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Why did a $154 billion CEO just endorse stripping most Americans of voting rights—and taking us back to the 19th century?

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A Nobel economist challenged Elon Musk to donate his entire $1T fortune by 2036. Musk's reply: 'I am actually going to do something along these lines'
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Exclusive: Ex-Glossier CEO Kyle Leahy joins Whoop to help take on Apple and Oura

Emma Hinchliffe
By
Emma Hinchliffe
Emma Hinchliffe
Most Powerful Women Editor
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Emma Hinchliffe
By
Emma Hinchliffe
Emma Hinchliffe
Most Powerful Women Editor
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July 28, 2026, 11:16 AM ET
Kyle Leahy, Glossier's ex-CEO, is joining founder Will Ahmed at Whoop. As chief commercial officer, she'll help Whoop reach more customers.
Kyle Leahy, Glossier's ex-CEO, is joining founder Will Ahmed at Whoop. As chief commercial officer, she'll help Whoop reach more customers. Courtesy Whoop
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Kyle Leahy joined Glossier in 2021 and became the beauty brand’s CEO in 2022 as it sought to move beyond its direct-to-consumer roots. Taking over from founder Emily Weiss, she led the brand into Sephora and helped it become a true omnichannel business, but ended up exiting last year as the brand pursued another reset under new CEO Colin Walsh.

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Today, she’s announcing her next move. Fortune is the first to report that Leahy will take on the fast-growing category of wearables as chief commercial officer at Whoop.

Founded by Will Ahmed 14 years ago, Whoop sells its signature bracelet-style wearable health-tracker, with 3 million members across 56 countries. Its biggest competitors are Oura and Apple. The WSJ recently reported that Whoop had 1.9% of the health-tracking wristband or ring market in the first quarter of this year, compared to 52% for Apple and 9.8% for Oura.

After raising $575 million at a $10.1 billion valuation in March, Whoop has recently been building out its executive team as it prepares to go after more of the wearables market. It brought on Nike alum Dirk-Jan van Hameren as CMO and Kristen Moss as chief communications officer. Whoop and Glossier share IVP as a mutual investor.

The existing Whoop customer is extremely engaged; they open the app as often as eight times a day. But as chief commercial officer, Leahy will be tasked with getting Whoops on more wrists as she got more products to more people at Glossier. Chief commercial officer was her first title at the beauty brand before she became CEO, and the work is similar to what she did at Cole Haan too. In taking on this kind of role, Leahy looks for “a brand that is at an inflection point to create exceptional business value and enterprise value.” “I certainly see we’re at that moment,” she says.

At Whoop, that will look like building out the health care side of its business, selling through health plans. International expansion is a major priority, with signs of potential in markets including Latin America and Asia.

Leahy’s past experiences in beauty and fashion are becoming more relevant as wearables intersect with those industries. Shoppers can buy health supplements at Sephora, and as health-tracking wearables become more ubiquitous—and reach consumers beyond the early-adopter health-conscious men—consumers are often making choices driven by what that wearable looks like.

“Those worlds will continue to collide,” Leahy predicts.

Like Glossier, Whoop is a brand whose customers feel passionately about it. Both brands “mean something so much more to people emotionally than just the product we offer.”

What might Leahy miss about the beauty industry? “Maybe some product,” she jokes. But it’s not too far away. “How [consumers are] managing how they are the best version of themselves [on the inside] is going to help them show up as the best version on the outside.”

Emma Hinchliffe
emma.hinchliffe@fortune.com

The Most Powerful Women Daily newsletter is Fortune’s daily briefing for and about the women leading the business world. Subscribe here.

ALSO IN THE HEADLINES

Fortune's Global 500 is out today. This list ranks the 500 largest companies in the world (compared to the Fortune 500, which ranks only U.S. businesses). Amazon is the world's largest company. And the biggest business run by a female CEO is Elevance Health, led by Gail Boudreaux (at No. 31). Stay tuned for more analysis of this list and what it means for female CEOs later this week.

Arnault drama. The French newspaper Le Monde published a six-part investigation about LVMH and the Arnault family that controls it. The series prompted a long, sometimes tongue-in-cheek, response from Bernard Arnault. And while it brought up the question of succession, it didn't reach any grand conclusions about Dior CEO Delphine Arnault (No. 93 on the 2026 Most Powerful Women list) or her siblings. In his response, Arnault objected to his family as the center of a Succession-style drama.
"What, in an ordinary family, is called a Sunday is called an intrigue in ours," he wrote. Interestingly, as Lauren Sherman points out in Puck, Delphine's husband is a significant shareholder at Le Monde and sits on its board. 

So much for a new Cracker Barrel. CEO Julie Masino had tried to update the restaurant chain, but saw much of her strategy backfire with customers, conservatives, and an army of online bots. Now she's leaving, replaced by the ex-CEO of Outback Steakhouse. Beth Kowitt writes for Bloomberg about how Masino's ouster "surprised Wall Street, but not women." 

Schools are cutting women's scholarships. And not because they're required to by Trump administration regulations. Rather they are eliminating these scholarships to avoid the scrutiny of the administration. Rensselaer Polytechnic Institute and Middlebury College stopped awarding scholarships that were only open to women; Duke changed a longstanding scholars program, named for the first dean of its Woman's College, to be open to all undergrads. 

ON MY RADAR

Most 'ovarian cancer' isn't. And that fact can save lives NYT

The Odyssey's Circe is the best female character Christopher Nolan has ever written Vulture

Cathy Engelbert may be unpopular with WNBA players, but she’s not paid to be their bestie The Athletic

PARTING WORDS

"Growing up, I never thought that being a comedian is a job that a woman can do. I didn’t consider that as a career possibility until I was 25."

—Mary Beth Barone, whose new Netflix special is Galaxy Brain 

This is the web version of MPW Daily, a daily newsletter for and about the world’s most powerful women. Sign up to get it delivered free to your inbox.
About the Author
Emma Hinchliffe
By Emma HinchliffeMost Powerful Women Editor
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Emma Hinchliffe is Fortune’s Most Powerful Women editor, overseeing editorial for the longstanding franchise. As a senior writer at Fortune, Emma has covered women in business and gender-lens news across business, politics, and culture. She is the lead author of the Most Powerful Women Daily newsletter (formerly the Broadsheet), Fortune’s daily missive for and about the women leading the business world.

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