• 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
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

HealthFood and drink
Chains like Sweetgreen and Chipotle are finally realizing they need to look beyond the ‘slop bowl’
By Phil WahbaFebruary 27, 2026
2 days ago
burger king
AIOpenAI
Burger King tests OpenAI-powered headsets that will track the friendliness of drive-through workers
By Dee-Ann Durbin and The Associated PressFebruary 27, 2026
2 days ago
Two restaurant workers wearing black stand in front of a silver "Flippy" fry station.
AIAutomation
Meet your new robot fry cooks: Inside the $28 billion race to disrupt White Castle and Jack in the Box
By Sasha RogelbergFebruary 26, 2026
3 days ago
Customers in the electronics section at Walmart on Black Friday in Columbus, Ohio, US, on Friday, Nov. 28, 2025. Americans are planning to spend more this holiday season than last year, according to credit reporting firm TransUnion. Photographer: Brian Kaiser/Bloomberg via Getty Images
C-SuiteLeadership
McKinsey studied 61 growth companies that outperformed their peers through COVID, inflation, and labor shocks. Here’s what they all had in common
By Geoff ColvinFebruary 26, 2026
3 days ago
The Home Depot storefront
InvestingHome Depot
Home Depot CEO says with the housing market stalemate, ‘our customers are telling us that they’re not investing’
By Jacqueline MunisFebruary 25, 2026
4 days ago
CommentaryCulture
Gen Z’s enthusiasm for all things touchable is resurrecting the analog economy—and costing parents
By Luba KassovaFebruary 24, 2026
5 days ago

Most Popular

placeholder alt text
Success
Japanese companies are paying older workers to sit by a window and do nothing—while Western CEOs demand super-AI productivity just to keep your job
By Orianna Rosa RoyleFebruary 27, 2026
2 days ago
placeholder alt text
Middle East
Iran is now on 'death ground' amid existential threat from U.S. attacks and could 'go big' in retaliation, former NATO commander warns
By Jason MaFebruary 28, 2026
15 hours ago
placeholder alt text
AI
The week the AI scare turned real and America realized maybe it isn't ready for what's coming
By Nick LichtenbergFebruary 28, 2026
22 hours ago
placeholder alt text
Success
Walmart exec says U.S. workforces needs to take inspiration from China where ‘5 year-olds are learning DeepSeek’
By Preston ForeFebruary 27, 2026
2 days ago
placeholder alt text
Personal Finance
Current price of gold as of February 27, 2026
By Danny BakstFebruary 27, 2026
2 days ago
placeholder alt text
Middle East
Dubai’s worst nightmare unfolds as Iran strikes Gulf neighbors
By Dana Khraiche, Fiona MacDonald and BloombergFebruary 28, 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.