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

Why Apple CEO Tim Cook’s AI struggles serve as a warning for C-suite leaders

Sheryl Estrada
By
Sheryl Estrada
Sheryl Estrada
Senior Writer and author of CFO Daily
Down Arrow Button Icon
July 17, 2025, 7:46 AM ET
Tim Cook
Tim Cook, chief executive officer of Apple Inc.Getty Images

Good morning. Being a C-suite leader in the age of AI is no small feat. But if you’re the CEO of one of the world’s biggest tech companies, the bar for success is even higher.

Recommended Video

In a new Fortune article, my colleague Geoff Colvin highlights the dilemma facing Apple CEO Tim Cook. Chief executive since 2011, Cook succeeded Steve Jobs after serving as Apple’s chief operating officer. As COO, he was responsible for the company’s worldwide sales and operations.

“It seems impossible that Tim Cook’s legacy as Apple’s spectacularly successful CEO could be in jeopardy,” Colvin writes. “But in recent months, and especially in recent days, the impossible has become at least conceivable.”

Some are questioning whether Apple is losing momentum under Cook’s leadership, as its stock has declined about 16% in 2025, significantly underperforming both the broader market and tech peers like Microsoft and Meta. Analysts and technology commentators have criticized Apple for “falling behind” competitors in AI. Recent efforts, such as the Apple Intelligence rollout, are seen as underwhelming. And Apple’s top executive in charge of AI models is leaving for Meta. 

Yet, under Cook, Apple became staggeringly successful. When Jobs recommended Cook as CEO, Apple’s valuation was about $300 billion. Today, it stands at $3.2 trillion—an extraordinary compound annual growth rate of 18.4% over 14 years. In fact, Colvin notes that Cook has generated significantly more shareholder value than Jobs did during his tenure.

The widespread rise of AI presents a challenge that Apple may not have been fully prepared for. “For a company of Apple’s scale and stature, lagging behind its major competitors on AI is like lagging behind the competition on the internet in 2000,” Colvin writes. “AI is a general-purpose technology, and those things don’t come along very often. The internet was one. So were digital computing and electricity. They change the world, and they revolutionize the business landscape for every company.”

As Colvin puts it: “With that in mind, it becomes clear how Tim Cook could be one of the all-time greatest CEOs from 2011 to now, yet might not be optimal for the AI era.” You can read more of Colvin’s assessment, along with discussions with experts, here.

You don’t have to be a trillion-dollar company to feel the pressure for AI to redefine your leadership. In this new age of AI, product innovation, agility, and moving quickly—but wisely—are critical to remaining competitive. Baba Prasad, professor of the practice of leadership at Brown University, writes in a recent opinion piece that the very nature of leadership is being transformed by AI.

Prasad writes: “In the AI-driven world, visionary agility enables leaders to interpret new information meaningfully, challenge what must be challenged, and steward resources and technologies in alignment with broader human purposes. These three functions—interpreter, challenger, and steward—are the critical roles of agile leadership in an AI-driven world.”

Sheryl Estrada
sheryl.estrada@fortune.com

Leaderboard

Mukul Mehta was promoted to CFO of pharmaceutical company Novartis (ECN), effective March 16, 2026. Mukul succeeds Harry Kirsch, who has served as CFO since 2013, and will retire from Novartis after a 22-year career with the company. Harry will continue in his role as CFO until March 15, 2026. Mukul brings over 20 years of experience at Novartis. He was recently appointed to the role of head of BPA, Digital Finance and Tax, where he will continue until March of next year. His career includes serving as CFO International for three years, ad-interim President International, CFO Pharmaceuticals business unit, CFO Novartis Business Services, CFO Pharmaceuticals Europe business, and Country CFO of France, Poland, and Norway.

Brandy Richardson was appointed CFO of multi-brand luxury retailer Saks Global, effective Aug. 18. Richardson succeeds Interim CFO Mark Weinsten, who joined Saks Global to lead the company's finance organization through the initial stages of its transformation following its acquisition of Neiman Marcus Group (NMG) in December 2024. With nearly 25 years of experience, Richardson joins Saks Global from Tailored Brands, Inc., where she has served as EVP and CFO. Richardson spent the majority of her career at NMG, where she held several finance leadership roles of increasing responsibility over her 15-year tenure.

Big Deal

In the first half of 2025, funding for generative AI companies has already surpassed 2024’s full-year record. This surge, driven primarily by OpenAI’s $40 billion round and Scale AI’s $14.8 billion minority stake sale to Meta, highlights intensifying competition for resources and talent among leading frontier model providers, according to an S&P Global Market Intelligence analysis. 

Investors allocated about $70 billion to generative AI startups in the first six months of this year, up from $58.7 billion in all of 2024. Funding for AI companies without frontier models also hit a quarterly record, with $2.4 billion raised in Q2, exceeding the previous high set in late 2024.

S&P Global Market Intelligence’s 451 Research projects that AI coding revenue will see the fastest growth through 2029, with a compound annual growth rate of 53.4%.

Courtesy of S&P Global Market Intelligence

Going deeper

“JPMorgan’s plan to charge for data could ‘cripple’ crypto and fintech startups, execs warn” is a new Fortune report by Luisa Beltran.

From the report: “When JPMorgan Chase told fintechs last month that it planned to charge them for accessing its customer banking account data, it sent shockwaves through corners of the financial industry. According to four industry executives, the move is a blow to the fintech sector and could prove devastating to early-stage startups, including those in the crypto industry. Analysts, however, think mature fintechs like PayPal and Block will likely not feel much consequence from this fee change.”

Overheard

“The businesses that win in the long term are the ones that innovate. That create new products. That reimagine how things should work, and find radical breakthroughs that impress their customers in new ways.”

—Alexandra Ebert, chief AI and data democratization officer at Mostly AI, writes in a Fortune opinion piece. 

This is the web version of CFO Daily, a newsletter on the trends and individuals shaping corporate finance. Sign up for free.
About the Author
Sheryl Estrada
By Sheryl EstradaSenior Writer and author of CFO Daily
LinkedIn iconTwitter icon

Sheryl Estrada is a senior writer at Fortune, where she covers the corporate finance industry, Wall Street, and corporate leadership. She also authors CFO Daily.

See full bioRight Arrow Button Icon

Latest in Newsletters

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
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • 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
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map

Latest in Newsletters

NewslettersMPW Daily
Your predictions for women, AI, and the workplace in 2026
By Emma HinchliffeDecember 24, 2025
6 days ago
Vanguard CIO Nitin Tandon.
NewslettersCIO Intelligence
How investment giant Vanguard’s CIO is placing big tech bets today to create the AI digital advisor of tomorrow
By John KellDecember 24, 2025
6 days ago
NewslettersCFO Daily
How AI is redefining finance leadership: ‘There has never been a more exciting time to be a CFO’
By Sheryl EstradaDecember 24, 2025
6 days ago
NewslettersCEO Daily
Expedia CEO Ariane Gorin on the fight to ensure AI doesn’t turn her brands into invisible pipes consumers never see
By Diane BradyDecember 24, 2025
6 days ago
NewslettersTerm Sheet
The AI startups founders and VCs say could be acquisition targets in 2026
By Allie GarfinkleDecember 24, 2025
6 days ago
Thierry Breton, former European Commissioner for the Internal Market, in Paris on June 13, 2025. (Photo: Thomas Samson/AFP/Getty Images)
NewslettersFortune Tech
U.S. denies visas for five Europeans, alleging American censorship
By Andrew NuscaDecember 24, 2025
6 days ago

Most Popular

placeholder alt text
Success
Gen Z could wave goodbye to résumés because most companies have turned to skills-based recruitment—and find it more effective, research shows
By Orianna Rosa RoyleDecember 29, 2025
1 day ago
placeholder alt text
Arts & Entertainment
Gen Zers and millennials flock to so-called analog islands 'because so little of their life feels tangible'
By Michael Liedtke and The Associated PressDecember 28, 2025
2 days ago
placeholder alt text
Success
MacKenzie Scott's close relationship with Toni Morrison long before Amazon put her on the path give more than $1 billion to HBCUs
By Sasha RogelbergDecember 28, 2025
2 days ago
placeholder alt text
Success
African millennials and Gen Z are quitting their big-city dreams to go make more money back on the farm
By Mark Banchereau and The Associated PressDecember 29, 2025
1 day ago
placeholder alt text
Banking
Former Russian banking billionaire says an Instagram post cost him $9 billion: His company was sold for 3% of its value in 'hostage' situation
By Nick LichtenbergDecember 29, 2025
1 day ago
placeholder alt text
AI
'Godfather of AI' Geoffrey Hinton predicts 2026 will see the technology get even better and gain the ability to 'replace many other jobs'
By Jason MaDecember 28, 2025
2 days ago

© 2025 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.