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Page 5 of 85
Tom Hale, CEO of Oura
Success
Gen X boss of $11 billion smart ring company Oura says being a CEO is ‘much harder’ than he thought: ‘It’s pressure, it’s stress, it’s responsibility’
By Emma BurleighMarch 27, 2026
Alexander Gabrovsky
Success
To unwind from his 12-hour shifts, this doctor splits his year between Kentucky and Venice—he pulls into his $438K apartment by boat
By Emma BurleighMarch 22, 2026
Stressed rich man at desk
Success
The K-shaped economy has left many six-figure earners ‘on thin ice’ as housing costs, lifestyle creep, and the job market put them at risk
By Emma BurleighMarch 22, 2026
Workers are using medical leave as a sneaky extended vacation to job hunt: ‘Take the FMLA, take the disability, take you a break’
Success
Workers are using medical leave as a sneaky extended vacation to job hunt: ‘Take the FMLA, take the disability, take you a break’
By Orianna Rosa RoyleMarch 15, 2026
Bill Ackman, chief executive officer of Pershing Square Capital
Success
Billionaire Bill Ackman says he doesn’t like ‘wasting money’—he’ll even drive elsewhere for cheaper garages, despite once owning a parking company
By Emma BurleighMarch 14, 2026
As Gen Z swaps dating apps for run clubs, Strava’s CEO says the $2 billion unicorn plans to go public ‘at some point’
Startups & Venture
As Gen Z swaps dating apps for run clubs, Strava’s CEO says the $2 billion unicorn plans to go public ‘at some point’
By Marco Quiroz-GutierrezMarch 3, 2026
Gen Z’s enthusiasm for all things touchable is resurrecting the analog economy—and costing parents
Commentary
Gen Z’s enthusiasm for all things touchable is resurrecting the analog economy—and costing parents
By Luba KassovaFebruary 24, 2026
Left: Jeff Bezos. Right: Reid Hoffman.
Success
Billionaire bosses like Jeff Bezos and Reid Hoffman denounce work-life balance—and some think working nonstop is key to success
By Emma BurleighFebruary 20, 2026
Keke Palmer
Success
Keke Palmer became a millionaire at 12—but even with $1 million, she’d still only pay $1,500 in rent and drive a Lexus: ‘I live under my means’
By Emma BurleighFebruary 15, 2026
Demis Hassabis, chief executive officer of Google DeepMind
Success
The CEO of Google DeepMind juggles another job as the founder of a multibillion-dollar startup by starting a second workday at 10 p.m.
By Emma BurleighFebruary 12, 2026
Airbnb CEO Brian Chesky
Success
Airbnb’s Brian Chesky says CEOs don’t have to be ‘miserable’—that’s why he got rid of emails and banned meetings before 10 a.m.
By Emma BurleighFebruary 7, 2026
This millennial quit her corporate 9-to-5 to pet sit for $70 per day. She ended up richer because she lives rent-free and gets to travel the world
Success
This millennial quit her corporate 9-to-5 to pet sit for $70 per day. She ended up richer because she lives rent-free and gets to travel the world
By Orianna Rosa RoyleJanuary 28, 2026
The $1,000 night out: Authentic Live is all-in on Gen Z’s obsession with the experience economy, hosting events with celebrities in tentpole moments
Arts & Entertainment
The $1,000 night out: Authentic Live is all-in on Gen Z’s obsession with the experience economy, hosting events with celebrities in tentpole moments
By Sydney LakeJanuary 26, 2026
Virta Health CEO Sami Inkinen
Success
The CEO of a $2 billion healthcare firm only felt rich after he paid off $100K in student loans—but that joy ‘disappeared’ in less than 3 days
By Emma BurleighJanuary 25, 2026
Meet the 36-year-old founder of Gen Z stationery brand Papier, who avoids stocks and shares—or as he puts it, ‘a financial roller coaster I can’t control’
Success
Meet the 36-year-old founder of Gen Z stationery brand Papier, who avoids stocks and shares—or as he puts it, ‘a financial roller coaster I can’t control’
By Orianna Rosa RoyleJanuary 23, 2026
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Success
Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away fasterplaceholder alt text
By Preston ForeSeptember 20, 2026
Success
Meet a 71-year-old who retired as a radiologist and professor, and now runs a banana-skewer business: ‘I never want to retire. Why would you do that?’placeholder alt text
By Preston ForeSeptember 20, 2026
Success
Hilton received 12,000 Gen Z applications for just 72 internship spots—its CHRO says AI has made the hospitality gigs more competitiveplaceholder alt text
By Emma BurleighSeptember 20, 2026
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