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

Fortune Archives: The business of being Trump

By
Indrani Sen
Indrani Sen
Senior Editor, Features
Down Arrow Button Icon
By
Indrani Sen
Indrani Sen
Senior Editor, Features
Down Arrow Button Icon
January 25, 2026, 7:00 AM ET
Donald Trump, The Sunday Telegraph, July 27, 2008
NEW YORK, NY - JULY 15: Businessman Donald Trump is photographed in his office for the Sunday Telegraph on July 15, 2008, in New York City. (Photo by Gillian Laub/Contour by Getty Images)Above photo by Gillian Laub—Contour by Getty Images

In this first, tumultuous month of 2026, many have taken to social media to post throwback photos and reflections upon another consequential year: 2016. In that spirit, here’s a Fortune cover story from May of 2016 about the man who would be elected president six months later, and again this past November. 

Recommended Video

“Donald Trump’s pitch is simple,” Shawn Tully and Roger Parloff explained in their 2016 cover feature about the candidate, then in the midst of a crowded primary race. “He is, as he’ll happily tell you, one of the world’s elite businessmen. Therefore he’d make a great President.” 

In the decade since, Trump’s pitch has not changed at all, as Geoff Colvin writes this month in a Fortune cover story about the nation’s “CEO-in-chief”: “In the first year of his second term, Trump has rewritten the government’s relationship with business more radically than any predecessor.”

This approach—and a chummy “CEO to CEO” tone in his frequent huddles with business leaders—has garnered praise from those, including Nvidia CEO Jensen Huang, OpenAI CEO Sam Altman, and Boeing CEO Kelly Ortberg, whose companies have benefited from his dealmaking and reductions in regulatory friction. 

But when asked more broadly how they feel about the future, American CEOs are sounding less sanguine, Colvin writes: “In the fall 2024 Fortune/Deloitte CEO Survey, conducted just after that year’s presidential election, 61% of CEOs said they were ‘optimistic or very optimistic for my industry.’ A year later, under Trump, only 47% felt that way, while those who felt pessimistic or very pessimistic more than doubled, from 10% to 22%.”

Tully and Parloff, in 2016, laid out a roadmap for understanding Trump’s actions and his dealmaking approach, including five maxims: “He always comes first.” “He wants you to know how rich he is.” “He sues first, asks questions later.” “He’s taken on debt recklessly.” “He thinks he’s great at everything.”

But they—like many others—were wrong in one respect. They ended the piece by citing pundits who suggested that the candidate’s “ineptitude in the intricacies of the process” might thwart his presidential ambitions at the Republican Convention. “Then,” they concluded, “Trump could go back to the business of being Trump full-time.” 

Instead, the president seems to be conducting the business of being Trump, unfettered and on an even larger scale, from the Oval Office.

This is the web version of the Fortune Archives newsletter, which unearths the Fortune stories that have had a lasting impact on business and culture between 1930 and today. Subscribe to receive it for free in your inbox every Sunday morning.
About the Author
By Indrani SenSenior Editor, Features

Indrani Sen is a senior editor at Fortune, overseeing features and magazine stories. 

See full bioRight Arrow Button Icon

Latest in Newsletters

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 Newsletters

The AI boom sidelined sustainability. Two researchers want to change that
NewslettersEye on AI
The AI boom sidelined sustainability. Two researchers want to change that
By Sharon GoldmanMay 14, 2026
3 hours ago
‘Be delusional enough to call yourself something the world hasn’t called you yet’: What powerful women told the class of 2026
NewslettersMPW Daily
‘Be delusional enough to call yourself something the world hasn’t called you yet’: What powerful women told the class of 2026
By Sydney LakeMay 14, 2026
4 hours ago
Morning meeting at work.
NewslettersCFO Daily
Companies want battle-tested CFOs. There aren’t enough of them
By Sheryl EstradaMay 14, 2026
9 hours ago
Cisco CEO Chuck Robbins, interviewed by Fortune’s Andrew Nusca, at Fortune Brainstorm Tech 2016 in Aspen, Colo. (Photo: Stuart Isett/Fortune)
NewslettersFortune Tech
Cisco shares soar almost 20% as AI infrastructure orders jump
By Andrew NuscaMay 14, 2026
9 hours ago
Boeing could be the biggest winner on Trump’s trip to China
NewslettersCEO Daily
Boeing could be the biggest winner on Trump’s trip to China
By Diane BradyMay 14, 2026
10 hours ago
How HubSpot got all engineers to use AI without any mandates
NewslettersCIO Intelligence
How HubSpot got all engineers to use AI without any mandates
By John KellMay 13, 2026
1 day ago

Most Popular

Despite having a $165 million net worth, Scarlett Johansson says work-life balance doesn’t exist—and the first step to success is admitting that
Success
Despite having a $165 million net worth, Scarlett Johansson says work-life balance doesn’t exist—and the first step to success is admitting that
By Preston ForeMay 13, 2026
1 day ago
The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises
Politics
The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises
By Jake AngeloMay 12, 2026
2 days ago
Nearly 50,000 Lake Tahoe residents have to find a new power source after their energy source looks to redirect lines to data centers
Travel & Leisure
Nearly 50,000 Lake Tahoe residents have to find a new power source after their energy source looks to redirect lines to data centers
By Catherina GioinoMay 12, 2026
2 days ago
It’s not just Canadian tourists snubbing U.S. cities. Business leaders are cancelling more trips to America as geopolitical tensions continue
North America
It’s not just Canadian tourists snubbing U.S. cities. Business leaders are cancelling more trips to America as geopolitical tensions continue
By Sasha RogelbergMay 12, 2026
2 days ago
The airplane fuel shortage is a myth propagated by airlines who want to cancel unprofitable flights, says private jet CEO
Energy
The airplane fuel shortage is a myth propagated by airlines who want to cancel unprofitable flights, says private jet CEO
By Jim EdwardsMay 14, 2026
13 hours ago
Steve Jobs had a 'beer test' he used for interviews at Apple—if he didn’t want to drink with you, you didn’t get the job
Success
Steve Jobs had a 'beer test' he used for interviews at Apple—if he didn’t want to drink with you, you didn’t get the job
By Orianna Rosa RoyleMay 14, 2026
13 hours 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.