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Reading: Airbnb CEO Brian Chesky has one query he likes to ask each entrepreneur: ‘Why does your company deserve to exist?’ | Fortune
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Asolica > Blog > Business > Airbnb CEO Brian Chesky has one query he likes to ask each entrepreneur: ‘Why does your company deserve to exist?’ | Fortune
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Airbnb CEO Brian Chesky has one query he likes to ask each entrepreneur: ‘Why does your company deserve to exist?’ | Fortune

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Last updated: October 22, 2025 3:51 pm
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4 weeks ago
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Airbnb CEO Brian Chesky has one query he likes to ask each entrepreneur: ‘Why does your company deserve to exist?’ | Fortune
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Entrepreneurship is a rollercoaster of exhilarating wins and devastating losses—and never each particular person is reduce out for the profession. There are loads who hope to match the success of billionaire founders like Brian Chesky, who scaled Airbnb right into a $79 billion rental behemoth. However there’s one query the CEO says aspiring founders must ask themselves earlier than making an attempt to emulate his success.

“I like to ask entrepreneurs a question: ‘Why does your company deserve to exist?’” Chesky revealed on stage on the Masters of Scale Summit. 

“The best kind of generic answer I’ve ever heard is, ‘Because if I don’t do it, no one else will.’ And I like to ask that question of myself, ‘What could we uniquely do that if we don’t do it, anyone else will?’”

Chesky has been open in regards to the trials and tribulations of scaling his startup into the large it’s right this moment—together with that it may be an especially isolating expertise. It’s why, he mentioned, it’s necessary that budding enterprise leaders be carefully linked to their work’s objective. In the event that they lose sight of why their firm deserves to exist—or are simply blindly following a enterprise wave—then it may get misplaced in a crowded business of passionate, revolutionary entrepreneurs. 

“I think that [entrepreneurs] should ask, ‘If you never existed, what would be different about the world? What is your unique imprint to do?’” Chesky continued, including that too many aspiring founders chase developments. “I think business leaders should focus on a unique contribution they can make.”

Leaders at Amazon, Starbucks, and Perplexity have recommendation for aspiring entrepreneurs 

Chesky is one in all many unicorn founders passing down their phrases of knowledge—and warning—to the following cohort of Fortune 500 leaders. 

Jeff Bezos, founding father of $2 trillion e-commerce big Amazon, relayed a tough reality to Gen Z entrepreneurs: it isn’t at all times your best option to drop out of an Ivy League faculty and launch a enterprise, like Mark Zuckerberg and Invoice Gates. Not everyone seems to be assured that their sacrifices will result in a billion-dollar innovation. As a substitute, Bezos pointed to his personal profession journey as a great mannequin for fulfillment: go to school, get a standard job, then chase the entrepreneurial daydreams later after having soaked in loads of data from the enterprise world.

“I started Amazon when I was 30, not when I was 20, and I think that that extra 10 years of experience actually improved the odds that Amazon would succeed,” Bezos mentioned.

Howard Schultz, the longtime former CEO of $96 billion espresso big Starbucks, echoed Bezos’ recommendation that bushy-tailed entrepreneurs shouldn’t soar the gun on beginning a enterprise. They need to spend a part of their careers clocking in, and dealing beneath a boss—it’ll give them a peek beneath the hood of what’s to come back.

“At 22, you would benefit from working for a company that can teach you and demonstrate to you how an organization works—as long as that company has values that are compatible with your own,” Schultz advised Fortune final 12 months. “There’s great benefit to being in an organization and seeing firsthand how a company actually operates, and what happens on the inside, before you do this yourself.”

The cofounder and CEO of $18 billion AI firm Perplexity, Aravind Srinivas, advises entrepreneurs to pair a deep sense of objective with pace as a result of in the event that they transfer slowly, a competitor may beat them to the punch—irrespective of how passionate they’re.

“You should assume that if you have a big hit, if your company is something that can make revenue on the scale of hundreds of millions of dollars or potentially billions of dollars, you should always assume that a model company will copy it,” Srinivas mentioned at Y Combinator’s AI Startup College earlier this 12 months. 

“You’ve got to live with that fear and you have to embrace it. Realize that your mode comes from moving fast and building your own identity around what you’re doing because users at the end care.”

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