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

The world’s youngest self-made billionaire says the secret to closing deals is exploiting investors’ greed and fear of missing out

By
Dave Smith
Dave Smith
Former Editor, U.S. News
Down Arrow Button Icon
By
Dave Smith
Dave Smith
Former Editor, U.S. News
Down Arrow Button Icon
August 26, 2025, 1:32 PM ET
Photo of Thomas Healy
Thomas Healy, founder and chief executive officer of Hyliion, says to focus on winning and don’t even see failure as an option.F. Carter Smith / Bloomberg—Getty Images
  • Thomas Healy, the 33-year-old founder and CEO of Hyliion, recently shared his take on high-pressure dealmaking in an interview with the School of Hard Knocks, a rapidly growing TikTok channel known for spotlighting entrepreneurs and modern business luminaries. Healy said his core negotiating advice is all about leverage and never getting “into a position where you’re desperate.”

Thomas Healy founded Hyliion in 2015 when he was a grad student at Pittsburgh’s Carnegie Mellon University. Ten years later, Hyliion has raised over $750 million, gone public via a SPAC merger, and achieved a valuation of $1.6 billion, making Healy the youngest self-made billionaire in America. He toppled the previous title holder, Kylie Jenner, in 2020.

In an interview with the School of Hard Knocks, a popular TikTok channel cofounded by two brothers and graduates from University of Texas’s McCombs School of Business, Healy was asked for his best negotiating advice “that could change someone’s life.”

“Never get into a position where you’re desperate,” Healy said. “That’s where things usually go wrong. You need to be willing to walk away when it doesn’t make sense.”

Healy said he once had an investor change the terms of the deal on him the night they were going to close. “So that evening, I flew to Florida, met with a different investor, and the following day signed the entire deal with a totally new investor. You gotta always keep a plan B.”

Healy said one of the best lessons he learned—and a key to making it in business—is to understand that all investors have intrinsic FOMO, or fear of missing out, and to leverage that psychology in dealmaking.

“If they’re looking at your company, you need to make them realize that they don’t want this to be the company they missed out on,” he said. “You gotta create fear that they might miss out on this deal. But you also have to create greed—that if they want to be in this, they want to really be in this and invest heavily in you.”

While Hyliion has been challenged in recent years—it pivoted from developing hybrid electric-truck powertrains in 2023 to focus entirely on its stationary, zero-emission generator technology for power plants and specialized customers, called the KARNO Power Module—Healy says he still follows a guiding principle he learned from one of his early investors, who is also a billionaire.

“He said, ‘Winning is your only option.’ You can’t think about, what ways could I potentially lose at this? How could we fail? It has to work, or it has to work,” Healy said.

Hyliion didn’t immediately respond to Fortune’s request for comment.

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
By Dave SmithFormer Editor, U.S. News

Dave Smith is a writer and editor who also has been published in Business Insider, Newsweek, ABC News, and USA Today.

See full bioRight Arrow Button Icon

Latest in Success

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 Success

Mackenzie Scott, wearing a red dress, smiles.
Successphilanthropy
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
7 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
8 hours ago
ground beef
HealthTikTok
Gen Z men are eating ‘boy kibble,’ the human equivalent to dog food, to load up on protein cheaply
By Jake AngeloMarch 1, 2026
11 hours ago
Young dejected worker on phone
SuccessGen Z
USAA CEO says Gen Z ‘are not going to be as well off’ as boomers and Gen Xers—they need to take ownership of their success, he urges
By Emma BurleighMarch 1, 2026
13 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
14 hours ago
Gamers celebrating
SuccessCareers
Meet the Gen Z college students who turned Excel into a competitive esport—they’re competing in spreadsheet challenges and it’s helping them land jobs
By Preston ForeFebruary 28, 2026
2 days 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
14 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
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
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
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
Middle East
Iran is now on 'death ground' amid existential threat from U.S. attacks and could 'go big' in retaliation, former NATO commander warns
By Jason MaFebruary 28, 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.