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Reading: The CEOs of Apple, Airbnb, and PepsiCo agree on one factor: life as a enterprise chief is extremely lonely | Fortune
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Asolica > Blog > Business > The CEOs of Apple, Airbnb, and PepsiCo agree on one factor: life as a enterprise chief is extremely lonely | Fortune
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The CEOs of Apple, Airbnb, and PepsiCo agree on one factor: life as a enterprise chief is extremely lonely | Fortune

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Last updated: October 29, 2025 11:52 pm
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3 weeks ago
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The CEOs of Apple, Airbnb, and PepsiCo agree on one factor: life as a enterprise chief is extremely lonely | Fortune
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Being CEO has its many perks: Enterprise leaders get to command the world’s strongest corporations, form their legacies as pioneers of business, and luxuriate in hefty billion-dollar paychecks. However within the steep climb up the company ladder, many gained’t discover all of the friends left behind till they’re trying down from the very high. It may be a lonely, solitary job.

Contents
  • Brian Chesky, cofounder and CEO of Airbnb
  • Indra Nooyi, former CEO of PepsiCo
  • Carol Tomé, CEO of UPS
  • Tim Cook dinner, CEO of Apple
  • Seth Berkowitz, founder and CEO of Insomnia Cookies

Leaders at among the world’s largest corporations—from Airbnb and UPS to PepsiCo and Apple—are lastly opening up concerning the psychological toll that comes with the job. Because it seems, many business trailblazers are grappling with intense loneliness; a minimum of 40% of executives are considering of leaving their job, primarily as a result of they’re missing vitality and really feel alone in dealing with day by day challenges, in keeping with a Harvard Medical Faculty professor. And the quantity might even be increased: About 70% of C-suite leaders “are seriously considering quitting for a job that better supports their well-being,” in keeping with a 2022 Deloitte examine. 

To keep at bay emotions of isolation, founders and high executives are stepping exterior of the workplace to give attention to enhancing their well-being. Toms founder Blake Mycoskie struggled with despair and loneliness after scaling his once-small shoe enterprise right into a billion-dollar behemoth. Feeling disconnected from his life’s goal and that his “reason for being now felt like a job,” he went on a three-day males’s retreat to work on his psychological well being. And Seth Berkowitz, the founder and CEO of $350 million dessert big Insomnia Cookies, cautions bright-eyed entrepreneurs the gig “is not really for everyone.” 

“It can be lonely; it’s a solitary life. It really is,” Berkowitz lately informed Fortune.

Brian Chesky, cofounder and CEO of Airbnb

Eugene Gologursky / Stringer / Getty Photographs

Airbnb’s cofounder and CEO Brian Chesky is one essentially the most outspoken leaders within the enterprise world waving the crimson flag on loneliness. Chesky described having a lonely childhood, pulled between his love for artistic design and sports activities, by no means actually becoming in. However his psychological well being took a flip for the more severe as soon as assuming the throne as Airbnb’s CEO. His different two cofounders—who he known as his “family,” spending all their waking hours working, exercising, and hanging out collectively—had been out of the blue out of view from the height of the C-suite. 

“As I became a CEO I started leading from the front, at the top of the mountain, but then the higher you get to the peak, the fewer the people there are with you,” Chesky informed Jay Shetty throughout an episode of the On Objective podcast final yr. “No one ever told me how lonely you would get, and I wasn’t prepared for that.”

Chesky recommends budding leaders truly share their energy, so nobody shoulders the psychological burden of entrepreneurship alone. 

“I think that ultimately, today, we’re probably living in one of the loneliest times in human history,” Chesky stated. “If people were as lonely in yesteryear as they are today, they’d probably perish, because you just couldn’t survive without your tribe.”

Indra Nooyi, former CEO of PepsiCo

Jemal Countess / Stringer / Getty Photographs

Leaders at Fortune 500 big PepsiCo face fixed stress from customers, traders, board members, and their very own workers. However it’s additionally robust to vent to friends who could not relate to—and even perceive—the trials and tribulations of working a $209 billion firm. Indra Nooyi, the enterprise’ former CEO, stated she typically felt remoted with nobody to speak in confidence to.

“You can’t really talk to your spouse all the time. You can’t talk to your friends because it’s confidential stuff about the company. You can’t talk to your board because they are your bosses. You can’t talk to people who work for you because they work for you,” Nooyi informed Kellogg Perception, the analysis journal for Northwestern’s Kellogg Faculty of Administration, earlier this yr. “And so it puts you in a fairly lonely position.”

As an alternative of divulging to a trusted buddy or anonymously airing out her frustrations on Reddit, Nooyi appeared inward. She was the one particular person she might belief, even when that meant embracing the isolation. 

“I would talk to myself. I would go look at myself in a mirror. I would talk to myself. I would rage at myself. I would shed a few tears, then put on some lipstick and come out,” Nooyi stated. “That was my go-to because all people need an outlet. And you have to be very careful who your outlet is because you never want them to use it against you at any point.”

Carol Tomé, CEO of UPS

Kevin Dietsch / Employees / Getty Photographs

Earlier than Carol Tomé stepped into the position of the CEO of UPS, she was warned the highest job goes hand-in-hand with loneliness. The phrase of warning didn’t section her—a minimum of, not at first. However issues modified when she truly took the helm of the $75 billion delivery firm. 

“I would say, ‘How lonely can it really be? It can’t be that lonely?’ What I’ve since learned is that it is extraordinarily lonely,” Tomé informed Fortune final yr. 

“When you are a member of an executive team, you hang together…Now, my executive team will wait for me to leave a meeting so that they can debrief together. It’s the reality and you have to get used to it. But it is super lonely.”

Tim Cook dinner, CEO of Apple

NurPhoto / Contributor / Getty Photographs

Apple CEO Tim Cook dinner isn’t proof against the loneliness that usually comes with the nook workplace. Greater than 14 years into his tenure, he’s acknowledged his missteps, which he known as “blind spots,” which have the potential to have an effect on 1000’s of staff throughout the corporate if left unchecked. Cook dinner stated it’s essential for leaders to get out of their very own heads and encompass themselves with brilliant individuals who convey out one of the best in them. 

“It’s sort of a lonely job,” Cook dinner informed The Washington Submit in 2016. “The adage that it’s lonely—the CEO job is lonely—is accurate in a lot of ways. I’m not looking for any sympathy.”

Seth Berkowitz, founder and CEO of Insomnia Cookies

Courtesy of Insomnia Cookies

Entrepreneurship could be a deeply fulfilling and rewarding journey: a chance to commerce a nine-to-five job for a multimillion-dollar fortune, if all the suitable situations are met. And whereas Insomnia Cookies’ Seth Berkowitz loves being a CEO and all of the duties that include it, he cautioned younger hopefuls concerning the weight of the profession. He, like Cook dinner, advises aspiring founders to counter loneliness with real, significant connections.

“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 lately informed Fortune. “Because I go so deep, it’s sometimes hard to find others and let them in.”

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