Entrepreneurship

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Left: Apple CEO Tim Cook. Right: Ex-PepsiCo CEO Indra Nooyi.
Success

The CEOs of Apple, Airbnb, and PepsiCo agree on one thing: life as a business leader is incredibly lonely

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October 29, 2025
From Bluestone to backhands: The serial founder betting suburban luxury can make padel America’s next big club sport
Success

From Bluestone to backhands: The serial founder betting suburban luxury can make padel America’s next big club sport

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October 29, 2025
Alexis Ohanian speaks holding a microphone
Success

Reddit cofounder once walked away with $10 million—He returned and helped lead the company to a $40 billion market cap today

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October 28, 2025
Blackstone CEO Stephen Schwarzman
Success

Blackstone CEO admits his first big investment loss nearly brought him to tears—but the lesson put him on a path to now being worth $52 billion

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October 27, 2025
Late July and Nixie founder Nicole Bernard Dawes
Success

Founder of $100 million company says she quit her day job to rebuild her father’s Cape Cod chip empire—and there ‘wasn’t time’ to worry about nepotism

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October 26, 2025
“The 5 Types of Wealth” author Sahil Bloom
Success

Stanford athlete turned wealth guru had everything he wanted by 30, but realized money doesn’t buy happiness: ‘I had the high-paying job, the title, the house, the car’

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October 24, 2025
Airbnb cofounder and CEO Brian Chesky
Success

Airbnb CEO Brian Chesky challenges founders with a critical question if they aspire to emulate his success

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October 22, 2025
Businesswoman working late at night at office.
Success

It’s not 40 hours—Gen Zers don’t know how long they need to work in a week and even experts can’t decide

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October 20, 2025
Chess.com cofounder Danny Rensch
Success

Like Jeff Bezos and Howard Schultz, Chess.com’s cofounder says people doubted his vision—with a 225 million-user empire, he’s now having the last laugh

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October 19, 2025
Left: Jeff Bezos. Right: Reid Hoffman.
Success

Billionaire bosses like Jeff Bezos and Reid Hoffman denounce work-life balance—and some think working nonstop is key to success

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October 15, 2025
This entrepreneur saw losing her desk job as ‘my ticket to freedom.’ Now her products are sold in 9,000 stores
Success

This entrepreneur saw losing her desk job as ‘my ticket to freedom.’ Now her products are sold in 9,000 stores

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October 15, 2025
Andrew Feldman, Co-Founder and CEO, Cerebras Systems
Success

CEO of $8 billion AI company says it’s ‘mind-boggling’ that people think you can work 38 hours a week, have work-life balance, and be successful

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October 13, 2025
This millennial went from being a builder on $5 an hour to launching (and selling) Wingstop UK for $532 million—with zero restaurant experience
Success

This millennial went from being a builder on $5 an hour to launching (and selling) Wingstop UK for $532 million—with zero restaurant experience

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October 12, 2025
Scope3 CEO Brian O'Kelley
Success

Gen Z are getting fired straight out of college—but this billion dollar founder was fired 3 times in his 20s and says it was the best training

By Emma Burleigh and Orianna Rosa Royle
October 10, 2025
Multimillionaire serial entrepreneur cried the first time she made ‘real money’—but not in a good way: ‘Wealth doesn’t erase your problems. It magnifies them’
Success

Multimillionaire serial entrepreneur cried the first time she made ‘real money’—but not in a good way: ‘Wealth doesn’t erase your problems. It magnifies them’

By
October 8, 2025

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