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

The Rise and Fall of Sears: A Timeline From Its Founding to Its Bankruptcy

By
Kevin Kelleher
Kevin Kelleher
Down Arrow Button Icon
By
Kevin Kelleher
Kevin Kelleher
Down Arrow Button Icon
October 15, 2018, 7:47 PM ET

Sears Holdings Corp. filed for bankruptcy court protection Monday, a grim development for a company with an illustrious, 132-year history in American business. While recent generations have abandoned or entirely avoided Sears stores, the company was an early innovator in U.S. retail, a godsend to heartland shoppers a century ago, and arguably a more dominant force in the retail industry than Amazon is today.

Here is a look back at the timeline of Sears’ dramatic rise and fall.

1866: Richard Sears, entrepreneurial station agent

Sears bankruptcy filing 2018
Portrait of businessman Richard W. Sears, founder of the country’s largest mail-order retail company, Chicago, ca.1900s.Chicago History Museum/Getty Images
Chicago History Museum/Getty Images

Richard Sears, who was born into a wealthy Minnesota family that lost its fortune in a speculative stock deal, was working as a station agent in 1866 when he began selling watches in a side business named “R.W. Sears Watch Co.” Sears meets a watch repairman named Alvah Roebuck, and together they expand the company into selling diamonds and jewelry.

1893: The founding of a retail giant

Sears bankruptcy filing 2018
Inside Sears, Roebuck & Co’s catalogue displaying ladies corsets and underskirts, circa 1897.Fotosearch/Getty Images
Fotosearch/Getty Images

After selling the first business, Sears moves to Chicago in 1892 and establishes a second mail-order company, renaming it Sears, Roebuck & Co. in 1893. The catalog business offers a much larger inventory and lower prices than rural shoppers are used to paying in local general stores.

1906: An IPO and a new plant

Sears bankruptcy filing 2018
Sears, Roebuck & Co. building in Chicago Illinois.Historia/REX/Shutterstock
Historia/REX/Shutterstock

Sears listed shares in a public offering in 1906, the same year that it opened a catalog plant and the Sears Merchandise Building Tower, the first building in what would become a huge, 40-acre office complex. Richard Sears would step down as president the following year due to declining health. He died in 1914. Goldman Sachs managed the Sears’ IPO.

1925: The first Sears retail store opens

Sears bankruptcy filing 2018
Shoppers on the escalators at the first Sears store in Chicago.George Rinhart—Corbis via Getty Images
George Rinhart—Corbis via Getty Images

On the west side of Chicago, Sears opens its first retail store inside a mail-order plant, including an optical shop and a soda fountain. Meanwhile, the Sears catalog, sometimes known to all customers as the “wish book,” would eventually grow as large as 1,000 pages. By 1930, Sears would operate 300 retail outlets.

1927: Sears launches its in-house brands

sears-bankruptcy-2018
Hammers and hatchets being displayed for sale in a Sears Roebuck store.Gordon Coster—The LIFE Picture Collection/Getty Images
Gordon Coster—The LIFE Picture Collection/Getty Images

Sears pays $500 for the rights to the Craftsman brand in 1927, which would become known for high-quality tools. The Kenmore name begins appearing on washing machines the same year. The two brands would join Allstate, DieHard, and Toughskins as brand names familiar to Sears customers over the decades.

1973: The name on the world’s tallest building

Sears Tower Under Construction
Exterior view of Sears Tower during its construction, Chicago, Illinois, circa 1972. (Photo by Hedrich-Blessing Collection/Chicago History Museum/Getty Images)Chicago History Museum Getty Images
Chicago History Museum/Getty Images

Sears completes the 110-story Sears Tower in Chicago, moving its headquarters for the first time in a half-century. In the interim, Sears has expanded into countries like Mexico, while becoming a flagship retailer in malls across the U.S.

1981: Diversification and peak performance

Sears bankruptcy filing 2018
A woman looking at Sears catalogue in 1981.Lyn Alweis—Denver Post via Getty Images
Lyn Alweis—Denver Post via Getty Images

Sears expands into financial services in 1981 by buying stockbroker Dean Witter Reynolds and real estate company Coldwell Banker. During the next two years, Sears would introduce the Discover credit card and partner with IBM on Prodigy, one of the earliest online services.

In the late 70s and early 80s, Sears’ annual revenue would reach about 1% of U.S. gross domestic product. By comparison, Amazon’s $99 billion revenue last year (excluding AWS) would equal about 0.8% of U.S. GDP.

1989: The era of cost cutting begins

Sears bankruptcy filing 2018
Sears mannequins for sale during a store closing sale.Rene Johnston—Toronto Star via Getty Images
Rene Johnston—Toronto Star via Getty Images

Competition from other department stores, as well as discount retailers like Kmart and Walmart, forces Sears to start slashing prices on its inventory and take other measures, such as exploring a sale of the Sears Tower and shuttering its founding catalog business. Sears would eventually spin off parts of Allstate and Dean Witter, while divesting itself of Discover, Coldwell Banker, and Prodigy. In 1990, Walmart surpassed Sears as the largest U.S. retailer.

2005: A billionaire investor takes over

Handshake at Sears Kmart press conference in New York.
Alywin Lewis was Sears’ CEO from 2004 to 2008.Peter Morgan—Reuters
Peter Morgan—Reuters

Hedge-fund investor Eddie Lampert buys control of Sears for $11 billion in 2005, after having built up a 15% stake in the company. As part of the deal, Sears merges with Kmart, which Lampert bought out of bankruptcy two years earlier.

2011: The beginning of the end

Inside Sears Ahead of Durable Goods Orders Figures
Sears Brand Craftsman chainsaws are displayed for sale.Photograph by Bloomberg via Getty Images
Photograph by Bloomberg via Getty Images

After several years of profitability, Sears begins posting losses that would escalate in time into something of a downward spiral. Sears never made the transition from an essential shopping catalog to an online retailer, ceding ground to Amazon and forcing the company to shutter store after store, lay off workers, and sell off still viable brands like Craftsman.

2018: Bankruptcy

Sears bankruptcy filing 2018
One of the many Sears department stores closing its doors for the final time.Richard Lautens Toronto Star via Getty Images
Richard Lautens Toronto Star via Getty Images

After warning investors in 2017 of “substantial doubt” about remaining a going concern, Sears files for bankruptcy on October 15, 2018. Lampert stepped down as CEO but will remain chairman.

About the Author
By Kevin Kelleher
See full bioRight Arrow Button Icon

Latest in Retail

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
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
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
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
Fortune Secondary Logo
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Retail

RetailRetail
The ‘Singapore-washing’ strategy starts to unwind as both China and the U.S. closely scrutinize corporate roots
By Angelica AngMarch 9, 2026
2 days ago
tariff
North AmericaTariffs
Tariff refund process could be ready by the spring, customs official says
By Mae Anderson and The Associated PressMarch 9, 2026
2 days ago
A boy sits at a cluttered desk with headphones on, looking at an iPad.
RetailConsumer Spending
Gen Alpha’s economic influence is ‘enormous’—From side hustles and bankrolling from their parents, they’ve surpassed $100 billion in spending power
By Sasha RogelbergMarch 7, 2026
4 days ago
C-SuiteMcDonald's
McDonald’s CEO did a burger taste test that became a cautionary tale for execs. But there’s a silver lining
By Rachel VentrescaMarch 6, 2026
5 days ago
C-SuiteRetail
Target’s new CEO lays out a $6 billion plan to revive ‘Tarzhay’
By Phil WahbaMarch 6, 2026
5 days ago
U.S. President Donald Trump listens to Commerce Secretary Wilbur Ross speak during a luncheon with the President of Poland, Andrzej Duda at the White House on June 12, 2019 in Washington, DC.
EconomyTariffs
American consumers are the ultimate losers in the ‘immense mess’ that is the $175 billion tariff refund, says Trump’s former commerce secretary
By Eleanor PringleMarch 5, 2026
6 days ago

Most Popular

placeholder alt text
Economy
'This cannot be sustainable': The U.S. borrowed $50 billion a week for the past five months, the CBO says
By Eleanor PringleMarch 10, 2026
1 day ago
placeholder alt text
Future of Work
Shark Tank's Kevin O'Leary doesn't care if you work from your basement. He just wants to know if you can ‘execute’
By Marco Quiroz-GutierrezMarch 10, 2026
2 days ago
placeholder alt text
Big Tech
Big tech has defeated everything for 30 years, but for the first time faces something it can't control: a jury
By Carolina Rossini and The ConversationMarch 10, 2026
23 hours ago
placeholder alt text
Politics
Washington state wants to keep employers from microchipping workers, before anyone even gets the idea
By Catherina GioinoMarch 10, 2026
24 hours ago
placeholder alt text
Economy
Trump's immigration crackdown is backfiring by hurting the U.S.-born workers it was meant to help, data shows
By Sasha RogelbergMarch 10, 2026
1 day ago
placeholder alt text
Real Estate
Billionaires Elon Musk and Mark Zuckerberg used mortgages to buy multimillion-dollar mansions. Here’s why that’s a savvy financial decision
By Sydney LakeMarch 9, 2026
2 days 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.