Entrepreneurs

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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

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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

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August 17, 2025
A Gen Xer sold his company for $1.6 billion. He kept less than $100 million and gave the rest away because he doesn’t ‘believe in billionaires’
Success

A Gen Xer sold his company for $1.6 billion. He kept less than $100 million and gave the rest away because he doesn’t ‘believe in billionaires’

By
August 15, 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’

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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

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August 6, 2025
Eventbrite CEO Julia Hartz
Success

Eventbrite’s CEO walked away from Hollywood to build a $225 million ticketing company with her own money: ‘If it’s a disaster, we’ll just be broke’

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July 30, 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

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July 27, 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

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July 25, 2025
Billionaire entrepreneur Mark Cuban
Success

Billionaire Mark Cuban reads around 700 emails every day in his quest for near inbox zero—and prefers that to ‘boring’ meetings

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July 23, 2025
Mark Cuban speaks onstage during Global Citizen NOW at Hudson’s Detroit on July 10, in Detroit, Michigan.
AI

Exclusive: Mark Cuban says AI will be a baseline skill like email or Excel in 5 years and entrepreneurs should embrace it or get left behind

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July 22, 2025
Lynsi Snyder, president of In-N-Out pictured in 2013
Success

In-N-Out’s billionaire heiress is quitting California because it’s too difficult to raise kids and do business

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July 21, 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

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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’

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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

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July 16, 2025
Barbara Corcoran
Success

Real estate mogul Barbara Corcoran shares the ‘crazy’ work perks she’s offered her team including a free Bentley, elephant rides, and ‘the wildest parties in town’

By
July 15, 2025

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