• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
RetailJ. Crew

Bankruptcy gives J.Crew a chance to reinvent itself (again)

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
May 4, 2020, 12:54 PM ET

The year 2020 started out promisingly enough for J.Crew, the apparel retailer that filed for Chapter 11 bankruptcy protection on Monday.

J.Crew Group finally found a new CEO in January in Jan Singer, a former executive at Nike and Victoria’s Secret, filling a corner office that had been empty for 14 months. Its namesake brand, once enormously successful but in decline for years, seemed to finally be stabilizing if not quite thriving. And there was appetite for the planned spin-off of Madewell, its smaller but booming sister brand, that would improve its finances.

But the mass store closings that the pandemic imposed on mall-based chains like J.Crew and Madewell pushed the highly indebted private-equity owned company over the edge financially.

The Chapter 11 filing, which calls for J.Crew to continue to operate as before, will remove the debt albatross from J.Crew Group’s neck by turning it into equity, and give the troubled but still beloved company something it really needs: a clean slate to reinvent itself after years of turmoil.

But that will be no small task. J.Crew the brand spent the last decade—long before the coronavirus showed up and eroded the brick-and-mortar retail industry—confusing shoppers with a grab-bag of aesthetics, garments of inconsistent quality, and a stale store experience.

J. Crew won hordes of loyal shoppers well into the 2010s by offering well-made staples like coats, pencil skirts, dresses, and suit jackets with just enough style, quirk, and flair to stand out from The Gap and other competitive chains. Jenna Lyons, J.Crew’s former creative director, helped turned the brand into one of the most popular fashion chains and became a style icon herself. It became a go-to brand for First Lady Michelle Obama during the previous White House administration. In 2011, J. Crew became the first mass brand to present at New York Fashion Week.

But that led J.Crew too far down the fashion road, with many items becoming seen as exorbitant, particularly in women’s wear: too pricey for its core customer, but not really high fashion, leaving J.Crew in the hazy space in between. One example: odd appliqués like real suede elbow patches on a cotton long-sleeved t-shirt or other touches that forced wearers to send a simple t-shirt out for dry cleaning.

By 2014, those cracks were starting to show in J.Crew’s business, and sales began to fall. J.Crew also missed big new trends like the rise of athleisure, the term for casual athletic clothing popularized by Lululemon Athletica. J.Crew was hit by many of the same pressures that buffeted rivals like Abercrombie & Fitch and The Gap, such as reduced shopper visits to malls, an abundance of choice in the market, and a shopper addiction to discounts. The rise of e-commerce, which requires a new approach to logistics, came on top of it all.

Reacting to the onslaught, J.Crew fell deep into the discounting trap and lost its Midas touch for knowing what customers wanted. Lyons departed in 2017. Mickey Drexler, the retail icon and “King of Cool” who was J.Crew CEO from 2003 to 2017, departed the company’s board last year. Meanwhile the brand continued to confuse customers by expanding its lower-price factory outlets and drumming up plans to sell merchandise on Amazon, which it later dropped. (The J.Crew band operates 170 outlet stores—almost as many as its regular stores, which total 182. There are 140 Madewell locations.)

Through it all, J.Crew has never resolved its key contradiction: positioning itself as quasi-luxury (it started selling some J.Crew and Madewell items at Nordstrom in 2016, but even those products are often on sale) while resorting to discounting tactics. Look no further than its men’s suit business for a case in point: Its high-quality Ludlow suits, some made in Italy and costing $1,000, for years were never discounted. Over the last year, the suits were frequently on sale or otherwise presented in a less thoughtful manner in stores.

Post-bankruptcy, J.Crew has an opportunity to clarify the chain’s point of view and underscore what the brand stands for in a sea of alternatives. The current economic environment will make that task exceedingly difficult. Consumers have stopped waiting to see what J.Crew will offer next; it must first stir the customer emotions that led the brand to its once-great heights.

“J.Crew’s products are not terrible in either quality or design. However, ranges are same-y and lack the embellishments and twists of more contemporary brands that would allow them to stand out,” says Neil Saunders, managing director of GlobalData Retail. “The consequence of this is that a growing number of shoppers see J. Crew as both boring and bad value for money and refuse to pay full price for garments.”

With J.Crew no longer the cultural touchstone it was only a few years ago, that perception will be ever harder to overcome. But at least it won’t be drowning in debt anymore.

More must-read stories from Fortune:

—Inside Macy’s plans to reopen stores amid coronavirus
—How luxury fashion shopping habits are shifting during the pandemic
—Vending machines now deliver ramen and art
—Why restaurants are converting their spaces into retail stores
—Why the outdoor industry’s spring season will be its most challenging in years

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
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
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
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Retail

Investors are betting big on senior housing. There’s just one problem—the baby boomers they’re chasing can’t pay the rent
Real Estatebaby boomers
Investors are betting big on senior housing. There’s just one problem—the baby boomers they’re chasing can’t pay the rent
By Sydney LakeMay 9, 2026
1 day ago
Vincent Clerc speaks in front of a picture of a port.
EnergyShipping
The CEO of Maersk, which ships 14% of everything you buy, said the Iran war is adding $500 million in monthly costs it’s trying not to pass down
By Sasha RogelbergMay 8, 2026
2 days ago
Tapestry thinks it’s cracked the code of ‘expressive luxury’ for Gen Z: a ‘Goldilocks’ combo of aspirational and approachable
Investingearnings
Tapestry thinks it’s cracked the code of ‘expressive luxury’ for Gen Z: a ‘Goldilocks’ combo of aspirational and approachable
By Nick LichtenbergMay 7, 2026
3 days ago
eBay bans GameStop CEO’s account after he started listing store signs and old carpets to fund his $56 billion offer to buy the marketplace
C-SuiteGameStop
eBay bans GameStop CEO’s account after he started listing store signs and old carpets to fund his $56 billion offer to buy the marketplace
By Marco Quiroz-GutierrezMay 7, 2026
3 days ago
‘Blue dot fever’ plagues musicians like Post Malone, Meghan Trainor, and Zayn as a growing list of artists cancel tours due to lagging ticket sales
Arts & EntertainmentMusic
‘Blue dot fever’ plagues musicians like Post Malone, Meghan Trainor, and Zayn as a growing list of artists cancel tours due to lagging ticket sales
By Dave Lozo and Morning BrewMay 7, 2026
3 days ago
Two Americas, one drive-thru: Welcome to fast food’s contradictory, split-screen economy
EconomyMcDonald's
Two Americas, one drive-thru: Welcome to fast food’s contradictory, split-screen economy
By Nick LichtenbergMay 7, 2026
3 days ago

Most Popular

'Employers are increasingly turning to degree and GPA' in hiring: Recruiters retreat from ‘talent is everywhere,’ double down on top colleges
Future of Work
'Employers are increasingly turning to degree and GPA' in hiring: Recruiters retreat from ‘talent is everywhere,’ double down on top colleges
By Jake AngeloMay 9, 2026
1 day ago
Ted Cruz says the quiet part out loud: Trump accounts are Social Security personal accounts as GOP senator reveals 'dirty little secret'
Politics
Ted Cruz says the quiet part out loud: Trump accounts are Social Security personal accounts as GOP senator reveals 'dirty little secret'
By Jason MaMay 9, 2026
1 day ago
‘This is the way’: Elon Musk endorses Warren Buffett’s famed 5-minute plan to fix the national debt
Economy
‘This is the way’: Elon Musk endorses Warren Buffett’s famed 5-minute plan to fix the national debt
By Jacqueline MunisMay 10, 2026
7 hours ago
OpenAI CEO Sam Altman says Gen Z and millennials are using ChatGPT like a 'life advisor'—but college students might be one step ahead
Tech
OpenAI CEO Sam Altman says Gen Z and millennials are using ChatGPT like a 'life advisor'—but college students might be one step ahead
By Sydney LakeMay 10, 2026
8 hours ago
Red flag test: former CEO explains why he rejects job candidates who say they can start right away
Success
Red flag test: former CEO explains why he rejects job candidates who say they can start right away
By Orianna Rosa RoyleMay 9, 2026
1 day ago
Trump thinks he's flying to Beijing with leverage. China spent 6 years making sure he doesn't have any
Commentary
Trump thinks he's flying to Beijing with leverage. China spent 6 years making sure he doesn't have any
By Steve H. HankeMay 10, 2026
9 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.