Entrepreneurship

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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
Author Jenny Han
Success

Research Team

By
October 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
October 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
October 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
October 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
October 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
September 29, 2025
Apryl Shackelford in her classroom with students
Success

This teacher quit crowded classrooms to run her own microschool—now she’s earning over $100K and finally doesn’t have to work a summer job

By
September 28, 2025
Photo of Reid Hoffman
Success

LinkedIn’s cofounder Reid Hoffman says seeking work-life balance is a red flag that you’re ‘not committed to winning’

By
September 26, 2025
Jimmy Donaldson taking a selfie
Success

MrBeast’s $5 billion empire runs on generosity—but at a cost

By
September 26, 2025
Barbara Corcoran on top of the Empire State Building
Success

Shark Tank’s Barbara Corcoran says one trait tells her instantly whether an entrepreneur will flop or succeed—if you do this, you’ll ‘lose my money’

By
September 25, 2025
Derrick Hayes
Success

‘Tyler Perry said something to me I’ll never forget’: Big Dave’s Cheesesteaks CEO learned a big lesson on when ‘to leave them in the sand’

By
September 25, 2025
Self-made millionaire behind $4 billion Skims says it all began with a cold call to Kris Jenner: ‘I have no delusions of who gets to run a business’
Success

Self-made millionaire behind $4 billion Skims says it all began with a cold call to Kris Jenner: ‘I have no delusions of who gets to run a business’

By
September 23, 2025
Mike Bloomberg
Success

Billionaire Mike Bloomberg was fired after dedicating 15 years of his career to Salomon Brothers—the next morning, he founded his media empire

By
September 23, 2025

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