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Allstate vs The Hartford Insurance Group: Founders, CEOs and History

Allstate was founded in 1931 by Sears, Roebuck and Co. and is led by Tom Wilson. The Hartford Insurance Group was founded in 1810 by Nathaniel Terry and is led by Christopher J. Swift.

Company facts

Allstate

Founded
1931
Headquarters
Northbrook, Illinois
Current CEO
Tom Wilson
Employees
53,300

The Hartford Insurance Group

Founded
1810
Headquarters
Hartford, Connecticut
Current CEO
Christopher J. Swift
Employees
19,200

Founders

Allstate

  • Sears, Roebuck and Co.

    Sears created Allstate Insurance Company as a subsidiary in 1931. Allstate initially sold auto insurance by direct mail through Sears catalogs, placed its first agent in a Sears booth at the 1933 Century of Progress fair, and began operating agent offices in S…

Allstate founders in full

The Hartford Insurance Group

  • Nathaniel Terry

    Nathaniel Terry was a Hartford, Connecticut lawyer, merchant and politician who served as the first president of the Hartford Fire Insurance Company after its 1810 charter. He later served as a U.S. Congressman from Connecticut.

The Hartford Insurance Group founders in full

CEOs and their tenures

Allstate

  1. Wayne E. Hedien1993–1994

    Former Chairman and Chief Executive Officer

    Hedien led Allstate during its 1993 initial public offering, when Sears sold 19.8 percent of the company.

    Source
  2. Jerry D. Choate1994–1998

    Former Chairman and Chief Executive Officer

    Choate was elected president and chief executive officer on August 10, 1994 and became chairman on January 1, 1995.

    Source
  3. Edward M. Liddy1999–2006

    Former Chairman and Chief Executive Officer

    Liddy served as chairman and chief executive officer from January 1999 through the end of 2006 after serving as president and chief operating officer from 1994 through 1998.

    Source
  4. Tom Wilson2007–present

    Chair, President and Chief Executive Officer

    Wilson became CEO on January 1, 2007 and chair in May 2008. The 2025 Form 10-K identifies Transformative Growth and multichannel distribution as current strategic priorities.

    Source
Allstate CEO history in full

The Hartford Insurance Group

  1. Donald R. Frahm1988–1997

    Chairman and Chief Executive Officer

    He retired in 1997 and Ramani Ayer succeeded him.

    Source
  2. Ramani Ayer1997–2009

    Former Chairman and Chief Executive Officer

    Ayer's tenure represents both the zenith and the near-destruction of the historic Hartford conglomerate.

    Source
  3. Liam McGee2009–2014

    Former Chairman and Chief Executive Officer

    Liam McGee saved The Hartford from complete corporate collapse. His willingness to dismantle a portion of the company's historic business model provided the essential liquidity required to repay the federal government bailout funds and restore the confidence o…

    Source
  4. Christopher Swift2014–present

    Chairman and Chief Executive Officer

    Swift is widely credited with finalizing the salvation of The Hartford. While his predecessor stopped the bleeding, Swift rebuilt the company into a modern, profitable, and disciplined underwriter.

    Source
The Hartford Insurance Group CEO history in full

Timeline: Allstate and The Hartford Insurance Group side by side

  1. 1810The Hartford Insurance Group

    The Connecticut Launch

    Wealthy merchants launch the Hartford Fire Insurance Company, establishing an influential risk protection syndicate in early America.

  2. 1835The Hartford Insurance Group

    The New York Payout

    Following a catastrophic fire, the president guarantees all claims with his personal wealth, establishing the foundation of the company's trusted brand.

  3. 1931Allstate

    Allstate launches

    Allstate Insurance Company opened on April 17 as a Sears mail-order auto insurer. Its first policy covered a 1930 Studebaker for $41.60 a year.

  4. 1933Allstate

    First Allstate agent booth

    The first Allstate agent sold policies from a card table in the Sears Roebuck booth at Chicago's Century of Progress fair. Agents began working in Sears stores in 1934.

  5. 1939Allstate

    Risk-based auto rates introduced

    Allstate began tailoring auto rates by the driver's age, mileage, and use of the car.

  6. 1947Allstate

    Illustrator Policy debuts

    Allstate introduced an insurance policy that used plain language and illustrations to explain coverage.

  7. 1950Allstate

    Good Hands slogan begins

    Allstate adopted the You're in good hands slogan developed by sales executive Davis Ellis.

  8. 1952Allstate

    Allstate Foundation created

    Allstate established The Allstate Foundation, which initially supported driver education and community programs.

  9. 1959Allstate

    Catastrophe response plan launches

    Allstate created a plan to deploy large teams of claim specialists immediately after disasters.

  10. 1967Allstate

    Headquarters moves to Northbrook

    Allstate moved its headquarters to a 122-acre, six-building complex in Northbrook, Illinois.

  11. 1970The Hartford Insurance Group

    Acquired by ITT

    ITT Corporation bought Hartford Fire Insurance in 1970.

  12. 1984Allstate

    Neighborhood Office Agent program

    Allstate introduced neighborhood agent offices. By year-end, 1,582 agents worked at 944 locations.

  13. 1993Allstate

    Allstate initial public offering

    Sears sold 19.8 percent of Allstate in what Allstate identifies as the largest U.S. IPO to that date.

  14. 1995Allstate

    Full separation from Sears

    Sears distributed its remaining Allstate shares to Sears shareholders, making Allstate fully independent and publicly held.

  15. 1995The Hartford Insurance Group

    Spun Off From ITT

    ITT spun off ITT Hartford as an independent listed company in December 1995.

  16. 1997The Hartford Insurance Group

    Ramani Ayer becomes CEO

    Ramani Ayer became CEO of The Hartford Insurance Group in 1997. Ayer's tenure represents both the zenith and the near-destruction of the historic Hartford conglomerate.

  17. 2000Allstate

    Online purchasing begins

    The Good Hands Network launched in Oregon, allowing customers to buy auto insurance online, by telephone, or through an agent.

  18. 2008The Hartford Insurance Group

    The Financial Crisis

    Losses on variable annuity guarantees during the financial crisis pushed The Hartford to raise capital, including $3.4 billion from the U.S. Treasury's TARP program in 2009, which it later repaid.

  19. 2009The Hartford Insurance Group

    Liam McGee becomes CEO

    Liam McGee became CEO of The Hartford Insurance Group in 2009. Liam McGee saved The Hartford from complete corporate collapse.

  20. 2010Allstate

    Drivewise begins

    Allstate began offering Drivewise to reward low mileage and safe driving measured by a telematics device. Drivewise Mobile followed in 2014.

  21. 2011Allstate

    Esurance and Answer Financial acquired

    Allstate closed its $1 billion cash purchase of the Esurance business and Answer Financial on October 7.

  22. 2012The Hartford Insurance Group

    The Life Insurance Exit

    The Hartford announced the sale or run-off of its individual annuity, individual life and retirement plans businesses to refocus on P&C, group benefits and funds.

  23. 2017Allstate

    SquareTrade acquisition closes

    Allstate completed its acquisition of consumer protection plan provider SquareTrade on January 3.

  24. 2017The Hartford Insurance Group

    Acquisition of Aetna's U.S. Group Life and Disability Business

    The Hartford agreed to buy Aetna's U.S. group life and disability business for $1.45 billion, scaling its Group Benefits segment.

  25. 2018Allstate

    InfoArmor acquired

    Allstate announced on October 5 that it had completed its acquisition of identity protection provider InfoArmor.

  26. 2019The Hartford Insurance Group

    The Navigators Buyout

    The Hartford completed its roughly $2.1 billion acquisition of The Navigators Group, adding marine, energy, environmental and Lloyd's capabilities.

  27. 2020Allstate

    Shelter-in-Place Payback

    Allstate returned almost $1 billion to auto customers over three months after pandemic restrictions reduced driving.

  28. 2021Allstate

    National General acquired

    Allstate completed its acquisition of National General on January 4, making National General a wholly owned indirect subsidiary.

  29. 2025Allstate

    Health businesses sold

    Allstate closed the employer voluntary benefits sale on April 1 and the group health sale on July 1, recording pretax gains of $888 million and $715 million.

  30. 2025The Hartford Insurance Group

    Rename and Brand Refresh

    On February 6, 2025, the holding company became The Hartford Insurance Group, Inc. and unveiled a modernized stag logo; segments were renamed Business Insurance, Personal Insurance and Employee Benefits.

  31. 2025The Hartford Insurance Group

    Record Annual Earnings

    FY2025 net income reached $3.836 billion on $28.368 billion in revenue, with an 88.3 P&C combined ratio.

Acquisitions

Allstate

  • National General Holdings Corp.2021$4B
  • InfoArmor2018$525M
  • SquareTrade2017$1.4B
  • Esurance and Answer Financial2011$1B
All Allstate acquisitions

The Hartford Insurance Group

  • The Navigators Group2019$2.1B
  • Aetna's U.S. Group Life and Disability Business2017$1.4B
  • Fortis Financial Group U.S. Businesses2001$1.1B
All The Hartford Insurance Group acquisitions

Questions about Allstate vs The Hartford Insurance Group

Who is the CEO of The Allstate Corporation and The Hartford Insurance Group, Inc.?

The Allstate Corporation is led by Tom Wilson and The Hartford Insurance Group, Inc. is led by Christopher J. Swift. Both serve as the top executive responsible for the company's strategy, operations, and financial performance.

When was The Allstate Corporation founded vs The Hartford Insurance Group, Inc.?

The Hartford Insurance Group, Inc. was founded in 1810 — 121 years before The Allstate Corporation, which was founded in 1931. The Hartford Insurance Group, Inc.'s longer operating history gives it a deeper track record but also potentially more institutional inertia compared to the younger The Allstate Corporation.

How many employees does The Allstate Corporation have compared to The Hartford Insurance Group, Inc.?

The Allstate Corporation employs approximately 53,300 people, while The Hartford Insurance Group, Inc. employs approximately 19,200. The Allstate Corporation has the larger workforce at 53,300 employees, compared to The Hartford Insurance Group, Inc.'s 19,200. A higher headcount does not necessarily imply greater efficiency — it often reflects differences in business model (e.g., manufacturing vs. software).

Where are The Allstate Corporation and The Hartford Insurance Group, Inc. headquartered?

Both The Allstate Corporation and The Hartford Insurance Group, Inc. are headquartered in United States. Their local rules and tax obligations may still differ.

Who founded The Allstate Corporation and The Hartford Insurance Group, Inc.?

The Allstate Corporation was founded by Sears, Roebuck and Co.. The Hartford Insurance Group, Inc. was founded by Nathaniel Terry.

Which company has a longer operating history — The Allstate Corporation or The Hartford Insurance Group, Inc.?

The Hartford Insurance Group, Inc. has been operating for approximately 216 years, making it the more established of the two companies. The Allstate Corporation has been in operation for around 95 years. A longer operating history often signals greater institutional resilience and brand recognition, though it can also mean slower adaptation to new market conditions.

Figures come from each company's filings and the sources linked beside them. Amounts reported in another currency are shown in US dollars at an approximate rate and marked with ~. Back to the Allstate vs The Hartford Insurance Group overview

Content is for informational purposes only. Not financial advice. Data sourced from SEC filings, annual reports, and public records. See our full disclaimer and methodology.