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

Why Crazy Works in the Office

By
Stanley Bing
Stanley Bing
Down Arrow Button Icon
By
Stanley Bing
Stanley Bing
Down Arrow Button Icon
August 29, 2016, 2:30 PM ET
Illustration by Jason Schneider for Fortune Magazine

People are mystified by the rise of the divisive candidate who has dominated the news of this election cycle. But we’re not, are we? We’re in business. We’ve seen his type before. He’s that intense guy in the elevator each morning, heading to a plush office 30 floors above the one we call home. Or maybe he’s just down the hall in an opulent corner space not too far from your cubicle. He’s the guy—and that guy could well be a ­woman—who sets the tenor of the place, the one whose name is whispered, like Voldemort’s.

He is, in short, your crazy boss. With all the rational, kind, and obviously more mentally balanced people around who could do the job, it’s natural to wonder how somebody so spectacularly bent got to such a position of power. But his gorgeous bouquet of pathologies is far from a liability in business. Rather, it’s a tremendous asset. Whether or not this person should be placed in charge of a far more serious operation, however, is another issue entirely. So let’s get him in focus.

First, of course, he’s a bully. This word is sort of a stewpot that includes a variety of obnoxious talents. He yells. He pounds the table. He scares people. It’s simply not worth fighting with him unless one is truly prepared to engage with a person who’s willing to rip your face off to get what he wants. The Emperor Augustus, when he was a young man, got so enraged at an adversary that he ripped out his eyeball. True story. People were scared of Steve Jobs too.

This preternatural aggressiveness doesn’t allay his powerful fears, however, so he’s also paranoid. Everybody is a potential enemy. Why is everybody against him?! Come on! So unfair. They say the only thing more dangerous than being Stalin’s enemy, back in the day, was being his friend. The gulags were full of his pals. One week they’d be pounding vodka shots with Stalin at 3 a.m. The next they’d be deemed enemies of the state.

The crazy boss feels no doubt or shame or guilt, because he’s also a narcissist whose needs are the only thing that are truly real to him. This is a powerful asset in the world of commerce—particularly the delusion that one’s compulsions are destiny. Where other men and women are assailed by uncertainties, the narcissist is dead sure. He or she is never wrong, so there’s never any need to apologize. Other people are merely a vague concept, disposable tools. Think of Napoleon on Elba, dreaming of the day he can get back to France and start killing people again. Or consider the crash of 2008. What kind of guys would sell bad mortgages to people whose homes would most certainly be repossessed? I think you know.

That’s not to say the crazy boss has no feelings. Sometimes he’s attacked by a bout of wimpiness and retreats behind closed doors to nurse his wounds. Mean people. So unkind! You wonder how this guy, who’s so very insensitive to others, can be so thin-skinned about himself. But this ultrasensitivity fuels his anger, paranoia, and narcissism and sends him back out into the world once more fresh for battle.

In the end, there is good news of a sort behind all this. Because, inevitably, a crazy boss is always heading at 90 miles per hour down the highway to his own destruction. Did Nixon have to tape all those damning conversations? Did Tyco’s Dennis Kozlowski really need the $6,000 shower curtain? I won’t even mention all the stupid mergers engineered by deluded CEOs during our lifetimes. But take my word for it. Crazy bosses eventually pull the entire house down around them.

The question we have to answer is, Do we want to be in the house with them when it happens? 

A version of this article appears in the September 1, 2016 issue of Fortune with the headline “Why Crazy Works.”

About the Author
By Stanley Bing
See full bioRight Arrow Button Icon

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
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
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
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Leadership

Khosla gestures with both hands
AIElections
Billionaire OpenAI investor Vinod Khosla thinks 80% of jobs could vanish by 2030, and that ‘fear of AI’ put American politics in a chokehold
By Jacqueline MunisMarch 24, 2026
1 hour ago
Aravind Srinivas, wearing a white sweater, lifts both of his arms in front of him.
Future of WorkLabor
Perplexity CEO says AI layoffs aren’t so bad because people hate their jobs anyways: ‘That sort of glorious future is what we should look forward to’
By Sasha RogelbergMarch 24, 2026
3 hours ago
boardroom
AIJobs
CFOs admit privately that AI layoffs will be 9x higher this year—and still a fraction of ‘doomsday’ predictions
By Jake AngeloMarch 24, 2026
3 hours ago
Middle EastLetter from London
As war continues to rage, the World Economic Forum is the latest to postpone Gulf conference in Saudi 
By Kamal AhmedMarch 24, 2026
4 hours ago
SuccessNCAA March Madness
From 12 hours of video games a day to Big Ten Player of the Year: The unlikely rise of Yaxel Lendeborg
By Sydney LakeMarch 24, 2026
4 hours ago
Alex Karp
SuccessCareers
Palantir’s billionaire CEO says only two kinds of people will succeed in the AI era: trade workers — ‘or you’re neurodivergent’
By Preston ForeMarch 24, 2026
4 hours ago

Most Popular

Commentary
The Treasury just declared the U.S. insolvent. The media missed it
By Fortune EditorsMarch 23, 2026
1 day ago
Personal Finance
Current price of gold as of March 23, 2026
By Fortune EditorsMarch 23, 2026
1 day ago
Economy
It took 200 years for national debt to hit $1 trillion. Annual interest alone now exceeds that—a 'crushing legacy we must reverse,' says budget chair
By Fortune EditorsMarch 23, 2026
1 day ago
Economy
Larry Fink says today's economic anxiety stems from people increasingly feeling like capitalism isn't working for them
By Fortune EditorsMarch 23, 2026
1 day ago
Personal Finance
Current price of oil as of March 23, 2026
By Fortune EditorsMarch 23, 2026
1 day ago
Health
Trump has TACO'd again, this time in Iran, sparking a $1.7 trillion stock market rally in minutes, even as peace talks are in question
By Fortune EditorsMarch 23, 2026
1 day 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.