• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia

Trendingnow

1

Former U.S. Secret Service agent says bringing your authentic self to work stifles teamwork: 'You don’t get high performers, you get sloppiness'

2

NBC’s Tom Llamas climbed from 15-year-old intern to the top anchor chair—and still isn’t satisfied: ‘If you're not growing, you're dying'

3

Former VP Kamala Harris says she went through a nine-hour interview to land the job—but she couldn’t escape ‘gold medal depression’ even when she won

1

Former U.S. Secret Service agent says bringing your authentic self to work stifles teamwork: 'You don’t get high performers, you get sloppiness'

2

NBC’s Tom Llamas climbed from 15-year-old intern to the top anchor chair—and still isn’t satisfied: ‘If you're not growing, you're dying'

3

Former VP Kamala Harris says she went through a nine-hour interview to land the job—but she couldn’t escape ‘gold medal depression’ even when she won
Leadership

As a Manager, Donald Trump Encourages ‘Apprentice’-Like Rivalries

By
The Associated Press
The Associated Press
Down Arrow Button Icon
By
The Associated Press
The Associated Press
Down Arrow Button Icon
May 31, 2016, 6:14 AM ET
1991 Man of The Year Awards
Photograph by Ron Galella—WireImage
Add Fortune on Google for similar content.

When Donald Trump acquired a pair of Atlantic City casinos in the mid-1980s, he pitted his managers against each other in a ferocious competition over everything from booking entertainers to attracting high-rolling gamblers.

That one of those managers was his wife, Ivana Trump, but didn’t earn her any slack.

“His tactic there, as our success surpassed the Castle’s in 1987, was to shove the Plaza’s performance in Ivana’s face, like a mirror, holding it up for her to see the reflection of a less than successful manager,” John O’Donnell, Ivana Trump’s rival in the casino wars, wrote in a 1991 book.

 

Trump’s penchant for encouraging rivalries is now roiling his presidential campaign just as he’s captured the GOP nomination, creating deep uncertainty among Republicans about his preparedness for a complex and costly general election campaign. The tensions boiled over last week with the abrupt ouster of political director Rick Wiley, who left the campaign after just six weeks.

Wiley found himself caught between Trump campaign manager Corey Lewandowski, one of the businessman’s original campaign staffers, and Paul Manafort, a veteran Republican hand who was brought in to bolster the operation in March. While Wiley was originally hired by Lewandowski, he aligned himself with Manafort’s vision of a more robust and expensive campaign operation—a vision Trump does not appear to have fully bought into. He also was seen as being unwilling to fill top jobs in battleground states with people close to Lewandowski, according to people familiar with the decision.

Wiley did not respond to requests to discuss his tenure with the Trump campaign. Trump aides would not make the candidate available for an interview, but they did not dispute the notion that the real estate mogul encourages internal competition.

“Of course there’s competition because you want the best,” Lewandowski said. “That’s the type of mindset you have to have in the federal government.”

Sam Nunberg, a former Trump aide who was fired last year, put the dynamic more bluntly: “He loves playing people against each other.” Still, Nunberg said he appreciated the competitive environment, crediting it with keeping staffers creative and committed to the organization.

But for other Trump aides, the businessman’s cutthroat style led to mistrust and paranoia

“You can’t trust the other guy’s people,” said Stuart Jolly, who resigned as Trump’s campaign field director after Manafort and Wiley were given more power. Jolly confirmed Friday that he is joining the pro-Trump group Great America PAC as its political director.

Some current and former Trump advisers blamed the businessman for withholding information about staff changes from his team, sometimes leaving them to learn about internal developments in the media. Some have taken to shopping negative stories about their rivals to the press in a bid to undercut each other in the eyes of the boss — even if the stories reflect poorly on Trump.

Even more concerning for Trump as he eyes a likely faceoff with Democrat Hillary Clinton is the uncertainty the internal friction has created about the direction of the campaign. People close to the campaign say there are major questions about battleground state hiring, voter-targeting efforts, and super PAC fundraising.

Those close to the campaign insisted on anonymity because they were not authorized to discuss the campaign publicly.

Trump turned his fondness for competition into ratings gold with his television show “The Apprentice,” where rival teams battled against each other to impress the boss. Those who failed were unceremoniously fired—a made-for-television version of events that sometimes played out in Trump’s real businesses.

In 1985 and 1986, Trump acquired full control of two Atlantic City casinos in quick succession. Ivana Trump was put in charge of one, named Trump Castle, while the other—Trump Plaza—was overseen by casino managers hired away from gambling titan Steve Wynn.

Castle and Plaza managers were expected to compete over everything from casino entertainers to which property bought more copies of Trump’s autobiography, “The Art of the Deal.”

The most heated competition of all: which casino could draw the high-rolling gamblers who would wager thousands of dollars per hand. By 1987, the larger and more luxurious Plaza was successfully wooing this small but elite set, aided by top-tier prize fights in the Atlantic City Convention Center next door.

Instead of allowing the Plaza to establish itself as the unrivaled venue for high-rollers in Atlantic City, however, Trump underwrote Ivana’s campaign to compete for them.

“If we presented a $100,000 player with a gold Rolex watch, the Castle gave him two,” O’Donnell wrote in his book “Trumped! The Inside Story of the Real Donald Trump — His Cunning Rise and Spectacular Fall.” In a 1997 interview, Trump said “the stuff O’Donnell wrote about me is probably true,” using an expletive to describe his former executive as a loser.

When Plaza managers pleaded to Trump that the competition between his two casinos was ill-advised, Trump mocked them.

“What are you worried about Ivana for,” he told one executive, according to O’Donnell’s book. “She’s just a woman. She can’t take the business.”

The competition described by O’Donnell led to an ill-advised, $70 million addition to Trump Castle, dubbed “The Crystal Tower,” and continued even after Trump sent Ivana back to New York and three of the Plaza’s top executives died in a helicopter crash.

Within weeks of the accident, Trump’s Castle team launched a surprise raid on Trump’s other casino: It’s top executive leased office space directly above the Plaza’s marketing department, offering the Plaza team raises of up to 30% to defect.

About the Author
By The Associated Press
See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

Latest in Leadership

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Leadership

jalen
CommentaryLeadership
What leaders can learn from the Knicks ending their 53-year championship drought
By Melissa Dawn SimkinsJune 22, 2026
58 minutes ago
Drowning in AI: Companies are launching hundreds of projects, and that’s a problem
Future of WorkBrainstorm Tech
Drowning in AI: Companies are launching hundreds of projects, and that’s a problem
By Jeff John RobertsJune 22, 2026
2 hours ago
Sony industry starmaker Clive Davis, who launched the careers of Janis Joplin and Whitney Houston, dead at 94
Arts & EntertainmentMusic
Sony industry starmaker Clive Davis, who launched the careers of Janis Joplin and Whitney Houston, dead at 94
By The Associated Press, Mark Sherman and NEKESA MUMBI MOODYJune 22, 2026
2 hours ago
Elon Musk to get a billion shares of SpaceX if he can settle a million humans on Mars
Startups & VentureElon Musk
Elon Musk to get a billion shares of SpaceX if he can settle a million humans on Mars
By Catherina GioinoJune 22, 2026
3 hours ago
America has a $4 trillion retirement crisis and half of workers could run out of money. TIAA’s CEO wants ‘guaranteed lifetime income’ to fix it
C-SuiteFortune 500: Titans and Disruptors of Industry
America has a $4 trillion retirement crisis and half of workers could run out of money. TIAA’s CEO wants ‘guaranteed lifetime income’ to fix it
By Fortune EditorsJune 22, 2026
3 hours ago
Thibault Sottiaux, Head of Core Product and Platform OpenAI, speaking.
AIOpenAI
OpenAI’s new ‘super app’ boss hopes to persuade users and potential IPO investors that the company is about way more than just chat
By Beatrice NolanJune 22, 2026
4 hours ago

Most Popular

Former U.S. Secret Service agent says bringing your authentic self to work stifles teamwork: 'You don’t get high performers, you get sloppiness'
Success
Former U.S. Secret Service agent says bringing your authentic self to work stifles teamwork: 'You don’t get high performers, you get sloppiness'
By Sydney LakeJune 21, 2026
1 day ago
NBC’s Tom Llamas climbed from 15-year-old intern to the top anchor chair—and still isn’t satisfied: ‘If you're not growing, you're dying'
Success
NBC’s Tom Llamas climbed from 15-year-old intern to the top anchor chair—and still isn’t satisfied: ‘If you're not growing, you're dying'
By Preston ForeJune 21, 2026
1 day ago
Former VP Kamala Harris says she went through a nine-hour interview to land the job—but she couldn’t escape ‘gold medal depression’ even when she won
Success
Former VP Kamala Harris says she went through a nine-hour interview to land the job—but she couldn’t escape ‘gold medal depression’ even when she won
By Emma BurleighJune 21, 2026
1 day ago
'I literally was crying last night because I’m nervous about what I’m going to find out': a record 51% of Americans aren't 'cost secure' on health
Health
'I literally was crying last night because I’m nervous about what I’m going to find out': a record 51% of Americans aren't 'cost secure' on health
By Ali Swenson, Amelia Thomson-Deveaux and The Associated PressJune 20, 2026
2 days ago
Ezekiel Emanuel: My father lived into his 90s. He understood something many successful men miss
Commentary
Ezekiel Emanuel: My father lived into his 90s. He understood something many successful men miss
By Ezekiel J. EmanuelJune 21, 2026
1 day ago
The man who lived through the fall of the Soviet Union and helped wealthy Chinese move to Canada sees a familiar picture in America
Success
The man who lived through the fall of the Soviet Union and helped wealthy Chinese move to Canada sees a familiar picture in America
By Nick LichtenbergJune 17, 2026
5 days ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.