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Inside the key historical past of Walmart’s innovator’s dilemma and its decades-long highway to e-commerce success

Editorial Board
Editorial Board Published May 17, 2025
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Inside the key historical past of Walmart’s innovator’s dilemma and its decades-long highway to e-commerce success
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Inside the key historical past of Walmart’s innovator’s dilemma and its decades-long highway to e-commerce success

On a summer time day in 1998, a longtime Walmart know-how worker named Robert Davis marched to the workplace of then-CEO David Glass with a request that he now believes might have altered the way forward for the retail trade.

Contents
Walmart turns an e-commerce nookThe innovator’s dilemma 

On the time, Davis had been main a small progressive staff inside Walmart that had been efficiently experimenting with promoting merchandise on-line since 1993. Davis believed that Walmart had the know-how, logistics, and merchandising prowess to guide on this burgeoning house, however he wanted buy-in from division leaders to efficiently develop the net buying enterprise. 

“What I wanted David to do was convene the troops and say, ‘We gotta figure this out,’” Davis informed me a number of years in the past once I interviewed him for my 2023 e-book Winner Sells All: Amazon, Walmart, and the Battle for Our Wallets.

In his telling, then-CEO Glass, who died in 2020 on the age of 84, denied his request and predicted that Walmart’s on-line retailer would by no means register extra annual gross sales than the biggest location of Sam’s Membership, a Walmart subsidiary. It was a scarcity of religion in the way forward for e-commerce that haunted Davis for years. 

“I’ll take it to my grave how big of a mistake it was and how impactful it would have been to retail if we had done what I was advocating,” he informed me.

Fearing that Walmart was making a deadly error, Davis quickly adopted another high firm leaders to Amazon, the place he would work for greater than a dozen years earlier than retiring to a log cabin deep within the woods of Washington state. With Davis’ departure, Walmart’s e-commerce efforts went dormant.

Davis’ failed try to persuade Glass of the facility of on-line retail immediately popped into my head on Thursday when Walmart introduced that its e-commerce division had turned a quarterly revenue for the primary time, greater than 30 years after he and a small staff of Walmart colleagues started tinkering with a brand new gross sales channel for hawking merchandise to clients. 

Walmart turns an e-commerce nook

On a name with Wall Road analysts on Thursday, Walmart executives rattled off causes for lastly getting over the e-commerce profitability hump. Extra on-line clients can really make deliveries cheaper, CFO John Rainey mentioned: “[T]hink about the opportunity to deliver a package to five houses on a street versus one house on a street. And so as we grow, we continue to spread those costs over more volume.” 

Provide chain efficiencies have additionally introduced down prices. And a 3rd of Walmart’s on-line clients have been keen to pay a payment for specific supply speeds as an alternative of anticipating the perk without spending a dime. Walmart additionally fulfills increasingly on-line orders out of its native shops as an alternative of distant warehouses, which is usually a cheaper means of promoting. It’s even one which Amazon executives lengthy feared within the earlier days of the net buying increase due to Walmart shops’ proximity to giant swaths of the U.S. inhabitants.

And crucially, Walmart has ramped up internet advertising and information enterprise traces lately. These are included within the e-commerce division’s monetary outcomes and organically carry a lot larger revenue margins than the enterprise of packing and transport pet food and deodorant.

All of those current developments, nonetheless, can’t erase the what-ifs of a long time of principally self-inflicted e-commerce ineptitude. In giant swaths of the 2000s and 2010s, key Walmart leaders have been laser-focused on e-commerce profitability when many believed they need to have been extra involved about investing in e-commerce progress as an alternative. That perspective is why Walmart.com leaders within the mid-2000s have been flabbergasted after they started listening to Amazon earnings calls. 

“We’re like, ‘Wow, $2.5 billion that they’re going to invest in one quarter, and we’re getting jammed up about…losing $20 million,” a former government informed me in 2022 throughout an interview for my e-book.

The innovator’s dilemma 

Walmart’s innovator’s dilemma raged contained in the retail behemoth’s Bentonville dwelling workplace for a few years, with high executives fearing the cannibalization of their worthwhile, well-oiled, brick-and-mortar machine by the cash-needy on-line retailing operation. 

These fears performed a job in what now looks as if the inexplicable slowness of using Walmart supercenters as mini-warehouses that would additionally fulfill on-line orders—what has now develop into a key avenue to bringing down e-commerce transport prices and  supply speeds that may really beat Amazon. 

To make sure, the corporate and CEO Doug McMillon did ultimately make a concerted effort to prioritize e-commerce, like when it acquired Jet.com—however actually its CEO, the serial entrepreneur Marc Lore—for $3.3 billion in 2016.  

Lore’s heavy spending on new e-commerce service launches and startup acquisitions helped change the narrative of Walmart as a digital dinosaur, nevertheless it additionally rankled longtime retailer leaders whose enterprise line and bonuses have been negatively impacted by steep e-commerce losses. These executives quietly performed a extra essential function in Walmart’s fast-growing on-line grocery enterprise than some press and analysts appeared to know. Lore’s large compensation package deal, plus the worth tag of the Jet acquisition, didn’t assist. Former Walmart US CEO Greg Foran sometimes referred to Lore as “the $3 billion man” in conversations with colleagues. It wasn’t a praise. 

In the end, it was the COVID pandemic—and the skyrocketing demand for on-line buying it incited—that ended up forcing Walmart to go all in on using its large retailer footprint to spice up e-commerce. 

“Literally over a period of like three or four weeks, we started being able to ship out of 2,500 stores because we had to,” Walmart’s former provide chain chief Greg Smith informed me in a 2022 e-book interview.
Walmart is lastly having fun with worthwhile e-commerce success. However the highway it took to get there ought to function a cautionary story for others concerning the risks of the innovator’s dilemma, and pitfalls of institutional consolation allowed to fester for much too lengthy.

This story was initially featured on Fortune.com

TAGGED:decadeslongDilemmaEcommerceHistoryInnovatorsRoadSecretSuccessWalmarts
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