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The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises

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NewslettersCEO Daily

Amazon dethrones Walmart as No. 1 on the Fortune 500. There’s a big upside to their rivalry

Diane Brady
By
Diane Brady
Diane Brady
Executive Editorial Director
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Diane Brady
By
Diane Brady
Diane Brady
Executive Editorial Director
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February 20, 2026, 5:10 AM ET
Andy Jassy, chief executive officer of Amazon.com Inc., speaks during an unveiling event in New York on Feb. 26, 2025.
Andy Jassy, chief executive officer of Amazon.com Inc., speaks during an unveiling event in New York on Feb. 26, 2025.Michael Nagle/Bloomberg via Getty Images
  • In today’s CEO Daily: Fortune’s Phil Wahba reports on the historic reshuffle atop the Fortune 500.
  • The big leadership story: OpenAI CEO Sam Altman says AI super intelligence could someday do his job.
  • The markets: Mostly up, even as investors monitor mounting U.S.-Iran tensions.
  • Plus: All the news and watercooler chat from Fortune.

Good morning. There is a new top dog in Corporate America. Walmart, long the largest U.S. company by revenue and No. 1 on the Fortune 500, was eclipsed for the first time by Amazon.com. Based on Q4 earnings, Amazon recorded $716.9 billion in revenue for 2025 and Walmart took in a notch less than that with $713.2 billion, putting Amazon on top. (You can read my full analysis of the reshuffle, part of our new digital issue, here.)

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Walmart has stood atop the Fortune 500 list for 13 years and for 21 of the last 24 years. But barring any surprises, Amazon will lead the next list in June to become only the fourth No. 1 ever, along with Exxon, General Motors and Walmart.

While it is tempting to see in this change a classic narrative of an older, less nimble contender being outmaneuvered by an upstart, no one should see Walmart as a company in secular decline. This is a far cry from when Walmart left competitors Sears, Kmart and J.C. Penney in the rear-view mirror a generation ago.

Amazon’s ascent posed an existential threat to Walmart, but it ultimately put Walmart back on the path of growth and relevance. Walmart initially was slow to realize how much e-commerce was going to change shopping and consumers’ discernment of price and convenience, the very things that had allowed it to supplant Sears et al before. But under former CEO Doug McMillon, and new CEO John Furner, Walmart began a reinvention in 2014 not only of its way of doing business but of its culture too. That has ultimately made Walmart a place where failure (within reason) is tolerated as long it leads to the innovation needed to compete with Amazon’s relentlessness. Walmart’s online business grew 27% last quarter, and it handily beats Amazon in the crucial area of grocery delivery. 

Now both companies will be competing in areas beyond retail and e-commerce with Amazon CEO Andy Jassy and Walmart CEO Furner going head-to-head in various realms like AI, streaming, and media services.

Jassy, who made his name building Amazon’s hugely profitably AWS cloud business, has made it clear in his almost five years as CEO that he is continuing founder Jeff Bezos’ practice of constantly innovating, dropping businesses that don’t work without sentimentality and maintaining the so-called “day one” culture of working like you’re in a tech startup (albeit one with a market cap of $2 trillion).

Meanwhile Furner, who like McMillon is a longtime Walmart guy, also has strong innovation chops. For years, he headed Sam’s Club, which serves as a tech incubator of sorts for Walmart. In his more recent job as head of Walmart U.S., Furner was central to making Walmart a much more tech-forward retailer.

One irony of Amazon’s rise is that it has ultimately made Walmart a stronger, much more modern company. Its revenue and market cap are at all time highs, and it has proved itself a worthy competitor. The fear of having Amazon eat its lunch woke Walmart up. But stay tuned: This battle is just getting started. 

Contact CEO Daily via Diane Brady at diane.brady@fortune.com

Top leadership news

OpenAI CEO admits that AI may replace him

At this week’s AI Impact Summit in New Delhi, OpenAI CEO Sam Altman admitted that AI super intelligence could at some point “be capable of doing a better job being the CEO of a major company than any executive, certainly me.” The first versions of that technology could be only a “couple of years away,” Altman says.

JPMorgan: Tariffs are working, but squeezing small businesses

Mid-sized U.S. businesses with annual revenues between $10 million and $1 billion have seen their monthly tariff payments triple since Trump’s Liberation Day levies took effect, according to a new report from JPMorgan. However, outflows from these firms to China have fallen roughly 20% since 2024.

‘Annoyance’ is costing consumers $165 billion per year

A study by the Groundwork Collaborative warns of the rise of an “annoyance economy,” where Americans are increasingly burdened by junk fees and long customer service wait times. The researchers estimate these frustrations cost consumers $165 billion annually in lost time and money.

The markets

S&P 500 futures were up 0.24% this morning. The last session closed down 0.28%. The STOXX Europe 600 was up 0.45% in early trading. The U.K.’s FTSE 100 was up 0.63% in early trading. Japan’s Nikkei 225 was down 1.12%. Chinese markets are closed for the New Year. South Korea’s KOSPI was up 2.31%. India’s NIFTY 50 was up 0.44%. Bitcoin was up to $68K.

Around the watercooler

Troubled Nvidia ally Supermicro pledged to hire a new CFO ‘immediately.’ That was 14 months ago by Amanda Gerut

Matthew McConaughey sounds the alarm for artists in fight against AI misuse: ‘Own yourself…so no one can steal you’ by Eva Roytburg

Entry-level tech and finance workers in Ireland are losing their jobs thanks to AI. Could that be a warning sign for the U.S.? by Jacqueline Munis

Sam Altman and Dario Amodei refused to hold hands at an AI summit weeks after OpenAI and Anthropic clashed in a tense Super Bowl ad war by Marco Quiroz-Gutierrez

CEO Daily is compiled and edited by Joey Abrams, Claire Zillman and Lee Clifford.

This is the web version of CEO Daily, a newsletter of must-read global insights from CEOs and industry leaders. Sign up to get it delivered free to your inbox.
About the Author
Diane Brady
By Diane BradyExecutive Editorial Director
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Diane Brady writes about the issues and leaders impacting the global business landscape. In addition to writing Fortune’s CEO Daily newsletter, she co-hosts the Leadership Next podcast, interviews newsmakers on stage at events worldwide and oversees the Fortune CEO Initiative. She previously worked at Forbes, McKinsey, Bloomberg Businessweek, the Wall Street Journal, and Maclean's. Her book Fraternity was named one of Amazon’s best books of 2012, and she also co-wrote Connecting the Dots with former Cisco CEO John Chambers.

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