Entrepreneurship
Page 6 of 40
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

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

SuccessMillionaire 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 Preston ForeAugust 27, 2025

SuccessCanada Goose’s ‘nepo baby’ boss avoided printing CEO on business cards for 10 years after taking over his grandfather’s business at 27
By Orianna Rosa RoyleAugust 18, 2025

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 Emma BurleighAugust 17, 2025

SuccessSoundHound’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 Preston ForeAugust 16, 2025

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 Emma BurleighAugust 10, 2025

SuccessGen Z dropouts could be your future boss: 20-somethings without degrees are leading the side gigs economy
By Orianna Rosa RoyleAugust 6, 2025

Success‘Shark Tank’ icon Kevin O’Leary reveals the 3 things he looks for when investing his millions into a founder
By Emma BurleighJuly 27, 2025

SuccessYouTube’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 Preston ForeJuly 25, 2025

SuccessIt’s not just Gen Z: these founders hated their 9-to-5 so much they launched their own companies
By Emma BurleighJuly 25, 2025

SuccessShark Tank’s Kevin O’Leary warns Gen Z this job is a slow ‘drift into hell’ that’ll make you unemployable for life
By Emma BurleighJuly 18, 2025

SuccessLike 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 Preston ForeJuly 18, 2025
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