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

Trendingnow

1

Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away faster

2

MacKenzie Scott alone accounted for one-third of America's $19.2 billion in megagifts last year

3

The 33-year-old executive Satya Nadella is trusting to fix Microsoft’s Copilot AI assistant

1

Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away faster

2

MacKenzie Scott alone accounted for one-third of America's $19.2 billion in megagifts last year

3

The 33-year-old executive Satya Nadella is trusting to fix Microsoft’s Copilot AI assistant
TechElon Musk

Elon Musk doubted ex-Twitter CEO Parag Agrawal from the start because he was too nice: ‘What Twitter needs is a fire-breathing dragon’

Nicholas Gordon
By
Nicholas Gordon
Nicholas Gordon
Asia Editor
Down Arrow Button Icon
Nicholas Gordon
By
Nicholas Gordon
Nicholas Gordon
Asia Editor
Down Arrow Button Icon
September 1, 2023, 6:37 AM ET
Twitter (now X) owner Elon Musk
Elon Musk’s changing relationship with then–Twitter CEO Parag Agrawal is charted in a new biography from author Walter Isaacson.Joel Saget—AFP/Getty Images
Add Fortune on Google for similar content.

One of the first things Elon Musk did after taking over Twitter—which the billionaire has since renamed X—was fire several of Twitter’s senior leaders, including then-CEO Parag Agrawal, “for cause.” It capped a fractious relationship between the two business leaders since Musk first expressed his intention to buy the social media company in April last year.

Recommended Video

Yet Musk was wary of Agrawal from their very first meeting—namely, because he thought the social media CEO was far too likable, according to an excerpt from author Walter Isaacson’s upcoming biography of the controversial billionaire, published in the Wall Street Journal. 

“What Twitter needs is a fire-breathing dragon, and Parag is not that,” Musk said after a dinner between the two with Twitter board chair Bret Taylor on Mar. 31, 2022. The covert meal was organized soon after Musk revealed he was Twitter’s largest shareholder. 

While he called Agrawal “a really nice guy,” Musk preferred tougher CEOs who didn’t care about being liked, according to Isaacson. 

Musk’s view of Agrawal quickly soured after Twitter’s CEO politely suggested it might be better if Musk stopped disparaging Twitter, such as posting, “Is Twitter dying?” 

“It’s my responsibility to tell you that it’s not helping me make Twitter better in the current context,” Agrawal texted Musk in April 2022. 

The billionaire did not take it well. “What did you get done this week?” he wrote back, continuing that “this is a waste of my time.”

Musk turned down a seat on Twitter’s board and instead said he would seek to take the company private for $44 billion. “I don’t have confidence in management,” Musk said in a stock filing around the time he made the offer. 

Twitter soon agreed to Musk’s terms, yet the billionaire quickly got cold feet. Musk said that he should get a discount on buying Twitter, arguing that executives like Agrawal had falsified the number of bots on the platform.

Twitter sued Musk to force him to close the deal, and the billionaire eventually agreed to buy the company at the original price after lawyers convinced him he was likely to lose. Musk soon became enthusiastic about buying Twitter again, telling Isaacson in September 2022 there were “many things I could fix” at Twitter, and disparaging the company’s then-leaders as “blockheads and idiots.” 

Musk’s relationship with Twitter executives, at that point, was irreparable. Musk brought forward the close of his Twitter acquisition by several hours so he could fire executives like Agrawal before their stock options could vest. “There’s a 200-million differential in the cookie jar between closing tonight and doing it tomorrow morning,” Musk told Isaacson at the time.

Musk felt the ruthless move was justified owing to a continued belief that Twitter executives had misled him. Immediately after closing the deal, he terminated Agrawal, who was escorted from the building minutes later. “We beat him,” wrote Musk’s lawyer, Alex Spiro, at the time.

Twitter did not immediately respond to a request for comment. 

Who is Parag Agrawal?

Agrawal took over as Twitter’s CEO in 2021, after founder Jack Dorsey’s second stint of running the social media company. (In texts to Musk, Dorsey praised Agrawal as an “incredible engineer.”)  Before that, Agrawal served as Twitter’s chief technology officer. 

Upon taking over the company, Musk also fired Vijaya Gadde, Twitter’s then-head of legal, policy, and trust. Gadde was a focal point for right-wing commentators angry with her content moderation decisions, and Musk had accused her as representing “Twitter’s left-wing bias.” 

Musk also fired Twitter chief financial officer Ned Segal and general counsel Sean Edgett.

Agrawal, along with Gadde and Segal, sued the social media company in April, demanding it pay for legal expenses incurred when the three served as company executives. Twitter, now X, has reportedly refused to pay fees and invoices in a bid to preserve cash.

About the Author
Nicholas Gordon
By Nicholas GordonAsia Editor
LinkedIn iconTwitter icon

Nicholas Gordon is an Asia editor based in Hong Kong, where he helps to drive Fortune’s coverage of Asian business and economics news.

See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

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
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 Tech

Anthropic’s Alibaba fight raises a trillion-dollar question for IPO: How defensible is a frontier AI moat against China with Washington’s toolbox?
AIAnthropic
Anthropic’s Alibaba fight raises a trillion-dollar question for IPO: How defensible is a frontier AI moat against China with Washington’s toolbox?
By Mia OsmonbekovJune 28, 2026
31 minutes ago
psg
RetailSports
More than a club: how Paris Saint-Germain took inspiration from the Barcelona slogan and the New York Yankees cap to create a global business brand
By Nick LichtenbergJune 28, 2026
1 hour ago
Even Apple supply chain maestro Tim Cook couldn’t dodge the memory chip ‘RAM-ageddon’ crisis. Here’s why PC prices are soaring this summer
Big TechChips
Even Apple supply chain maestro Tim Cook couldn’t dodge the memory chip ‘RAM-ageddon’ crisis. Here’s why PC prices are soaring this summer
By Alexei OreskovicJune 28, 2026
2 hours ago
The retired college professor fighting a $313 trespassing ticket in Wisconsin thinks he’s part of a national struggle
EnvironmentSpaceX
The retired college professor fighting a $313 trespassing ticket in Wisconsin thinks he’s part of a national struggle
By Catherina GioinoJune 28, 2026
4 hours ago
Amazon Prime Day total online spending surpasses Adobe estimate
Retailecommerce
Amazon Prime Day total online spending surpasses Adobe estimate
By Spencer Soper and BloombergJune 27, 2026
15 hours ago
Australia to strengthen enforcement of under-16 social media ban
PoliticsSocial Media
Australia to strengthen enforcement of under-16 social media ban
By Ainslie Chandler and BloombergJune 27, 2026
20 hours ago

Most Popular

Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away faster
Success
Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away faster
By Preston ForeJune 27, 2026
1 day ago
MacKenzie Scott alone accounted for one-third of America's $19.2 billion in megagifts last year
Success
MacKenzie Scott alone accounted for one-third of America's $19.2 billion in megagifts last year
By Sydney LakeJune 25, 2026
3 days ago
The 33-year-old executive Satya Nadella is trusting to fix Microsoft’s Copilot AI assistant
AI
The 33-year-old executive Satya Nadella is trusting to fix Microsoft’s Copilot AI assistant
By Sebastian HerreraJune 27, 2026
1 day ago
Now worth $200 million, Sarah Jessica Parker credits being ‘one of eight kids that struggled financially’ for her hunger, ambition, and work ethic
Success
Now worth $200 million, Sarah Jessica Parker credits being ‘one of eight kids that struggled financially’ for her hunger, ambition, and work ethic
By Orianna Rosa RoyleJune 24, 2026
4 days ago
The end of Putin’s regime will spring from war spending chaos, former central bank advisor says, amid military mutiny threat and fuel-shortage brawls
Europe
The end of Putin’s regime will spring from war spending chaos, former central bank advisor says, amid military mutiny threat and fuel-shortage brawls
By Jason MaJune 27, 2026
16 hours ago
Forget the ceasefire — The U.S. and Iran are still locked in combat over the Strait of Hormuz as Tehran tries to shut down a competing route
Middle East
Forget the ceasefire — The U.S. and Iran are still locked in combat over the Strait of Hormuz as Tehran tries to shut down a competing route
By Jason MaJune 27, 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.