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

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.

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
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

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
  • 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
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
Fortune Secondary Logo
  • 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

A veiled Iranian woman holds her cellphone displaying a portrait of Iran's Supreme Leader, Ayatollah Ali Khamenei,
CybersecuritySecurity
Cyber retaliation from Iran is a problem for U.S. companies — ‘It’s in the hands of a 19-year-old hacker in a Telegram room,’ ex-NSA operative says
By Amanda GerutMarch 1, 2026
4 hours ago
Two girls look at a white laptop placed on a desk.
AIEducation
American schools weren’t broken until Silicon Valley used a lie to convince them they were—now reading and math scores are plummeting
By Sasha RogelbergMarch 1, 2026
6 hours ago
Big TechSocial Media
YouTube’s cofounder and former tech boss doesn’t want his kids to watch short videos, warning short-form content ‘equates to shorter attention spans’
By Marco Quiroz-GutierrezMarch 1, 2026
10 hours ago
Slack cofounder Stewart Butterfield
SuccessProductivity
Slack cofounder says workers and CEOs can get stuck doing ‘fake’ work like pre-meetings and slide shows
By Emma BurleighMarch 1, 2026
10 hours ago
heitmann
CommentaryEntrepreneurship
Here’s how to build something that lasts, from the founder of a $300 million bootstrapped company that’s been growing for 28 years straight
By Tim HeitmannMarch 1, 2026
16 hours ago
U.S. President Donald Trump delivers the State of the Union address during a joint session of Congress in the House Chamber at the Capitol on February 24, 2026 in Washington, D.C.
EnergyData centers
Your utility bills keep going up. Here’s everyone you can blame—AI data centers included
By Jordan BlumMarch 1, 2026
18 hours ago

Most Popular

placeholder alt text
Economy
Your grandparents are the reason the U.S. isn't in a recession right now. That won't last forever
By Eleanor PringleMarch 1, 2026
16 hours ago
placeholder alt text
AI
The week the AI scare turned real and America realized maybe it isn't ready for what's coming
By Nick LichtenbergFebruary 28, 2026
2 days ago
placeholder alt text
Personal Finance
Trump's universal 401(k) architect on why lower-income people distrust retirement accounts: 'they want to know what the catch is'
By Jacqueline MunisFebruary 28, 2026
2 days ago
placeholder alt text
Success
Japanese companies are paying older workers to sit by a window and do nothing—while Western CEOs demand super-AI productivity just to keep your job
By Orianna Rosa RoyleFebruary 27, 2026
2 days ago
placeholder alt text
Success
MacKenzie Scott's close relationship with Toni Morrison long before Amazon put her on the path give more than $1 billion to HBCUs
By Sasha RogelbergMarch 1, 2026
9 hours ago
placeholder alt text
Success
Walmart exec says U.S. workforces needs to take inspiration from China where ‘5 year-olds are learning DeepSeek’
By Preston ForeFebruary 27, 2026
3 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.