a tour recently, approaching a treasured piece. “That’s the cup of kings.”Then there are the books of kings: the Bard (“you see the Shakespeare collection?”), the Romantics (“these are my guys here, Keats and Shelley!”), a memoir by Susan Rice (“good friend”).Mr. McGuire, schooled in English literature, refers to his academic history as “the 4H club”: the Hotchkiss School in Connecticut; then three degrees from Harvard, for undergraduate, business and law.David Paterson, the former New York governor who has known Mr. McGuire since the 1970s, marveled at the social circle his friend had built from Manhattan to Bridgehampton, N.Y., where the McGuires also own a home.“I’ve run for a few things,” Mr. Paterson said. “Spike Lee never made a video for my campaign.”Taking stock of his feats and contacts, Mr. McGuire can often sound enthralled by his own arc, wondering aloud if Hollywood could dream up anything quite so unlikely.“Even with your big brain, you can’t imagine anything like that — you can’t imagine writing anything like that,” he said of his path. “Who else has got anything like that? Who else?”During a recent afternoon at his home, Mr. McGuire handed over four stapled pages of accomplishments that included board leadership roles at Hotchkiss and the San Remo Tenants Corporation. (Residents over the years have included Dustin Hoffman, Diane Keaton and Mary Tyler Moore; Madonna was once rejected by the co-op board.)He pulled out a book of art that featured “Springtime in Washington” by Alma Thomas, before revealing the work on the wall of his dining room: “You may see some similarities between this and that.”Later, word came that the author Malcolm Gladwell had praised his candidacy during a talk, a surprise to the campaign. Mr. McGuire was asked if they knew each other.“Malcolm?” he said, eyes flickering in semi-offense. Of course he knew him. He knows everyone.Mr. McGuire talks with Marta Castro, a resident of the Melrose Houses, during a visit to the South Bronx.Credit…Todd Heisler/The New York TimesAnd where he does not, Mr. McGuire is moving to catch up, convening with current and former officials in a crash course to find his municipal bearings.Several people who spoke to Mr. McGuire as he considered a run this past year described him as a conspicuous novice in city policy and politics. He said he had filled stacks of notebooks beside his desk in the interim, with a particular focus on New York’s turbulent 1970s.“Talked to Dick Ravitch,” Mr. McGuire volunteered, citing the former New York lieutenant governor with deep experience weathering fiscal calamity in government.In an interview, Mr. Ravitch called the candidate a “fast learner” with a skill set to meet the moment. He added some caveats.“He doesn’t know a thing about the city government,” Mr. Ravitch said, preceding “thing” with an expletive, before adding: “Do I think Ray would be the best of the candidates? Yes.”Gale Brewer, the Manhattan borough president and another government long-timer with whom Mr. McGuire has spoken, said diplomatically that there was only so much she could convey in a phone call.“It’s a hard city,” she said.Mr. McGuire has said that voters should prize executive experience over government résumés. On this score, some former colleagues at Citi report mixed returns. In interviews, they appraised Mr. McGuire as an approachable leader and willing mentor, particularly to younger Black talent, but also as an image-conscious manager who could struggle with indecision if a looming choice seemed destined to upset someone.Allies have framed such qualities as an instinct for defusing conflict, noting that the candidate even tried to play peacemaker between Mr. de Blasio and his wealthy antagonists: In 2015, Mr. McGuire hosted a reception for the mayor and his wife, Chirlane McCray, hoping they might grow closer to assorted business titans. (It didn’t take.)Some competitors have moved quickly to attach the political stench of banking to Mr. McGuire, whose rivals include Eric Adams, the Brooklyn borough president; Scott M. Stringer, the city comptroller; and Andrew Yang, the former presidential candidate.Operatives for other campaigns have focused especially on Mr. McGuire’s business dealings with figures unpalatable to Democrats, like the Koch brothers.Friends say that this, too, speaks well of him.“We are investment bankers!” said William M. Lewis Jr., a co-chairman of investment banking at Lazard who has known Mr. McGuire since their time at Harvard. “We get paid a lot of money to help bridge differences. People should view it as a compliment that somebody, who is as different at their core as Ray, would look to Ray to try to help them get something done.”Mr. McGuire, who has no background in city government, visited the South Bronx with a City Council member, Rafael Salamanca.Credit…Todd Heisler/The New York TimesFor those eager to hasten the cleanest break from the de Blasio era, the attraction to Mr. McGuire often seems as much about attention as ideology — about being seen, and heard, and seen being heard.Mr. McGuire has been adamant that personal relationships would confer no special treatment at his City Hall. In fact, he has turned the implication on its head, accusing the current mayor of operating an “exclusive government, not an inclusive government.”And don’t the successful care about the city, too?“Let’s face it: Anybody that lives above 57th Street doesn’t feel that Mayor de Blasio has been attentive,” Mr. Bratton said. “The next person in, they want to be able to have access.”

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