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Entrepreneurship

Page 11 of 47
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
By Preston ForeOctober 28, 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
By Emma BurleighOctober 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’
By Emma BurleighOctober 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
By Emma BurleighOctober 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
By Emma BurleighOctober 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
By Emma BurleighOctober 19, 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
By Alexandra KirkmanOctober 15, 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
By Orianna Rosa RoyleOctober 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 RoyleOctober 10, 2025
Author Jenny Han
Success
How ‘The Summer I Turned Pretty’ writer went from library and Olive Garden shifts to building an empire with Netflix and Amazon deals
By Emma BurleighOctober 6, 2025
Jesse Itzler
Success
This multimillionaire once cleaned meat trucks for $7 an hour, but a coffee shop encounter proved ‘You’re just one move away from changing your life’
By Preston ForeOctober 6, 2025
Chess.com cofounder and chief chess officer Danny Rensch
Success
How the cofounder of Chess.com went from being a child prodigy in a religious cult to building a 225 million player empire
By Emma BurleighOctober 5, 2025
Photo of Seth Berkowitz
Success
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’
By Emma BurleighOctober 3, 2025
Kenn Ricci and people drinking champagne on jet
Success
Flexjet’s chairman was living with his parents—then he borrowed $500 from his dad to help buy a company, and became a billionaire
By Emma BurleighOctober 1, 2025
Mark Cuban
Success
Mark Cuban says his best investment of all time was still living like a student after college—including sleeping on the floor and driving a $200 broken car 
By Jessica CoacciSeptember 29, 2025
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Success
With no heirs to leave it to, this billionaire is pouring his fortune into a Texas ghost town of about 25 peopleplaceholder alt text
By Sydney LakeSeptember 27, 2026
Success
Uber CEO says ‘really demanding’ work culture includes expecting employees to answer emails over the weekend: ‘Don’t come here if you want to coast’placeholder alt text
By Emma BurleighSeptember 27, 2026
Cybersecurity
OpenAI says its AI agents escaped a secure 'sandbox' again last weekend and it is pausing training for a second timeplaceholder alt text
By Jeremy KahnSeptember 26, 2026
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