Entrepreneurship

Page 5 of 40

Sara Blakely smiles on stage
Success

Billionaire 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
September 20, 2025
Will Shu
Success

Deliveroo 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
September 18, 2025
Sara Blakely
Success

Spanx 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
September 16, 2025
YouTube founders Chad Hurley and Steve Chen
Success

The founders who cashed out on YouTube, Reddit, and Instagram—and missed out on becoming today’s billionaires

By
September 13, 2025
Sebastian Siemiatkowski
Success

Klarna’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
September 12, 2025
YC co-founder who backed Airbnb, Dropbox, and Reddit says high school isn’t the time to launch a startup
Success

YC co-founder who backed Airbnb, Dropbox, and Reddit says high school isn’t the time to launch a startup

By
September 8, 2025
Mick Hunt
Success

This podcaster went from a top insurance salesman to #1 on Apple Podcasts making $7 million a year. He tells Gen Z they just need a phone to copy him

By
September 6, 2025
Jensen Huang signs with a marker.
Success

Nvidia CEO Jensen Huang sent research reports on Sundays to SoundHound’s CEO for feedback—an unusual ritual that helped grow the $5 billion AI firm

By Preston Fore and Orianna Rosa Royle
September 5, 2025
Big Dave's Cheesesteaks CEO and founder Derrick Hayes
Success

Multimillion-dollar restaurant CEO splurged on Range Rovers and McLarens—but now he’s ‘mindful’ about spending because the economy is unpredictable

By
September 5, 2025
Big Dave's Cheesesteaks founder and CEO Derrick Hayes
Success

Big 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
August 30, 2025
Photo of Alexis Ohanian
Success

Millionaire Alexis Ohanian walked out of the LSAT 20 minutes in, went to a Waffle House, and decided he was ‘gonna invent a career.’ He founded Reddit

By
August 27, 2025
Photo of Dani Reiss
Success

Canada Goose’s ‘nepo baby’ boss avoided printing CEO on business cards for 10 years after taking over his grandfather’s business at 27

By
August 18, 2025
Fredrik Eklund
Success

‘Million Dollar Listing’ star used to sling paninis, but now leads a team closing $15 billion in deals—because someone was ‘stupid enough’ to hire him

By
August 17, 2025
Keyvan_Mohajer headshot
Success

SoundHound’s millionaire boss founded 3 software startups before even graduating—he tells Gen Z who want to be their own boss ‘don’t just throw darts randomly’

By
August 16, 2025
Photo of Kevin O'Leary
Success

‘Shark Tank’ star Kevin O’Leary says being liked has nothing to do with success—Steve Jobs taught him: ‘You can’t worry about whose feelings you bruise’

By
August 10, 2025

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