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

Elon Musk’s ‘ruthless’ plan to close his Twitter deal early let him fire the social media company’s top execs—and stop them collecting a ‘$200 million’ payout

Christiaan Hetzner
By
Christiaan Hetzner
Christiaan Hetzner
Senior Reporter
Down Arrow Button Icon
Christiaan Hetzner
By
Christiaan Hetzner
Christiaan Hetzner
Senior Reporter
Down Arrow Button Icon
September 1, 2023, 8:03 AM ET
Twitter owner Elon Musk
Elon Musk sought to exact retribution against Twitter's senior management. Chesnot/Getty Images

Cross Elon Musk at your own peril—it turns out the world’s wealthiest entrepreneur is the vengeful type.

Recommended Video

According to an upcoming biography by acclaimed author Walter Isaacson, the Twitter closing was moved forward by a matter of hours in a cloak-and-dagger scheme to exact punishment on CEO Parag Agrawal and the company’s senior management.

Instead of allowing top executives to resign with the change of control as was originally expected, Musk changed the plans at the last second unbeknownst to them, Isaacson wrote in an excerpt published in the Wall Street Journal. That way he could terminate their employment before their stock options would vest.

“There’s a 200 million [dollar] differential in the cookie jar between closing tonight and doing it tomorrow morning,” he explained to the Steve Jobs biographer, who Musk chose personally to pen an official account of the tycoon.

The Tesla CEO and new owner sought retribution because he believed Agrawal’s team fraudulently inflated the number of monetizable Twitter users. This resulted in Musk paying the original $44 billion sum—a price he proposed in April of last year coincidentally right before tech valuations began to plummet that summer. 

“It was audacious, even ruthless,” Isaacson wrote of the last-second change of plan. “But it was justified in Musk’s mind because of his conviction that Twitter’s management had misled him.”

An attempt by the Tesla boss to pull out of the deal he signed with the company’s board was thwarted by a Delaware court after Twitter’s then-chairman Bret Taylor sued to enforce the deal. 

After months of trying to build an argument that Agrawal and the board had misled investors by deliberately hiding the extent of commercially worthless accounts on the platform, Musk eventually relented amid a dearth of evidence.

“His lawyers finally convinced him that he would lose the case,” Isaacson recounted. 

Perfectly executed to the minute

Even as Musk realized defeat was inevitable, the cornered CEO still had one card up his sleeve. Firing Agrawal and his chief lieutenants meant he could yet inflict a final parting blow on those that bested him. 

For this plot to actually work, however, Isaacson said everything needed to be perfectly timed and executed. Each second counted if Musk wanted to outwit Agrawal. 

At precisely 4:12 p.m. Pacific time on Oct. 28, 2022, right when the deal closed, the tycoon’s assistant delivered letters of dismissal to the Twitter CEO and his top three lieutenants.

Six minutes later they had all been escorted from the building and cut off from company email.

“Agrawal had his letter of resignation, citing the change of control, ready to send. But when his Twitter email was cut off, it took him a few minutes to get the document into a Gmail message,” Isaacson wrote. “By that point he had already been fired by Musk.”

This act of vengeance—revealed by Isaacson in all its meticulously planned glory—does not come entirely out of the blue. 

In July, it emerged that Musk also sought to punish the very law firm that successfully represented Twitter’s board in its case against him, claiming in a lawsuit it overcharged the social media company for winning the $44 billion case on behalf of shareholders.

The world’s wealthiest individual has claimed numerous times he does not care all that much about money or the economics of his Twitter deal, since he bought Twitter to save the “future of civilization” and altruistically help humanity. 

But that appears to be not entirely truthful. He clearly does care, at least when he feels he was cheated.

Join us at the Fortune Workplace Innovation Summit May 19–20, 2026, in Atlanta. The next era of workplace innovation is here—and the old playbook is being rewritten. At this exclusive, high-energy event, the world’s most innovative leaders will convene to explore how AI, humanity, and strategy converge to redefine, again, the future of work. Register now.
About the Author
Christiaan Hetzner
By Christiaan HetznerSenior Reporter
Instagram iconLinkedIn iconTwitter icon

Christiaan Hetzner is a former writer for Fortune, where he covered Europe’s changing business landscape.

See full bioRight Arrow Button Icon

Latest in Tech

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
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
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • 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
About Us
  • 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 Tech

C-SuiteNext to Lead
CEO hopefuls have a new rival for the top job: their own board directors
By Ruth UmohFebruary 17, 2026
4 hours ago
Economycompensation
Why your boss loves AI and you hate it: Corporate profits are capturing your extra productivity, and your salary isn’t
By Eva RoytburgFebruary 17, 2026
5 hours ago
C-SuiteNext to Lead
Companies are cycling through CEOs—and replacing them with first-timers
By Ruth UmohFebruary 17, 2026
6 hours ago
AITech
Anthropic was supposed to be a ‘safe’ alternative to OpenAI, but CEO Dario Amodei admits his company struggles to balance safety with profits
By Marco Quiroz-GutierrezFebruary 17, 2026
7 hours ago
Photo of Robert Solow
AIProductivity
Thousands of CEOs just admitted AI had no impact on employment or productivity—and it has economists resurrecting a paradox from 40 years ago
By Sasha RogelbergFebruary 17, 2026
8 hours ago
AIEye on AI
What OpenAI’s OpenClaw hire says about the future of AI agents
By Sharon GoldmanFebruary 17, 2026
8 hours ago

Most Popular

placeholder alt text
Real Estate
A billionaire and an A-list actor found refuge in a 37-home Florida neighborhood with armed guards—proof that privacy is now the ultimate luxury
By Marco Quiroz-GutierrezFebruary 15, 2026
3 days ago
placeholder alt text
Economy
Social Security's trust fund is nearing insolvency, and the borrowing binge that may follow will rip through debt markets, economist warns
By Jason MaFebruary 15, 2026
2 days ago
placeholder alt text
Economy
$56 trillion national debt leading to a spiraling crisis: Budget watchdog warns the U.S. is walking a crumbling path
By Nick LichtenbergFebruary 17, 2026
9 hours ago
placeholder alt text
Commentary
Something big is happening in AI — and most people will be blindsided
By Matt ShumerFebruary 11, 2026
6 days ago
placeholder alt text
Investing
Trillion-dollar AI market wipeout happened because investors banked that 'almost every tech company would come out a winner'
By Eleanor PringleFebruary 16, 2026
2 days ago
placeholder alt text
Personal Finance
Current price of silver as of Tuesday, February 17, 2026
By Joseph HostetlerFebruary 17, 2026
12 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.