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At times it feels like Donald Trump has always been with us. Nearly four decades of coverage have made him a ubiquitous presence in the gossip pages and on magazine covers. With journalists understandably focused on the daily deluge of news from the Trump White House, we thought it might be helpful to put together a list of readings that provide windows into the life and times of the man in the Oval Office.
Unsurprisingly, given his testy relationship with the press, the profiles and investigative pieces on the list range from skeptical to outright hostile. But despite being burned time and again, Trump seems addicted to the limelight that comes with attention from the media. From Wayne Barrettâs early investigations into a little-known, Queens-born developer to Maggie Habermanâs look at Trumpâs life in the White House, the president has welcomed journalists into his life in ways few politicians ever have.
The profiles reveal an enduring interest in politicsâby the late 1980s, Trump was floating the idea of running for presidentâand a fixation on a few issues, namely trade and crime, that would later become centerpieces of his campaign. With up to 204 weeks left in his term, you should have plenty of time to get through the 22 readings listed below. So pop open a browser tab or head to your local book store. Here is CJRâs recommended reading on Donald Trump:
BOOKS:
Trump: The Greatest Show on Earth: The Deals, The Downfall, The Reinvention by Wayne Barrett
In 1978, the legendary investigative reporter Barrett first began covering âa 32-year-old, little known developer who had yet to build his first project.â Barrettâs cover story for The Village Voice launched an obsession that cast him as the dean of Trump-watchers until his death on January 19, one day before his long-time subject was sworn in as the nationâs 45th president. Originally published in 1992 as Trump: The Deals and the Downfall, the book was updated and reissued in August 2016.
The Making of Donald Trump by David Cay Johnston
Johnston, a Pulitzer Prize winning investigative journalist, first met Trump in Atlantic City during the summer of 1988. He described the future president as âa modern P.T. Barnum,â and, over the course of nearly three decades, chronicled Trumpâs business dealings and personal proclivities for The Philadelphia Inquirer and The New York Times. Also published in August 2016, The Making of Donald Trump offers a scathing look at the presidentâs âlifelong entanglements with a major cocaine trafficker, with mobsters and many mob associates, with con artists and swindlers.â
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The Trumps: Three Generations of Builders and a President by Gwenda Blair
Author and journalist Gwenda Blair traces the history of Trumpâs forebears, from grandfather Friedrich Drumpfâs immigration from Germany, to father Fredâs creation of a real estate empire, to The Donaldâs romantic entanglements and financial rises and falls. First published in 2000, Blair has added a new preface attempting to tie the characteristics she observed in Trump in the 20th century to the unexpected political success heâs achieved over the past 20 months.
Trump: The Art of the Deal by Donald J. Trump and Tony Schwartz
Trumpâs 1987 best-seller combines standard autobiography with business advice. On the campaign trail, he called it his second-favorite book (after the Bible). Credited co-author Tony Schwartz emerged as a fierce critic of Trump the candidate, and claimed that Trump did no writing at all on the project. Itâs in this book that Trump coined the phrase âtruthful hyperbole,â which he defines as âan innocent form of exaggerationâand a very effective form of promotion.â
RELATED:Â Donald and Melania Trumpâs relationship through a lens
MAGAZINE AND NEWSPAPER FEATURES:
The Expanding Empire of Donald Trump by William Geist, The New York Times Magazine, April 8, 1984
âDonald J. Trump is the man of the hour,â writes Geist in this profile that follows Trump from architectural meetings to hotel ballrooms, where he is hailed by the likes of late Yankees owner George Steinbrenner and then-NYC Mayor Ed Koch. âSpending a day with Donald Trump is like driving a Ferrari without the windshield,â Geist says. âIt’s exhilarating; he gets a few bugs in his teeth.â
Donald Trump Gets What He Wants by Graydon Carter, GQ, May 1, 1984
The seeds of future battles are planted throughout the first story that Graydon Carter wrote on Trump. âHands small and neatly groomed;â âstriver from an outer borough;â âa half-block-long Cadillac stretch limo with âDJTâ vanity plates.â Many of the insults that would come to mark Carterâs running feud with Trumpânow the stuff of New York media legendâappear, in veiled form, in this article.
The last time Trump got this much attention, it was 1987 and he was on the cover of Newsweek http://t.co/g6ngkJwrTB pic.twitter.com/PjCRIDYcUH
— Newsweek (@Newsweek) July 30, 2015
Citizen Trump by Bill Powell and Peter McKillop, Newsweek, September 28, 1987
âDonald John Trumpâreal-estate developer, casino operator, corporate raider and perhaps future politicianâis a symbol of an era,â Powell and McKillop write. âFor better or worse, in the 1980s it is OK to be fiercely ambitious, staggeringly rich and utterly at ease in bragging about it.â The Newsweek cover story catches Trump near the height of his 1980s celebrity status, riding in helicopters with boxing promoter Don King, taking out full-page ads criticizing US foreign policy, and feuding publicly with Mayor Koch.
Playboy Interview: Donald Trump by Glenn Plaskin, Playboy, March 1990
In perhaps the most revealing interview heâs ever given, Playboy finds Trump just before his fall, âyoung, blond and a billionaire.â After nodding to rumors that Trump will buy Tiffanyâs, NBC, the New York Daily News or the Waldorf Hotel, Plaskin writes (jokingly), âAnd the Presidency? No, that takes an election, and it is clear that Trump is not that patient. Too much to do!â As for the interview itself, hereâs an answer that wouldnât look out of place on the campaign trail 26 years later: âI hate seeing this country go to hell. Weâre laughed at by the rest of the world. In order to bring law and order back into our cities, we need the death penalty and authority given back to the police.â
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Trump: The Fall by Newsweek Staff, Newsweek, June 17, 1990
âFor a high-rolling decade, Donald Trump was the King of Glitz…Like a modern-day Gatsby, he lived as lavishly as he spent,â Newsweek reporters write in this profile of Trumpâs financial downfall. The piece catches Trump in the midst of his attempts to negotiate his reported $3.2 billion debt load, all while his marriage to first wife Ivana was falling apart. Even if he succeeded in holding onto his empire, they wrote, âthe Trump âmystiqueâ may never recover.â
Trump Solo by Mark Singer, New Yorker, May 19, 1997
Singer visited Trump as the real estate mogulâs second marriage was dissolving, but whose financial comeback was already underway. He found a man defiant and boastful, happy to engage in the sort of âtruthful hyperboleâ (or, in some cases, outright fantasy) that Trump had described in Art of the Deal. Towards the end of the article, Singer judges Trump as having âaspired to and achieved the ultimate luxury, an existence unmolested by the rumbling of a soul.â
The Art of the Donald: The Trumpster Stages the Comeback of a Lifetime by Mark Bowden, Playboy, May 1997
Bowden finds Trump in the midst of his comeback, but brings readers to that redemption only after explaining how it all went wrong in the early 1990s. By the time of the article, âDonald has discovered what all celebrities eventually find. If youâre doing well, thereâs nothing written about you that can hurt you. And if youâre doing poorly, thereâs nothing written about you that can help.â
Donald Trump: How Iâd Run the Country (Better) as told to Cal Fussman, Esquire, August 2004
Back in the public eye as host of The Apprentice, Trump got an Esquire cover story. Though the Iraq war began more than a year before this interview ran, Trump has often pointed to it as evidence that he had been against the war from the start. âMy life is seeing everything in terms of âHow would I handle that?ââ Trump told Fussman. âLook at the war in Iraq and the mess that weâre in. I would never have handled it that way.â
36 Hours on the Fake Campaign Trail with Donald Trump by McKay Coppins, BuzzFeed, February 13, 2014
Three years ago, McKay Coppins spent a couple days riding in chauffeured SUVs, on a private flight, and sleeping at Mar-a-Lago as Trump toyed with the idea of running for governor of New York. Coppins, who Trump would later call âa dishonest slobâ and a âslimebag reporter,â got the sort of access journalists today can only dream of. In hindsight, his conclusions read like a dare: âTrump very badly wants to be taken seriously as a potential political candidate and not be written off as a man-boy who cried wolf. But, at the same time, he plainly has no interest in actually running for office.â
https://twitter.com/jimwaterson/status/435150279822950401
Donald Trump and the Central Park Five by Amy Davidson, New Yorker, June 23, 2014
In one of the darkest moments of Trumpâs early forays into politics, he took out a full-page ad in The New York Daily News calling for the state to bring back the death penalty for the teenagers known as the Central Park Five. The boys were convicted after providing coerced confessions, and were finally exonerated in 2002 when DNA evidence proved that another man had been responsible for the attack and rape at the center of the case. That wasnât enough for Trump, who called the cityâs 2014 settlement with the Central Park Five âa disgrace.â
Trumpâs War on âLosersâ: The Early Years by Bruce Feirstein, Vanity Fair, August 12, 2015
In the late 1980s and early 1990s, Spy magazine delighted in sticking pins in the ballooning image of Donald Trump. Editors Graydon Carter and Kurt Andersen coined the moniker âshort-fingered vulgarian,â which reappeared on the campaign trail in memorable fashion. Feirstein, a contributing editor at Spy, remembers, âwe fact-checked his books and his finances (with predictable results), trolled him by sending miniscule checksâas low as 13 centsâto see if heâd cash them (he did), and wrote up his all-but-forgotten business debacles…And yet, none of it stuck.â
Donald Trump Is Not Going Anywhere by Mark Leibovich, The New York Times Magazine, September 29, 2015
ââIâve had much more than 15 minutes of fame, thatâs for sure,ââ Trump tells Leibovich in this profile, written in the early fall of 2015, as Trump stubbornly held to his lead in the crowded Republican primary field. In one revealing passage, Leibovitch writes: âI asked whether he had ever experienced self-doubt. The question seemed to catch Trump off guard, and he flashed a split second of, if not vulnerability, maybe nonÂswagger. âYes, I think more than people would think,â he told me. When? âI donât want to talk about it.ââ
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Trumpology: A Master Class, Politico Magazine, May/June 2016
Susan Glaser and Michael Kruse brought together five Trump biographers for a roundtable discussion of precious source material for those eager to explain Trumpâs surge toward the GOP nomination. Itâs vital reading for those interested in background on the man who would be president. Politico reconvened the panel several times, most recently in the days before Trumpâs inauguration.
Donald Trumpâs Ghostwriter Tells All by Jane Mayer, New Yorker, July 25, 2016
In the mid-1980s journalist Tony Schwartz spent 18 months with Donald Trump, getting to know the man and his ideas in order to ghostwrite what would become the international best-selling Art of the Deal. After Trump announced his candidacy and emerged as a front-runner, Schwartz emerged as a fierce critic of his former subject, telling Mayer, âI genuinely believe that if Trump wins and gets the nuclear codes there is an excellent possibility it will lead to the end of civilization.â
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The Choice 2016, Frontline, September 27, 2016
Frontlineâs excellent look at the shaping of candidates Trump and Clinton examines the experiences that brought each of them to the verge of the White House. The documentary looks at Trumpâs difficult, if privileged, childhood, meteoric rise to the heights of New York celebrity, and flirtations with running for office. It theorizes that, ultimately, Trump was spurred on by an uncomfortable evening at the White House Correspondents Association dinner.
Trump boasts about his philanthropy. But his giving falls short of his words. By David Fahrenthold, The Washington Post, October 29, 2016
David Fahrenthold and his trusty notepad were the media darlings of the 2016 campaign. Starting with a simple question about whether Trump had actually donated the money he promised to veteransâ groups, Fahrenthold embarked on a reportorial odyssey in search of evidence of Trumpâs giving. In this piece, published just before the election, he explains his process and his findings regarding the âardent philanthropist.â
Donald Trump: The Ugly American by Graydon Carter, Vanity Fair, November 2016
No one does imperious disdain quite like Carter. The Vanity Fair editor traces his relationship with the man who was days away from being elected president from their first meeting in 1983 through encounters at the White House Correspondents Association dinner to the insult that appears on the menus of Carterâs Greenwich Village restaurant (âWaverly Innâworst food in city.â)
https://twitter.com/SopanDeb/status/783354489960923136
A Homebody Finds the Ultimate Home Office by Maggie Haberman, The New York Times, January 25, 2017
Cable television, Layâs potato chips, and âbeautiful phones.â These are a few of the things Donald Trump enjoyed during his first week in the White House. Despite an oft-repeated aversion to the âfailingâ New York Times, Trump got on the phone with Maggie Haberman to discuss his adjustments to the new digs.
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