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

Why Sears Had to Borrow Another $300 Million From Its CEO

Phil Wahba
By
Phil Wahba
Phil Wahba
Senior Writer
Down Arrow Button Icon
Phil Wahba
By
Phil Wahba
Phil Wahba
Senior Writer
Down Arrow Button Icon
August 25, 2016, 11:56 AM ET

Here comes Eddie Lampert to Sears Holdings’ (SHLD) rescue again.

The hedge fund manager will provide additional debt financing of $300 million to the beleaguered retail company he now heads and created in 2005 by combining Sears department stores and Kmart.

News of the latest helping hand from Lampert, who controls just under half of Sears’ shares, comes amid yet another awful quarter: Comparable sales in the second quarter fell 3.3% at Kmart and 7% at Sears. The company blamed the poor showing on “a challenging competitive environment,” which is difficult to accept given how much better rivals Walmart (WMT) and J.C. Penney (JCP) fared. Revenue at Sears Holdings dropped 8.8% to $5.66 billion in the quarter ended July 30.

The new $300 million financing is only the latest support Lampert has provided his troubled retail empire. Lampert’s hedge fund, ESL Investments, had provided half of the initial $250 million tranche of a recent $500 million loan to fund the transformation Sears claims will make it a modern retailer. The latest round also allows Sears to take an additional $200 million of debt from other investors.

 

In the first half of the current fiscal year, Sears has lost $866 million, adding to the $8 billion it lost between 2010 and 2015. In February, Sears Holdings reported its 11th straight year of comparable sales declines, despite closing hundreds of weak stores over the years.

For years Lampert has claimed that his transformation plan (which he’s repeatedly asked investors to give time to take hold) would make Sears a more profitable retailer, needing fewer and smaller locations that focus on its most loyal shoppers. But the results have not materialized.

 

Sears and Kmart have closed hundreds of stores in the last few years (including 78 earlier in 2016) and the company even had to dispel reports last month that it was getting ready to shut down the Kmart brand.

The sales declines, among the deepest of any major retailer in recent years, have led to such a cash hemorrhage that Sears has sold off key assets like Lands’ End and its stake in Sears Canada, and spun off of its best stores into a real estate vehicle.

In May, with fewer and fewer assets to unload, Sears said it was looking for ways to squeeze much-needed money out of its most attractive remaining assets: its Kenmore, Craftsman, and DieHard appliance and tool brands. Sears said on Thursday it had “received interest” for Sears Home Services business as well as Kenmore, Craftsman and DieHard.

Some skeptics are calling Sears’ efforts the “slowest liquidation sale” in retail history. With no abatement in declines, it’s hard to counter that claim.

About the Author
Phil Wahba
By Phil WahbaSenior Writer
LinkedIn iconTwitter icon

Phil Wahba is a senior writer at Fortune primarily focused on leadership coverage, with a prior focus on retail.

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
  • 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

The Navy confirmed an ‘abundant amount’ of Uncrustables when the Artemis II crew lands. Smucker’s just offered them a lifetime supply
PoliticsFood and drink
The Navy confirmed an ‘abundant amount’ of Uncrustables when the Artemis II crew lands. Smucker’s just offered them a lifetime supply
By Catherina GioinoApril 10, 2026
10 hours ago
JFK, jr and Carolyn Bessette walk their dog in New York City.
RetailLevi Strauss
Levi’s 517 jeans sales jump 25% thanks to ‘Love Story’ and the Carolyn Bessette Kennedy effect
By Molly Liebergall and Morning BrewApril 9, 2026
2 days ago
erewhon
EconomyFood and drink
Americans hate the economy so much, they’re buying $22 smoothies
By Yuanyuan (Gina) Cui, Patrick Van Esch and The ConversationApril 9, 2026
2 days ago
Nutella seen aboard the Orion spacecraft Integrity.
RetailFood and drink
Nutella jumps on the best product placement money can’t buy: A trip to the far side of the Moon
By Catherina GioinoApril 9, 2026
2 days ago
Phones banned at the bar: Why Gen Z is actually cheering the no-screen dining movement
RetailGen Z
Phones banned at the bar: Why Gen Z is actually cheering the no-screen dining movement
By Dave Lozo and Morning BrewApril 8, 2026
3 days ago
A woman shops in the produce aisle
EconomyInflation
‘You can never really catch up’: The Iran war is exacerbating already high grocery bills, and it will only get worse if the war continues, experts say
By Jacqueline MunisApril 8, 2026
3 days ago

Most Popular

Mark Cuban admits he made a mistake letting go of the Mavericks: 'I don't regret selling. I regret who I sold to'
Investing
Mark Cuban admits he made a mistake letting go of the Mavericks: 'I don't regret selling. I regret who I sold to'
By Fortune EditorsApril 9, 2026
2 days ago
Scottie Scheffler joined Tiger Woods and Rory McIlroy in golf's $100M club—and donated his entire Ryder Cup stipend to charity
Success
Scottie Scheffler joined Tiger Woods and Rory McIlroy in golf's $100M club—and donated his entire Ryder Cup stipend to charity
By Fortune EditorsApril 10, 2026
16 hours ago
Schools across America are quietly admitting that screens in classrooms made students worse off and are reversing years of tech-first policies
Innovation
Schools across America are quietly admitting that screens in classrooms made students worse off and are reversing years of tech-first policies
By Fortune EditorsApril 10, 2026
1 day ago
The U.S. government is spending $88 billion a month in interest on national debt—equal to spending on defense and education combined
Economy
The U.S. government is spending $88 billion a month in interest on national debt—equal to spending on defense and education combined
By Fortune EditorsApril 9, 2026
2 days ago
A Meta employee created a dashboard so coworkers can compete to be the company's No. 1 AI token user—and Zuckerberg doesn't even rank in the top 250
AI
A Meta employee created a dashboard so coworkers can compete to be the company's No. 1 AI token user—and Zuckerberg doesn't even rank in the top 250
By Fortune EditorsApril 9, 2026
2 days ago
The Navy confirmed an ‘abundant amount’ of Uncrustables when the Artemis II crew lands. Smucker’s just offered them a lifetime supply
Politics
The Navy confirmed an ‘abundant amount’ of Uncrustables when the Artemis II crew lands. Smucker’s just offered them a lifetime supply
By Fortune EditorsApril 10, 2026
10 hours 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.