Donald Trumps Lifelong Obsession with Comebacks – POLITICO
American Comeback, the Trump campaign titled a new ad out this week. THIS NOVEMBER, the ad proclaimed, making clear the comeback he is referring to is not just the countrys struggle with the coronavirus pandemic but the restoration of his own political fortune, THE GREATEST COMEBACK STORY IS WRITTEN.
That Trumpin the throes of the worst public health crisis in more than a century and the most devastating economic downturn since the Great Depressionis writing rosy history long before it has actually happened might seem audacious. It borders on the fanciful when considering the slew of numbersthe steadily mounting death toll, near-record unemployment and a majority of Americans dissatisfied with his handling of the crisisthat sketch a future trending in the opposite direction. But this is a page from a playbook Trump has used many times before.
At key points in Trumps long and public lifefrom his nadir in the 1990s to The Apprentice more than a decade later to his embattled campaign a decade after that and finally to his tumultuous presidencyTrump has used the idea of the comeback as a critical weapon in his arsenal of self-invention. A believer in a binary worldview that was a core teaching of his flinty fatherthere are winners and losers, and he always must be the former, not the latterTrump has used comeback as a fortifying piece of rhetoric that masks periods of failure, delaying a reckoning until theres something to brag about. Others might wait for actual evidence that a comeback has occurred, but Trump repeatedly has advertised his comebacks months and even years in advance. He has used it to bend in his favor unflattering media narrativesto tweak perception, to alter realityto conjure power, positivity and a sense of propulsion, especially at junctures when hes running low on all three.
The world that he lives in and projects, there are just two roles in it, Trump biographer Gwenda Blair told me. Youre a winner or a loser. And if theres a moment that youre not quite a winner, youre almost a winner. Youre practically a winner. Its a cloak that contains winning as a part of it.
Its his way of saying, I had a setback, and now Im coming backbut he never says he had a setback, former Trump publicist Alan Marcus told me.
He also uses it as a starting off point to build momentum, added Marcus, who worked for Trump from 1994 to 2000. It was a word that he pushed off on.
Comeback, said Sam Solovey, a contestant on the first season of The Apprentice, who prepped for the show by reading every Trump book and biography, is the placeholder until victory is at hand.
It helped him get to the White House. And now, forced by circumstance to abandon his victory lap messaging of Keep America Great, Trump is reaching for it again as he tries his hardest to stay there.
Its just as critical to 2020 as it was in 2016, if not more so, former Trump aide Jason Miller told me. If hes the outsider, if hes the insurgent, he wins reelection. If hes viewed as the insider, the one whos the power holder in a tumultuous time, then winning becomes much tougher.
My name is Donald Trump, he said in the intro of the first show of the first season of The Apprentice, launching into a quick series of words and pictures associated with success. For Trump, the reality television show on NBC, which debuted in 2004, was a chance to cement his comeback taleand to do it in the way that he wanted, sandwiching what he took to calling his glitch or his blip basically between brackets of unfettered triumph. But it wasnt always easy, he explained. About 13 years ago, I was seriously in trouble. I was billions of dollars in debt. But I fought back. And I won.
In the first half of the 90s, Trump constantly skirted financial ruin, facing for years the possible permanent tarnishing of the image he had cultivated in the 70s and 80s as an infallible deal-doer. Donald was broke, Stephen Bollenbach, the CFO Trumps lenders made him hire, would say. He was worse than broke. He was losing money every day. Even so, Trump talked about his comeback, not when his struggles began to wane but practically from their start.
All Donald knew was that he was still a story, Wayne Barrett wrote in his seminal biography. In the spring of 91, according to Barretts reporting, Trump announced to a consultant that he was determined to return to the cover of Time. He said he would be the comeback of the century.
In 1992, he redoubled his efforts, earning honeyed headlines on the cover of New York magazine and on the front page of the Washington Post. He refused to reflect on the past, skated through the present and relentlessly spun toward the future. Im not going to look back and say it was tough and blame myself, he told the Sunday Times of London. I could be even bigger than ever.
Gossip columnists marveled at Trumps ability to shape the nature of the story. I mean, Linda Stasi of the New York Daily News told the Boston Globe in 1994, its not like hes the president.
Business bigwigs, meanwhile, marveled at it because it wasnt true. I think his recovery is an illusion, a real estate executive who did frequent business with Trump said to the reporter from the Globe. Its like the emperor has no clothes. I guess if you keep repeating it long enough people begin to believe it.
And he did. And they did.
And it worked.
In 1995, not quite five months after Trump successfully started selling stock in his failing casinos in New Jersey and his resurgence was looking legitimately less and less like a mirage, some of New Yorks business and government leaders honored Trump at a luncheon in Manhattan for what they dubbed the comeback of the decade. The lieutenant governor called him the comeback kid. Bill Fugazy, a limo company tycoon and onetime Roy Cohn crony, gave Trump a glass-encased boomerang. You throw it, he said, and it always comes back.
In 1996, in articles about Trump, the Daily News and the New York Times used comeback in headlines. By this time, thanks to the casino deal plus at-long-last development on a plot of land he was involved with on the Upper West Side, those headlines were no longer wrong. I think it says, Trump said, what Ive been doing over the years has been right. (Sound familiar?)
And in 1997, out came The Art of the Comeback, the sequel of sorts to The Art of the Deal. It never occurred to me to give up, to admit defeat, Trump (really Kate Bohner) wrote. He simply skips over the losing part. It is the unspoken chapter in the ongoing narrative, said Solovey, the first-season Apprentice contestant. He left out the Art of Losing.
Hence the intro to the show in 04. That same year, too, on multiple occasions, he made the claim that the Guinness Book of World Records listed him as having made the greatest personal financial comeback of all time. Its true. It did, in 1999 and 2000, a Guinness World Records spokesperson told me, before the Records Management Team decided the concept of a comeback was not standardizable across the globe. To use it the way he wanted to use it, he didnt need it to be.
He kept comeback as a cudgel, of course, when he turned toward politics.
In 2015, a little more than a month before he came down the escalator and officially entered the fray as a presidential contender, he gave a speech to the Republican Party of Sarasota County, Florida. Our country is not going to have a comeback, he said, with any politician.
The rest of 2015 and into 2016, for most of the campaign, he didnt use the word that muchuntil he needed it, in October, when polls pointed to him losing to Hillary Clinton and perhaps by a lot. I know how to make a comeback, he said in a speech October 3 in Loveland, Colorado, referring to his experience in the 90s. I dont even think of it as a comeback, he said that same day in a speech in Pueblo, Colorado. It was just, like, you know, we had tough periods, good periods, tough periods. We just knew that things were going to be just fine.
Americas comeback begins on November 8, he said in a speech in Portsmouth, New Hampshire, on October 15, a week after the uncovering of his lewd comments on the Access Hollywood tape, when many figured his candidacy surely was doomed.
Hes never stopped using the word as president. But it started to tick up at the turn of the year. He was always going to run in 2020 by talking about a comeback.
But he wanted to run on one he was saying had just occurredand that he had engineered. Three years ago, we launched the great American comeback, he said in his State of the Union address the first week of February. Were in the midst of the great American comeback, he said repeatedly that month and into early March.
At that point, though, the dire reality of the coronavirus and its consequences began to become clear. It was no longer a credible pitch. The Trump campaign this year was going to be about KAGKeep America Greatbut now its another round of MAGA. Make America Great Again. Again. Trump not only has not shied away from using the word comeback but has doubled down, simply shifting from trumpeting one to forecasting anotherto trying, as is his wont as a devotee of Norman Vincent Peale, to speak it into existence, never, ever losing, always either winning or on the way.
Theres going to be a comeback very, very quickly, as soon as this is solved, he said in a coronavirus briefing on March 18. And it will be solved. We will win. And there will be a comeback.
Were going to have a very quick comeback, he said on Fox News on March 24.
Well be the comeback kids, he said in the briefing on April 15. All of us. All of us.
He has very few moves, Marcus, the former Trump publicist, told me, and one of those moves is the comeback move.
See the article here:
Donald Trumps Lifelong Obsession with Comebacks - POLITICO
- Donald Trump blames Canada for wildfire smoke but global warming is loading the wildfire dice - The Conversation - July 28th, 2026 [July 28th, 2026]
- Donald Trump is stalling for time in the war with Iran - The Economist - July 28th, 2026 [July 28th, 2026]
- Santa Cruz teen lifeguard who saved boy from massive waves to receive invited to White House, President Donald Trump says - ABC7 Los Angeles - July 28th, 2026 [July 28th, 2026]
- Donald Trump has launched another Red Scare in the US its a favourite tactic of the right - The Conversation - July 28th, 2026 [July 28th, 2026]
- Donald Trump says decision on massive attack against Iran is close - The Guardian - July 24th, 2026 [July 24th, 2026]
- Donald Trump is deeply unpopular. Why aren't Democrats doing better in the race for Congress? - YouGov - July 24th, 2026 [July 24th, 2026]
- Donald Trump has stopped caring about the midterms - Salon.com - July 24th, 2026 [July 24th, 2026]
- Football Daily | Donald Trump gives himself starting role in the bigliest occasion of all - The Guardian - July 18th, 2026 [July 18th, 2026]
- Donald Trump bizarrely tells Gianni Infantino to host next World Cup in the US with China - Yahoo Sports - July 18th, 2026 [July 18th, 2026]
- Opinion | The Odyssey, by Donald Trump - The New York Times - July 18th, 2026 [July 18th, 2026]
- Donald Trump urged to intervene after Bryson DeChambeaus controversial Open penalty - Yahoo Sports - July 18th, 2026 [July 18th, 2026]
- Donald Trump calls for FBI investigation into Michigan election claims; Benson, Nessel push back - ClickOnDetroit | WDIV Local 4 - July 18th, 2026 [July 18th, 2026]
- Homeland Security chief and Donald Trump appear at odds over ICE traffic stop pause - Bangor Daily News - July 16th, 2026 [July 16th, 2026]
- Belgium trolls USA, FIFA, Donald Trump after dominant World Cup win: 'Overturn this' - Yahoo Sports - July 7th, 2026 [July 7th, 2026]
- Donald Trump's 4-word response to Ryder Cup mockery resurfaces after Belgium's World Cup taunt - Yahoo Sports - July 7th, 2026 [July 7th, 2026]
- Belgium mock Donald Trump after knocking USA out of World Cup: Overturn this - Yahoo Sports - July 7th, 2026 [July 7th, 2026]
- 'Overturn this' - Belgium mock US President Donald Trump and FIFA after USA World Cup exit - Sky Sports - July 7th, 2026 [July 7th, 2026]
- Belgium Just Trolled Donald Trump Soooo Hard After Beating The US - Yahoo Sports - July 7th, 2026 [July 7th, 2026]
- Overturn this: Belgian team and fans mock Donald Trump and FIFA - Euronews.com - July 7th, 2026 [July 7th, 2026]
- Donald Trump Pays Tribute To The Village People's Victor Willis - Deadline - July 1st, 2026 [July 1st, 2026]
- Donald Trump Has Officially Lost the Plot - The New Yorker - July 1st, 2026 [July 1st, 2026]
- Donald Trump hijacked Americas 250 and turned it into a theatre of the absurd - The Guardian - July 1st, 2026 [July 1st, 2026]
- President Donald Trump, 80, Obsesses Over Crowd Size as His Fair Empties Out - The Daily Beast - June 26th, 2026 [June 26th, 2026]
- Weekly quiz: Who did Donald Trump anger after saying they begged for a photo with him? - BBC - June 26th, 2026 [June 26th, 2026]
- How Donald Trump has changed the way diplomacy is done - The Conversation - June 22nd, 2026 [June 22nd, 2026]
- Pauline Hanson and Donald Trump both exploit voters fury. But her popularity is rising while his is at a low - The Guardian - June 22nd, 2026 [June 22nd, 2026]
- Donald Trump's approval rating as of today; Trump approval rating now - Yahoo - June 22nd, 2026 [June 22nd, 2026]
- President Donald Trump unveils the new Air Force One, a converted Qatari jet - NBC4 Washington - June 19th, 2026 [June 19th, 2026]
- Donald Trump Hedges His Bet in South Carolina - FITSNews - June 19th, 2026 [June 19th, 2026]
- Donald Trump gambles that Iran wants money more than power - The Economist - June 19th, 2026 [June 19th, 2026]
- "Donald Dump" depicts Trump with sludge oozing out of his mouth - Boing Boing - June 19th, 2026 [June 19th, 2026]
- President Donald Trump Struggles to Clasp Medal of Honor on US Army Veteran for More Than a Minute - Yahoo - June 19th, 2026 [June 19th, 2026]
- California governor Gavin Newsom accuses Donald Trump of directing DoJ to investigate him and his wife as it happened - The Guardian - June 16th, 2026 [June 16th, 2026]
- Donald Trump Says He Made a Peace Deal With Iran. Will It Stick? - Slate Magazine - June 16th, 2026 [June 16th, 2026]
- DW News. . US President Donald Trump says the Strait of Hormuz will be "fully open" by Friday, June 19, when the US prepares to sign a... - June 16th, 2026 [June 16th, 2026]
- As Donald Trump turns 80, he faces a foe he can never defeat: Father Time. Thats a problem for us all - The Guardian - June 14th, 2026 [June 14th, 2026]
- New batch of UFO files released by the Pentagon under Donald Trump administration describe spinning discs and more - ABC7 Chicago - June 14th, 2026 [June 14th, 2026]
- Donald Trump at 80: his life in pictures - The Times - June 14th, 2026 [June 14th, 2026]
- Donald Trump thinks the NFL should be renamed, says soccer should also be called football in the USA - Yahoo Sports - June 14th, 2026 [June 14th, 2026]
- Donald Trump Posts Cringe Throwback Pics in Self-Promo Shocker - The Daily Beast - June 14th, 2026 [June 14th, 2026]
- The Federal Reserve must soon give Donald Trump bad news - The Economist - June 10th, 2026 [June 10th, 2026]
- NBA Finals: President Donald Trump reportedly not expected to attend Game 4, but security zone around MSG will remain in place - Yahoo Sports - June 10th, 2026 [June 10th, 2026]
- What Donald Trump Will Never Understand About Fighting - The Atlantic - June 10th, 2026 [June 10th, 2026]
- Donald Trump, James Dolan tried to ruin NBA Finals vibe. The Knicks loss killed it - The New York Times - June 10th, 2026 [June 10th, 2026]
- A record 63% of Americans disapprove of how Donald Trump is handling the economy - YouGov - June 10th, 2026 [June 10th, 2026]
- MSG security tightened ahead of President Donald Trump's trip - ESPN - June 10th, 2026 [June 10th, 2026]
- Read the transcript: President Donald Trump interviewed by NBC News Meet the Press moderator Kristen Welker - NBC News - June 10th, 2026 [June 10th, 2026]
- President Donald Trump to attend Finals game in New York to root for his hometown Knicks - NBA.com - June 10th, 2026 [June 10th, 2026]
- Every guest Donald Trump brought to NBA Finals Game 3, including golfer granddaughter Kai - Yahoo Sports - June 10th, 2026 [June 10th, 2026]
- An Indian Billionaire Was Targeted by Trump. Then He Poured Money Into a Startup Secretly Backed by Donald Trump Jr. - ProPublica - June 10th, 2026 [June 10th, 2026]
- Donald Trump met with loud boos during national anthem at NBA Finals Game 3 - USA Today - June 10th, 2026 [June 10th, 2026]
- Donald Trump booed by the crowd during the anthem prior to Game 3 of the NBA Finals - AP News - June 10th, 2026 [June 10th, 2026]
- Donald Trump calls for Freedom 250 Concert to be canceled and suggests it is replaced by a MAGA rally following a mass exodus of scheduled performers.... - May 31st, 2026 [May 31st, 2026]
- Donald Trump Will Now Headline Freedom 250 Festival After More Than Half of the Planned Musical Acts Dropped Out - People.com - May 31st, 2026 [May 31st, 2026]
- Donald Trump Jr. and new wife share behind-the-scenes wedding video - CNN - May 31st, 2026 [May 31st, 2026]
- Donald Trump Offers to Perform at Freedom 250 Concert Himself: 'Only Great Patriots Invited' - Rolling Stone - May 31st, 2026 [May 31st, 2026]
- Donald Trump Wants Prediction Markets To 'Thrive', But AGA Boss Bill Miller Disagrees: The CFTC Is 'A Rogue Agency' - Yahoo Finance - May 31st, 2026 [May 31st, 2026]
- Joe Rogan appreciates how Donald Trump does wild st like UFC fights on the White House lawn - Yahoo Sports - May 31st, 2026 [May 31st, 2026]
- Donald Trump only a paper tiger, says Saudi expert - The Jerusalem Post - May 29th, 2026 [May 29th, 2026]
- Jaxson Dart, Abdul Carter explain their viewpoints on Giants QB's Donald Trump introduction - Yahoo Sports - May 29th, 2026 [May 29th, 2026]
- How many Americans think they could beat Donald Trump in a fight? - YouGov - May 11th, 2026 [May 11th, 2026]
- FAA employee from New Hampshire accused of threatening President Donald Trump - WMUR - May 5th, 2026 [May 5th, 2026]
- The soon-to-be-renamed Donald Trump airport has a logo and it's gold - The Palm Beach Post - May 5th, 2026 [May 5th, 2026]
- Donald Trump Is About to Be Humiliated in Front of the Whole World: Political Scientist Robert Pape - The Daily Beast - May 5th, 2026 [May 5th, 2026]
- Donald Trump Says He Wasnt Worried When Shooting Erupted at the White House Correspondents Dinner - People.com - April 27th, 2026 [April 27th, 2026]
- Donald Trump Reacts to Staged Theories About WHCD Shooting - Yahoo - April 27th, 2026 [April 27th, 2026]
- Note to Those So Inclined: Please Stop Trying to Kill Donald Trump - CounterPunch.org - April 27th, 2026 [April 27th, 2026]
- Tucker Carlson says he regrets backing Donald Trump and is tormented by it - The Guardian - April 21st, 2026 [April 21st, 2026]
- From Donald Trump to Jacob Frey has politics lost its profanity filter? - Northeastern University - April 21st, 2026 [April 21st, 2026]
- Donald Trump Claims Apple CEO Tim Cook Once Called the President to Kiss My Ass - Variety - April 21st, 2026 [April 21st, 2026]
- Tucker Carlson Apologizes for Misleading People About Donald Trump: I Will Be Tormented by It for a Long Time - Variety - April 21st, 2026 [April 21st, 2026]
- Here's what Warren Buffett, Sam Altman, Donald Trump, and everyone else has to say about Tim Cook stepping down - Fortune - April 21st, 2026 [April 21st, 2026]
- Jon Stewart Catches Donald Trump Admitting How Miserable He Is - The Daily Beast - April 21st, 2026 [April 21st, 2026]
- Terrible poll ratings would bother some politicians. Donald Trump isnt one of them | Arwa Mahdawi - The Guardian - April 21st, 2026 [April 21st, 2026]
- Three reasons Donald Trump wont pull the US out of Nato - The Conversation - April 10th, 2026 [April 10th, 2026]
- Donald Trump Rails Against Tucker Carlson, Megyn Kelly & Candace Owens - Deadline - April 10th, 2026 [April 10th, 2026]
- Donald Trump Tells Reporter He Didn't 'Know Anything About' Melania's Epstein Remarks Before She Went Live - People.com - April 10th, 2026 [April 10th, 2026]
- Donald Trump Floats Absurd Fantasy to Cope With Iran Humiliation - thedailybeast.com - April 8th, 2026 [April 8th, 2026]
- Donald Trump Jr. says the biggest names think Europe is a disaster that needs to be fixed - fortune.com - April 8th, 2026 [April 8th, 2026]
- Donald Trump says he will work with Iran for 'very productive regime change' - The Jerusalem Post - April 8th, 2026 [April 8th, 2026]