These Connecticut-based companies made this year's Fortune 500 list with revenue up to $275 billion - Insurance News | InsuranceNewsNet

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These Connecticut-based companies made this year's Fortune 500 list with revenue up to $275 billion

Paul Schott, The Hour, Norwalk, Conn.Hour

Jun. 4—Fifteen Connecticut-headquartered companies made the 2026 Fortune 500 ranking of the largest U.S. corporations, which was released this week — the third-straight year that all of those companies representing the Nutmeg State have made the list.

The ranking is based on companies' revenues in their previous fiscal years. Bloomfield-headquartered health insurer and pharmacy-benefit manager The Cigna Group again led the Connecticut contingent, placing No. 14, reflecting 2025 revenue of about $275 billion.

The Connecticut-based companies comprise 3% of this year's Fortune 500. In comparison, about 1% of the U.S. population lives in Connecticut.

For the first time, Seattle-headquartered Amazon ranks No. 1 overall, with 2025 revenues of nearly $717 billion. The e-commerce giant has more than 15,000 employees in Connecticut, most of whom work in distribution centers. Among its sites in the sites is a delivery station in Plainfield that opened last year and a fulfillment center that is under construction on the Naugatuck-Waterbury line.

Amazon surpassed Bentonville, Arkansas-based Walmart, which had ranked first for 13 consecutive years. Walmart, which has about 30 stores in Connecticut, is No. 2 this year. UnitedHealth Group, Apple, Alphabet, CVS Health, Berkshire Hathaway, McKesson, Exxon Mobil and Cencora round out the top 10.

This year's Fortune 500 companies produced a total of approximately $21 trillion in revenues and about $2 trillion in profits in 2025. They cumulatively employ more than 30 million people worldwide.

The following is a rundown of recent developments at the Connecticut-headquartered companies in the 2025 Fortune 500, stating their ranking, company name, headquarters location and 2025 revenues to the nearest hundred million:

No. 14: The Cigna Group, Bloomfield, $274.9 billion

Cigna is perennially the highest-ranked Connecticut-headquartered company in the Fortune 500. Its businesses include health insurance and pharmacy-benefit management. Its 2025 revenues of about $275 billion represented an 11% increase from 2024, while it recorded an approximately $6 billion profit. At the end of last year, the company had about 188 million customer relationships.

At the end of 2025, the company operated with nearly 68,000 employees worldwide. In February 2026, the company announced it would lay off more than 2,000 employees worldwide, but it indicated there would be a limited impact in Connecticut, where more than 3,000 employees are based.

CEO and Chairman David Cordani is set to retire next month, after 17 years as chief executive. He will be replaced by President and Chief Operating Officer Brian Evanko.

"Brian is an exceptional leader and the right person to guide The Cigna Group into its next chapter," Cordani said in March. "The status quo in health care today is unsustainable. By leading from the front and making meaningful changes, we have delivered sustained impact for customers and strengthened the company strategically, operationally and financially. Now is the right time to transition leadership to build on our progress and carry our momentum forward."

In late April, Cigna announced that it planned to leave, at the end of this year, exchanges in 11 states that are run under the Affordable Care Act. The change will not affect Connecticut, as the company does not offer plans through Access Health CT.

In February, Cigna announced a settlement of a Federal Trade Commission lawsuit that alleged the company's pharmacy-benefits business manipulated the prices of insulin drugs. The company did not pay any fines or admit any wrongdoing. However, the agreement requires Cigna to make a number of changes, which are expected to reduce patients' out-of-pocket drug costs by up to $7 billion across the next 10 years.

No. 85: Charter Communications, Stamford, $54.8 billion

Charter expects to complete its merger with Atlanta-based Cox Communications in the second half of this year. Charter will continue to offer its cable, internet and phone services under the Spectrum brand.

Charter's current main offices will serve as the combined company's headquarters. In 2021, Charter opened a two-building headquarters covering more than 900,000 square feet, next to the Metro-North Railroad station in downtown Stamford. About 1,800 employees are based there.

While Charter is already one of the country's largest telecommunications companies, it has struggled to grow its customer base in recent years. It ended 2025 with about 31.8 million customers, down 1% from the end of 2024.

No. 117: Philip Morris International, Stamford, $40.6 billion

Philip Morris International is one of the world's largest tobacco companies. It ships hundreds of billions of cigarettes outside the U.S. each year. It does not sell any cigarettes in the U.S.

PMI officials have said that they company's future depends on its "smoke-free" products, which are less harmful than cigarettes. Those products include Zyn nicotine pouches. Zyn has an ardent and growing customer base, but many elected officials and public-health experts have expressed concerns about the health risks of nicotine pouches, especially for young people. PMI officials have said that the company works to prevent underage use of Zyn, whose legal minimum age of purchase is 21.

PMI has been headquartered in downtown Stamford since late 2022, following the relocation of its main offices from Manhattan.

No. 160: The Hartford Insurance Group, Hartford, $28.4 billion

The property-and-casualty insurer is playing a key role in a new initiative to revitalize its namesake city. The committee overseeing the endeavor includes The Hartford's CEO and chairman, Christopher Swift.

"We want to use our energies and resources to accelerate redevelopment, making Hartford more vibrant at its core, which will then benefit residents in the neighborhoods, across the city," Swift said at a press conference in March at the company's headquarters.

No. 169: Booking Holdings, Norwalk, $26.9 billion

Booking Holdings' brand portfolio includes Booking.com, Priceline, Agoda, Rentalcars.com, KAYAK and OpenTable.

The company is a prominent advertiser, with its campaigns including Booking.com ads that ran during each Super Bowl between 2022 and 2025.

No. 197: Synchrony, Stamford, $23.1 billion

As the country's largest provider of store credit cards, Synchrony's financial results are a gauge of U.S. consumers' activity. Its customers' purchase volume in the fourth quarter of 2025 totaled $49.5 billion, up 3% year over year. The net charge-off rate for debts that the company does not expect to recover was 5.37% in the fourth quarter of last year, compared with 6.45% in the same period in 2024.

During the COVID-19 pandemic, Synchrony emerged as one of the leading advocates of workplace flexibility. The strategy has earned the company a number of accolades, including first place in this year's Fortune 100 Best Companies to Work For list.

No. 198: Amphenol, Wallingford, $23.1 billion

The electronic-components manufacturer made the largest climb this year among Connecticut-based companies, as it moved up 89 spots.

Amphenol's revenue growth was powered by two big deals last year: the $10.5 billion acquisition of CommScope's connectivity-and-cable-solutions business, and the approximately $1 billion purchase of Trexon, a provider of interconnect and cable assemblies.

In 2024, Amphenol made two acquisitions for about $2 billion each: the wire-and-cable business of Carlisle Cos., and the mobile-networks businesses of CommScope.

No. 265: Emcor Group, Norwalk, $17.0 billion

The provider of construction, infrastructure and building services last year acquired the Jacksonville, Florida-based electrical contractor Miller Electric for $865 million.

No. 279: United Rentals, Stamford, $16.1 billion

The equipment-rental company has been a prolific buyer of other companies in its nearly 30 years in its business, but its deal pipeline slowed down last year.

In January 2025, United announced an agreement to acquire Baton Rouge, Louisiana-based H&E Equipment Services for $4.8 billion. But the deal fell through the next month after H&E accepted an offer from Herc Holdings that was reportedly worth $5.3 billion. United declined to submit a revised proposal.

Despite the demise of the deal with H&E, United officials have said that they will continue to explore more acquisitions.

No. 298: Stanley Black & Decker, New Britain, $15.1 billion

Stanley Black & Decker's history in New Britain goes back to the founding of a predecessor company in 1843. But the toolmaker will no longer manufacture in its home city after announcing in late February its decision to close its tape-measure factory at 600 Myrtle St. The shutdown will result in 300 layoffs, with nearly all of the job cuts made last month, according to a recent notice that the company sent to the state Department of Labor.

Stanley officials have said that the company's headquarters will remain at 1000 Stanley Drive, which is a couple of miles from the facility on Myrtle Street.

The executive team at the headquarters includes CEO Chris Nelson, who took the company's top position last October, after previously serving as chief operating officer.

Among other changes, the company responded to the tariffs imposed by President Donald Trump's administration by enacting last year two rounds of price increases.

No. 305: W.R. Berkley, Greenwich, $14.7 billion

The property-and-casualty insurer is seeking to demolish its headquarters and build a new edifice in its place. The prospective four-story building at 475 Steamboat Road, which overlooks Greenwich Harbor, would be about the same size as the current structure, which was built in the late 1960s.

Within Connecticut, W.R. Berkley also has offices at Metro Center, across the street from the downtown Stamford Metro-North Railroad station.

No. 312: Otis Worldwide, Farmington, $14.4 billion

Otis manufactures and services elevators, escalators and moving walkways — machinery that cumulatively moves about 2.5 billion people per day around the world. Landmarks that use its apparatus include the Burj Khalifa in Dubai, the Space Needle in Seattle, the Willis Tower in Chicago and the Eiffel Tower in Paris.

This year, CEO Judy Marks is one of a record 56 women to serve as CEO of a Fortune 500 company and the only woman to lead a Connecticut-headquartered Fortune 500 firm.

No. 410: Interactive Brokers Group, Greenwich, $10.4 billion

The electronic brokerage makes its third appearance in the Fortune 500, after debuting in the ranking in 2024.

For many years, Interactive Brokers' users have been able to invest in stocks, bonds, options, futures, currencies and funds. In 2024, the company expanded its offerings by allowing clients to predict the outcome of political contests, including the presidential race, through "election forecast" contracts. Last month, Interactive Brokers announced the launch of a "first-of-its-kind unified interface" for trading across three U.S. prediction-market platforms: Interactive Brokers' own ForecastEx, as well as CME Group and Kalshi.

No. 336: GXO Logistics, Greenwich $13.2 billion

The warehouse operator, which was spun off from fellow Fortune 500 firm XPO in 2021, makes its fifth appearance in the rankings.

GXO is headquartered at 2 American Lane, on the same street as XPO's headquarters in Greenwich's northwestern corner. It has two warehouses in Connecticut — in North Haven and Windsor.

Last year, GXO made its first CEO change. Malcolm Wilson retired and was replaced by Patrick Kelleher, who worked at DHL Supply Chain for about 30 years.

No. 480: XPO, Greenwich, $8.2 billion

The freight transporter has made major changes in the past few years. In 2021, it spun off GXO. The next year, XPO spun off its truck-brokerage business, which is now known as RXO and headquartered in Charlotte, North Carolina. Also in 2022, XPO sold its intermodal-shipping business for $710 million.

XPO officials have said that the company will operate more effectively as a specialist in less-than-truckload shipping, which allows several customers to transport goods in the same truck.

© 2026 The Hour (Norwalk, Conn.). Visit www.thehour.com. Distributed by Tribune Content Agency, LLC.

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