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

Digital Transformations: What It Takes to Overhaul Established Organizations

By
Clay Chandler
Clay Chandler
Executive Editor, Asia
Down Arrow Button Icon
By
Clay Chandler
Clay Chandler
Executive Editor, Asia
Down Arrow Button Icon
July 17, 2018, 7:52 PM ET
Fortune Brainstorm Tech 2018
038 Tuesday, July 17th, 2018 Fortune Brainstorm Tech 2:15 PM AFTERNOON ROUNDTABLES THE TRIUMPHS AND TRIBULATIONS OF TECH TRANSFORMATION Overhaul the way an entire organization operates? Easier said than done. Leaders including top chief information, technology, and digital officers share tales from the trenches—from skills gaps to process problems to operational overhauls—and discuss what they wish they had known about embracing new technologies. Speakers: Marc Leibowitz, Johnson & Johnson Jeremy King, CTO, Walmart Labs Christine Landry, Group Chief Executive, Consumer and Industrials, Conduent Cathy Polinsky, CTO, Stitch Fix Lt. General Nadja Y. West, Surgeon General, U.S. Army Moderator: Ellen McGirt, Senior Editor, Fortune Photograph by Fortune Brainstorm TechStuart Isett Stuart Isett

Change is hard, especially if it involves the digital overhaul of a sprawling organization. That was a point on which five digital transformation experts from diverse backgrounds—including health care, retail and the U.S military—all agreed during a Fortune Brainstorm Tech panel led by senior editor Ellen McGirt in Aspen, Colo. on Tuesday.

Asked to describe, in a word, what it takes to pull off a successful digital transformation, each expert cited a different attribute: transparency, empathy, open-mindedness, leadership and adaptability. But all concurred the task was daunting.

Jeremy King, chief technology officer at Walmart Labs, said he chose “adaptability” because, in his experience, the survival rate for senior leaders in big companies committed to digital transformation is “shockingly low,” often lower than 30%.

According to Marc Leibowitz, patience also is another key virtue. Leibowitz, who joined Johnson & Johnson as global head of digital after stints at Google and DropBox, recalled that he began with a Silicon Valley-style transformation plan that called for measurable performance deliverables within six months. His boss, J&J’s worldwide chairman Sandra Peterson, counseled him to “think of this as a 5 to 7 year journey,” said Leibowtiz.

“I have been surprised at how challenging it is to take a very large company and get it to think about the needs of the end-user,” he added.

Lt. General Nadja West, surgeon general of the U.S. Army, described the challenges she faced creating a single, digital system that could document the health needs of millions of U.S. military personal. The solution, which needed to span service branches and work in 180 different countries, had to be secure, interoperable and “longitudinal,” meaning that it followed beneficiaries from moment they joined the military through deployment, treatment and beyond.

Transforming the military’s digital system meant changing the work flow, and even shaking up its culture. And for West, a key part of the solution was getting doctors to think of themselves as leaders and change agents, not just physicians.

At Walmart, transformation required a corporate reorganization. For years, the retail giant had separate digital teams for stores and e-commerce, a distinction that meant nothing to customers and became increasingly unwieldy as Walmart decided to make e-commerce a priority. The solution was a reshuffle that created one team to focus on internal IT systems, and another, led by King, to focus on the customer on the retail side.

King stressed the importance of getting everyone to use the same technology tools. “All of our stuff needs to be on GitHub and Slack,” he said. “Click of a button—here’s what these ten guys are working on… It made a huge difference for the culture of company.”

Cathy Polinsky, chief technology officer at online fashion retailer Stitch Fix, urged hiring for diversity from the beginning. Stitch Fix has doubled the size of its digital team in just one year. “When you are scaling that fast you need to start on diversity at an early stage.”

About the Author
By Clay ChandlerExecutive Editor, Asia

Clay Chandler is executive editor, Asia, at Fortune.

See full bioRight Arrow Button Icon

Latest in Tech

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 Tech

A chip research center site operations manager stands next to a window overlooking the facility.
EnvironmentData centers
Data centers are so hot, their ‘heat island’ effect is raising temperatures up to 6 miles away and impacting 343 million people worldwide, study finds
By Sasha RogelbergApril 1, 2026
1 hour ago
How AI will make your Shake Shack order even faster
NewslettersCIO Intelligence
How AI will make your Shake Shack order even faster
By John KellApril 1, 2026
2 hours ago
One humanoid robot handing shaking hands with another humanoid robotic hand. One robot on the left is lighter metal colored than the one on the right.
AIAI agents
AI models will secretly scheme to protect other AI models from being shut down, researchers find
By Jeremy KahnApril 1, 2026
2 hours ago
receipts
EconomyFederal Reserve
‘Inflationary surge’: Fed economists warn AI hype is overheating the economy whether or not the technology ever delivers
By Jake AngeloApril 1, 2026
3 hours ago
AI
AIProductivity
AI is saving workers up to an hour a day—but Goldman Sachs says 80% of companies aren’t using it yet
By Nick LichtenbergApril 1, 2026
3 hours ago
Nvidia CEO Jensen Huang
SuccessJobs
Nvidia CEO Jensen Huang’s advice to workers scared of AI: You’re just confusing your job with the tools you use to do it
By Emma BurleighApril 1, 2026
3 hours ago

Most Popular

Jerome Powell says the $39 trillion national debt is ‘not unsustainable,’ but warns the trajectory ‘will not end well’
Economy
Jerome Powell says the $39 trillion national debt is ‘not unsustainable,’ but warns the trajectory ‘will not end well’
By Fortune EditorsMarch 30, 2026
2 days ago
Markets cheer as Trump threatens to abandon Iran war, but Jamie Dimon sides with allies: ‘Win this thing and clean up the straits’
Energy
Markets cheer as Trump threatens to abandon Iran war, but Jamie Dimon sides with allies: ‘Win this thing and clean up the straits’
By Fortune EditorsMarch 31, 2026
1 day ago
Kevin O'Leary says if you earn $68,000 a year and follow this rule, you'll retire a millionaire
Personal Finance
Kevin O'Leary says if you earn $68,000 a year and follow this rule, you'll retire a millionaire
By Fortune EditorsMarch 31, 2026
1 day ago
A man used AI to call 3,000 Irish bartenders to track the cost of Guinness. Now pubs are lowering their prices to compete
AI
A man used AI to call 3,000 Irish bartenders to track the cost of Guinness. Now pubs are lowering their prices to compete
By Fortune EditorsMarch 30, 2026
2 days ago
Two-thirds of parents say their adult Gen Z kids still rely on them financially  for support—even though it's putting them under strain
Success
Two-thirds of parents say their adult Gen Z kids still rely on them financially  for support—even though it's putting them under strain
By Fortune EditorsMarch 31, 2026
1 day ago
Hiring just hit a level not seen since the economy was ‘closed down literally’ during COVID, top economist says
Economy
Hiring just hit a level not seen since the economy was ‘closed down literally’ during COVID, top economist says
By Fortune EditorsMarch 31, 2026
1 day 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.