Entrepreneurship

Page 6 of 40

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
Gen Z dropouts could be your future boss: 20-somethings without degrees are leading the side gigs economy
Success

Gen Z dropouts could be your future boss: 20-somethings without degrees are leading the side gigs economy

By
August 6, 2025
Kevin O'Leary
Success

‘Shark Tank’ icon Kevin O’Leary reveals the 3 things he looks for when investing his millions into a founder

By
July 27, 2025
Chad Hurley and Steven Chen wearing suits
Success

YouTube’s founders split over $650 million when they sold to Google in 2006—had they held out, they could have taken a slice of $550 billion

By
July 25, 2025
Gen Z corporate worker annoyed at office
Success

It’s not just Gen Z: these founders hated their 9-to-5 so much they launched their own companies

By
July 25, 2025
Kevin O'Leary
Success

Shark Tank’s Kevin O’Leary warns Gen Z this job is a slow ‘drift into hell’ that’ll make you unemployable for life

By
July 18, 2025
Lior Lewensztain holding a box of That's It fruit bars
Success

Like Mark Cuban and Barack Obama, this founder says work–life balance doesn’t exist for the successful: ‘Even if I am on vacation, you’re on 24 hours a day’

By
July 18, 2025
Aravind Srinivas wearing glasses
Success

CEO of $14 billion AI firm Perplexity says the secret to success is ‘sleeping with that fear’ that your competitor will steal your idea

By
July 16, 2025

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