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Page 8 of 97
Insomnia Cookies founder and CEO Seth Berkowitz
SuccessInsomnia Cookies’ CEO runs a sweets empire worth $350 million—but as a college junior he delivered cookies across campus at 2 a.m.
By Emma BurleighSeptember 21, 2025
David Adelman
CommentaryI turned my $2,000 bar mitzvah money into a $2 billion student housing company. Here’s what I learned
By David J. AdelmanSeptember 20, 2025
Sara Blakely smiles on stage
SuccessBillionaire Sara Blakely says she launched Spanx with just $5,000 from selling fax machines—and never took on a single investor: ‘I bet on myself’
By Dave SmithSeptember 20, 2025
Brineworks wind plant.
EnergyExclusive: Climate-tech startup Brineworks raises $5.87 million
By Nino PaoliSeptember 19, 2025
Will Shu
SuccessDeliveroo CEO Will Shu turned 100-hour weeks on Wall Street into a $4 billion food empire. Now he’s cashing out with $250 million
By Preston ForeSeptember 18, 2025
Sara Blakely
SuccessSpanx billionaire founder kept the brand a secret—even from family—for a year. If she hadn’t, she says she’d probably still be selling fax machines
By Preston ForeSeptember 16, 2025
YouTube founders Chad Hurley and Steve Chen
SuccessThe founders who cashed out on YouTube, Reddit, and Instagram—and missed out on becoming today’s billionaires
By Preston ForeSeptember 13, 2025
Sebastian Siemiatkowski
SuccessKlarna’s cofounder worked at Burger King and lived on welfare before starting the buy-now, pay-later firm. It’s now worth $16 billion after IPO
By Preston ForeSeptember 12, 2025
Burned out
CommentaryWe studied America’s entrepreneurs and found too many of them were burned out, anxious and depressed. We need a well-being revolution
By Samantha Dewalt, Willy Das and Daniela Gimenez-JimenezSeptember 12, 2025
SuccessYC co-founder who backed Airbnb, Dropbox, and Reddit says high school isn’t the time to launch a startup
By Jessica CoacciSeptember 8, 2025
SuccessMeet the millennial couple who risked their savings and got a $1 million loan to buy the world’s oldest operating drive-in theater
By Gene Puskar, Mingson Lau, Holly Ramer and The Associated PressSeptember 6, 2025
Big Dave's Cheesesteaks CEO and founder Derrick Hayes
SuccessMultimillion-dollar restaurant CEO splurged on Range Rovers and McLarens—but now he’s ‘mindful’ about spending because the economy is unpredictable
By Emma BurleighSeptember 5, 2025
Andrew Filev
CommentaryMy $2.25 billion exit taught me that Silicon Valley’s obsession with 100-hour weeks is actually sabotage. It’s a marathon, not a sprint
By Andrew FilevAugust 30, 2025
Big Dave's Cheesesteaks founder and CEO Derrick Hayes
SuccessBig Dave’s Cheesesteaks CEO grew up in ‘survival mode’ selling newspapers and bean pies—now his chain sells a $12 cheesesteak every 58 seconds
By Emma BurleighAugust 30, 2025
Tommy Fleetwood of England celebrates with the Fedex Cup trophy after winning the final round of the TOUR Championship 2025 at East Lake Golf Club on August 24, 2025 in Atlanta, Georgia.
SuccessTommy Fleetwood finally snapped his historic winless streak—163 consecutive PGA Tour losses—and got $10 million richer in the process
By Nino PaoliAugust 27, 2025
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Innovation
An MIT roboticist who cofounded bankrupt robot vacuum maker iRobot says Elon Musk’s vision of humanoid robot assistants is ‘pure fantasy thinking’An image of a popular article
By Marco Quiroz-GutierrezFebruary 25, 2026
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'The Pitt': a masterclass display of DEI in action An image of a popular article
By Robert RabenFebruary 26, 2026
Success
Japanese companies are paying older workers to sit by a window and do nothing—while Western CEOs demand super-AI productivity just to keep your jobAn image of a popular article
By Orianna Rosa RoyleFebruary 27, 2026
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