• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia

Trendingnow

1

Current price of oil as of June 16, 2026

2

'Work hard, stay loyal, and the system will reward you': the Boomer credo is a Gen X betrayal and a Millennial pipe dream

3

Cursor’s 25-year-old CEO is a former Google intern who just cemented a $60 billion deal with SpaceX

1

Current price of oil as of June 16, 2026

2

'Work hard, stay loyal, and the system will reward you': the Boomer credo is a Gen X betrayal and a Millennial pipe dream

3

Cursor’s 25-year-old CEO is a former Google intern who just cemented a $60 billion deal with SpaceX
SuccessThe Promotion Playbook

Self-made multimillionaire Emma Grede says she was ‘using AI like a 42-year-old woman’—until Mark Cuban gave her a wake-up call

Orianna Rosa Royle
By
Orianna Rosa Royle
Orianna Rosa Royle
Associate Editor, Success
Down Arrow Button Icon
Orianna Rosa Royle
By
Orianna Rosa Royle
Orianna Rosa Royle
Associate Editor, Success
Down Arrow Button Icon
April 28, 2026, 6:33 AM ET
Photo of Emma Grede
Self-made multimillionaire Emma Grede—Skims cofounder and Obama Foundation board member—says she was using AI like a search engine. Then Mark Cuban stepped in.Courtesy of Zeno
Add Fortune on Google for similar content.

The British-born entrepreneur Emma Grede, best known as the founding partner of Kim Kardashian’s $5 billion shapewear empire Skims and the CEO of denim brand Good American, has built a reputation on spotting cultural shifts before they hit the mainstream. 

Recommended Video

When Grede and Khloé Kardashian’s Good American denim line dropped, it made $1 million on day one, making it the biggest denim launch in apparel history. Grede has helped redefine inclusion in retail and became the first Black female investor on Shark Tank—all before turning 43.

But for all her business instincts, Grede admits there’s one area where she needed a push—and fellow ex–Shark Tank star Mark Cuban was the one who gave it to her.

In an exclusive 2025 interview with Fortune, Grede talked about an episode of her hit podcast, Aspire, that hadn’t aired yet, where the two sat down and compared their AI usage. 

“I was already kind of getting there, but if I’m really honest, that episode where we really delved into AI gave me a new urgency around how I use AI,” she recalled, adding that Cuban had a staggering 60 AI apps on his phone. “Yeah, he gave me a kick.”

As soon as the recording wrapped up, she said that she started looking into AI courses at the Wharton School and Harvard for the fall. “I need to figure this out, because I’m using AI like a 42-year-old woman,” Grede candidly admitted while laughing.

Grede gave her staff a cash bonus for using AI—long before she realized she was behind

Grede isn’t completely new to AI. In fact, she was ahead of the curve when it came to encouraging AI adoption within her companies.

“About two years ago I put a note out in my office giving a cash bonus to anyone that uses AI in their work,” she explained, adding that the incentive was a big hit—especially with the marketing and finance teams.

“It changed the office. It changed the way people presented their work. It changed the way people did their work.”  

But as her Gen Z and thirtysomething staff embraced experimenting with ChatGPT and other new AI launches at the time, Grede admitted that she perhaps leaned too heavily on them. It meant that until recently, she’s been using AI more as a search engine and leaving her staff to handle the rest.

“I was like, ‘Emma, you need to sort that out.’”

It comes as many other CEOs are scrambling to appoint AI leaders, future-proof their business, and brace for change.

Billionaire Microsoft cofounder Bill Gates says AI is moving at a speed that “surprises” even him and that even if workers learn how to use the latest tech tools, they may still find themselves out of a job. Meanwhile, an ex–Google exec says CEOs are currently too busy “celebrating” their efficiency gains to see they’re next on AI’s chopping board.

But she’s not using AI to make her more productive

As one of America’s richest self-made women—with a reported net worth of nearly $400 million and at least four major businesses to her name—Grede is clearly ruthlessly efficient. But in her eyes, AI isn’t about squeezing even more productivity from her day.

“I’m probably the most productive person in the world. I don’t know that I can be … more productive,” she said, noting that her time is mostly spent making high-stakes decisions—not executing tasks. 

“There’s no amount of AI that can help me with that.”

But where it can help, she said, is in making smarter strategic choices and reshaping how she leads. 

“I think it’s a reframing of how we’re going to do things,” Grede added. “So much of my job is about making really big bets and decisions. And so if I can put data in places to optimize that decision-making, I think that that’s probably where I’m going to be using it most.

“When you start to think about my role as a merchant and as a planner, it’s really those things that I think are going to fundamentally shift.”

In her podcast episode with Cuban, which has since been released, the television personality and Dallas Mavericks owner had a stark warning for founders who don’t embrace AI: “You’re f–ked … That’s like saying, back in the day, ‘I don’t need to use a PC, I don’t need to use the internet. I don’t need a cell phone.’”

He added, “If you’re an entrepreneur, or want to be an entrepreneur, start playing with it to get a sense for how it works, how to prompt. It becomes like having an entire staff of 1,000 business professors.”

A version of this story originally published on Fortune.com on Aug. 12, 2025.

Read more success interviews from Fortune’s Orianna Rosa Royle:

  • Astrid & Miyu’s founder bought two flats in her 20s—one paid for her MBA and the other funded her $45-million-a-year jewelry brand
  • Student discounts made him a millionaire, a heart condition made him rethink life—now this millennial founder spends half the year in the French Alps
  • Born in the Soviet Union, the Grindr CEO was told he had two career options: Learn English or how to shoot a gun
  • Scale AI’s 30-year-old billionaire cofounder has a warning for anyone who craves work-life balance: ‘Maybe you’re not in the right work’
  • At 61, this Fortune 500 CEO still works out 6 days a week with his 23-year-old son—he picks the Gen Zer’s brain for perspective while lifting weights
The Fortune 500 Innovation Forum will convene Fortune 500 executives, U.S. policy officials, top founders, and thought leaders to help define what’s next for the American economy, Nov. 16-17 in Detroit. Apply here.
About the Author
Orianna Rosa Royle
By Orianna Rosa RoyleAssociate Editor, Success
Instagram iconLinkedIn iconTwitter icon

Orianna Rosa Royle is the Success associate editor at Fortune, overseeing careers, leadership, and company culture coverage. She was previously the senior reporter at Management Today, Britain's longest-running publication for CEOs. 

See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

Latest in Success

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Success

y
Arts & EntertainmentHollywood
Meet the YouTubers remaking Hollywood, one Gen Z box-office smash at a time
By The Associated PressJune 17, 2026
2 hours ago
Thasunda Brown Duckett sitting in front of a podcast microphone
SuccessFortune 500: Titans and Disruptors of Industry
A 76-year-old was about to lose his entire $3 million retirement to a scam. TIAA’s AI caught it—but a human prevented disaster
By Preston ForeJune 17, 2026
7 hours ago
nuri
SuccessImmigration
The man who lived through the fall of the Soviet Union and helped wealthy Chinese move to Canada sees a familiar picture in America
By Nick LichtenbergJune 17, 2026
7 hours ago
He fled Iran for the American dream, became a millionaire, and could have retired—instead, he built the health tech that saved his father from cancer
SuccessFortune The Good Life
He fled Iran for the American dream, became a millionaire, and could have retired—instead, he built the health tech that saved his father from cancer
By Orianna Rosa RoyleJune 17, 2026
9 hours ago
students
SuccessEducation
College students are voting with their feet on AI. Goldman has the receipts
By Nick LichtenbergJune 16, 2026
23 hours ago
Young worker dreams while working
SuccessCareers
The CEO of $3 billion Michaels tells young workers to quit daydreaming and take risks because ‘the universe rewards doing things in action’
By Emma BurleighJune 16, 2026
1 day ago

Most Popular

Current price of oil as of June 16, 2026
Personal Finance
Current price of oil as of June 16, 2026
By Joseph HostetlerJune 16, 2026
1 day ago
'Work hard, stay loyal, and the system will reward you': the Boomer credo is a Gen X betrayal and a Millennial pipe dream
Success
'Work hard, stay loyal, and the system will reward you': the Boomer credo is a Gen X betrayal and a Millennial pipe dream
By Nick LichtenbergJune 16, 2026
1 day ago
Cursor’s 25-year-old CEO is a former Google intern who just cemented a $60 billion deal with SpaceX
AI
Cursor’s 25-year-old CEO is a former Google intern who just cemented a $60 billion deal with SpaceX
By Marco Quiroz-GutierrezJune 16, 2026
1 day ago
Hundreds of Stanford students walked out of their grad ceremony to protest Google CEO’s commencement speech. It wasn’t all about AI
Big Tech
Hundreds of Stanford students walked out of their grad ceremony to protest Google CEO’s commencement speech. It wasn’t all about AI
By Tristan BoveJune 15, 2026
2 days ago
Team USA star Ricardo Pepi grew up in a trailer in El Paso—and his parents pawned their car title to fuel his soccer dream. Now, he’s in the World Cup
Success
Team USA star Ricardo Pepi grew up in a trailer in El Paso—and his parents pawned their car title to fuel his soccer dream. Now, he’s in the World Cup
By Preston ForeJune 15, 2026
2 days ago
Current price of silver as of Tuesday, June 16, 2026
Personal Finance
Current price of silver as of Tuesday, June 16, 2026
By Joseph HostetlerJune 16, 2026
1 day ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.