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

Trendingnow

1

Despite having a $165 million net worth, Scarlett Johansson says work-life balance doesn’t exist—and the first step to success is admitting that

2

The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises

3

Current price of oil as of May 15, 2026

1

Despite having a $165 million net worth, Scarlett Johansson says work-life balance doesn’t exist—and the first step to success is admitting that

2

The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises

3

Current price of oil as of May 15, 2026
SuccessEntrepreneurship

Insomnia Cookies CEO made millions selling his company to Krispy Kreme, but has a warning for entrepreneurs: ‘It can be lonely; it’s a solitary life’

Emma Burleigh
By
Emma Burleigh
Emma Burleigh
Reporter, Success
Down Arrow Button Icon
Emma Burleigh
By
Emma Burleigh
Emma Burleigh
Reporter, Success
Down Arrow Button Icon
October 3, 2025, 11:37 AM ET
Photo of Seth Berkowitz
Seth Berkowitz wants aspiring young people in business to know the life of an entrepreneur is “not for everyone”—especially when burnout and the pressure of raising capital set in.Courtesy of Insomnia Cookies

Business success comes with many perks—whether it’s raking in millions, gaining critical industry access, or simply feeling proud for scaling up a beloved product. But reaching new heights also comes with some setbacks, according to Insomnia Cookies founder and CEO Seth Berkowitz. Despite making millions and creating a late-night dessert staple for legions of college students, he’s faced some hard truths along his entrepreneurial journey.

Recommended Video

“It can be lonely; it’s a solitary life. It really is. [During] the harder times, it’s very solitary—finding camaraderie, mentorship, some sense of community, it’s really important,” Berkowitz tells Fortune. “Because I go so deep, it’s sometimes hard to find others and let them in.”

Berkowitz has been scaling Insomnia Cookies since 2003, when he was a junior studying economics at the University of Pennsylvania. Fast-forward more than two decades later, and his company is now a fixture across U.S. colleges with many of its 350 international stores (and counting) housed on or near university campuses. Delivering warm cookies into the early hours of the morning, with some locations open as late as 3 a.m., it’s a go-to for students coming back from rowdy parties or binge-watching TV in their dorms. And his idea has proved to be immensely successful: In 2018, Krispy Kreme purchased a majority stake in Insomnia Cookies, paying around $139.5 million for 74.5% of the company. Krispy Kreme has since sold off its stake, a transaction that valued the business at $350 million in total enterprise value—about double the worth at the acquisition.

Having launched the company as a young college student, the now 44-year-old CEO had no previous business expertise to predict the ups and downs of entrepreneurship he would be confronted with. And despite achieving great success, it can be lonely at the top. That’s why Berkowitz has increasingly embraced mentorship throughout his career, leaning on the wisdom of Krispy Kreme’s current CEO Josh Charlesworth and ex-chief executive Michael Tattersfield to “unlock some of the power” he didn’t know he had.

“In the last decade or so, I’ve been much more intentional about that: meeting others, getting to know people who’ve done what I want, what I intend to do, or something similar to what I do,” Berkowitz says. “I found that to be really powerful.”

The entrepreneurship life is ‘not for everyone’: Berkowitz cautions against pressure and burnout

Entrepreneurship can be a life-changing gateway to quit nine-to-five jobs forever while securing multimillion-dollar fortunes. And while Berkowitz loves being a CEO and all the responsibilities that come with it, he does caution young hopefuls about the weight of the career. 

“I’m an entrepreneur; I’m a growth person. I do love what I do,” Berkowitz says. However, he admits the entrepreneurship life “is really not for everyone.”

“There’s a lot of pressure. I always felt the responsibility of raising capital from others. If you cut me a check, I really not only appreciate it and have tremendous gratitude, but I feel the responsibility to return your money to you, which I’ve been very fortunate to have done with all my investors. There’s a real burden with that.”

Then comes the possibility of burnout and fatigue. While Insomnia Cookies may be worth $350 million today, his company took a turn when the Great Recession hit. Insomnia hadn’t reached profitability yet, and on top of its customers being financially strained, it was difficult to raise capital. Berkowitz says the business’s angel investors couldn’t put their money into “hobby investments” like they once did. It was a dark time for the dessert empire that forced Berkowitz to constantly travel around the country to keep the brand’s then-14 locations alive, with not a lot of profit rolling in. 

“There’s certainly the possibility of, it can be not going so well. You don’t want to believe it. You don’t want to own it. There were moments like, ‘Man, I was a little delusional.’ A lot of travel with not a lot of profit,” Berkowitz explains. “There’s real risk of burnout. If you don’t think that’s for you, you should be cautious.”

That stretch of years was hard for Berkowitz and Insomnia, but the company ended up a success. The founder says by playing “the long game” and weathering out those tough years with constant passion and innovation, the business was able to grow into the sweet-treat behemoth it is today. 

At the Fortune Workplace Innovation Summit, Fortune 500 leaders will convene to explore the defining questions shaping the workforce of the future—delivering bold ideas, powerful connections, and actionable insights for building resilient organizations for the decade ahead. Join Fortune May 19–20 in Atlanta. Register now.
About the Author
Emma Burleigh
By Emma BurleighReporter, Success

Emma Burleigh is a reporter at Fortune, covering success, careers, entrepreneurship, and personal finance. Before joining the Success desk, she co-authored Fortune’s CHRO Daily newsletter, extensively covering the workplace and the future of jobs. Emma has also written for publications including the Observer and The China Project, publishing long-form stories on culture, entertainment, and geopolitics. She has a joint-master’s degree from New York University in Global Journalism and East Asian Studies.

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
  • 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 Success

tom
SuccessEntrepreneurs
Top Chef’s Tom Colicchio got a 15x return on a tech company most Americans have never heard of. He thinks his own industry is broken
By Nick LichtenbergMay 16, 2026
3 hours ago
Kurt Alexander, president of Omni Hotels & Resorts
SuccessCareers
Gen Z wants AI-proof jobs. The president of a 50-property hotel chain says hospitality is hiding in plain sight
By Preston ForeMay 16, 2026
4 hours ago
cyborg
Future of WorkProductivity
AI’s cyborg problem: you have to embrace it to really succeed but 90% of people can’t or don’t want to
By Nick LichtenbergMay 16, 2026
5 hours ago
connor vukelich
Future of WorkGen Z
Meet the 20-year-old CEO who launched a company in high school to solve Gen Z’s entry-level job crisis
By Jake AngeloMay 16, 2026
6 hours ago
alex
Future of WorkGen Z
Leaders, stop with the Gen Z generalizations 
By Alex CooperMay 16, 2026
8 hours ago
Harrison Ford wearing a bow tie
SuccessWealth
Before ‘Star Wars’ made him a multimillionaire, Harrison Ford struggled to make ends meet—so he spent 15 years working a trades side-gig
By Preston ForeMay 15, 2026
23 hours ago

Most Popular

Despite having a $165 million net worth, Scarlett Johansson says work-life balance doesn’t exist—and the first step to success is admitting that
Success
Despite having a $165 million net worth, Scarlett Johansson says work-life balance doesn’t exist—and the first step to success is admitting that
By Preston ForeMay 13, 2026
3 days ago
The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises
Politics
The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises
By Jake AngeloMay 12, 2026
4 days ago
Current price of oil as of May 15, 2026
Personal Finance
Current price of oil as of May 15, 2026
By Joseph HostetlerMay 15, 2026
1 day ago
Nearly 50,000 Lake Tahoe residents have to find a new power source after their energy source looks to redirect lines to data centers
Travel & Leisure
Nearly 50,000 Lake Tahoe residents have to find a new power source after their energy source looks to redirect lines to data centers
By Catherina GioinoMay 12, 2026
4 days ago
The airplane fuel shortage is a myth propagated by airlines who want to cancel unprofitable flights, says private jet CEO
Energy
The airplane fuel shortage is a myth propagated by airlines who want to cancel unprofitable flights, says private jet CEO
By Jim EdwardsMay 14, 2026
2 days ago
Debbie Gibson, Geezer Butler of Black Sabbath want you to adopt a beagle rescued from an experimental lab in Wisconsin
North America
Debbie Gibson, Geezer Butler of Black Sabbath want you to adopt a beagle rescued from an experimental lab in Wisconsin
By Scott Bauer and The Associated PressMay 13, 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.