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How Amazon and Walmart could also be disrupted by ChatGPT and Perplexity
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How Amazon and Walmart could also be disrupted by ChatGPT and Perplexity

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Last updated: June 27, 2025 9:25 pm
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Published: June 27, 2025
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Scot Wingo is aware of a factor or two about e-commerce disruption. A dozen years in the past, the longtime entrepreneur rode an earlier on-line purchasing growth to an IPO for one in every of his earlier software program firms, ChannelAdvisor.

Now, he’s onto one other e-commerce wager for the AI age after spending a lot of the previous decade launching and working an on-demand automobile service enterprise. His new firm, ReFiBuy (an abbreviation of analysis, discover, purchase),  goals to construct software program that helps shopper manufacturers and retailers navigate a brand new on-line world the place AI purchasing brokers make purchases as regularly as human prospects do. 

Fortune lately caught up with Wingo to debate how generative AI and AI brokers are disrupting on-line purchasing, and the way e-commerce powerhouses could also be impacted by this second. Not surprisingly, as somebody making an attempt to construct an enormous new enterprise within the area, Wingo is maybe extra bullish than many about how quickly and severely new AI purchasing instruments could disrupt current e-commerce giants and legacy retailers alike. The interview has been edited for size and readability.

Fortune: What did you see happening in e-commerce that made you need to get again into it? 

Scott Wingo: The LLM firms [like ChatGPT, or Perplexity] are getting shopper consideration, so that they’re getting shopper distribution. And once you get that shopper distribution, you must work out, how do I monetize it? It’s develop into fairly obvious to me – particularly when Perplexity launched their first [shopping feature] – that this was going to be the following massive wave of e-commerce, and I couldn’t miss that. I really feel like my workforce and I’ve a novel view being subject material consultants and seeing how e-commerce has been achieved to this point – the nice and the unhealthy of it.

What’s the “unhealthy” you might be referencing?

If you happen to have a look at e-commerce within the U.S., the expansion degree has actually slowed down, proper? Relying on which numbers you have a look at and what you rely, we’ve settled in someplace between 15% and 20% of general retail gross sales comes from e-commerce, and that’s been a fairly regular quantity.

However in the event you have a look at different nations, that quantity feels fallacious. You have a look at Europe and that quantity is approach greater. And Asia is approach off the charts greater. So why is that? And I believe it’s as a result of our consumer experiences have actually stalemated or gone stagnant. You’re an enormous Amazon follower, as am I, however one thing has occurred the place they’ve completely stopped innovating on retail and have simply began cash-cowing it.

Because you talked about Amazon, how do you see it being affected on this new world?

In order that they’ve bought the retail enterprise, a [third-party seller] market, and advertisements. 

The advert layer in my thoughts doesn’t add worth to the patron expertise. So think about a world the place somebody builds [an AI experience] on high of Amazon and nobody’s utilizing the Amazon entrance finish anymore – they’re beginning with an AI chat or agent. Amazon’s only a backend now, so people aren’t seeing these product advertisements on Amazon. So there goes $60 billion of revenue margin principally. That’s drawback No. 1.

Drawback No. 2 is now you’re simply the backend for a distinct entrance finish [like ChatGPT or Perplexity], and sooner or later you’re gonna must pay a tax [to the AI company], since you may get switched out. So Amazon hates paying a tax. They’re the tax collector, proper? So there’s gonna be a combat for who’s the tax collector. In order that’s gonna be attention-grabbing. 

Then I believe the third factor is, if I’m ChatGPT or [OpenAI CEO] Sam Altman, what if I solely charged a 5% take price to sellers to record their merchandise (vs 12% to fifteen% for a lot of classes on Amazon)? “You may maintain your merchandise listed on Amazon, however we’d additionally love them to be listed with us too. And since we’re cheaper, would you think about providing a lower cost?” A model like Dyson [might] not take that deal, however the small enterprise vendor is possibly going to take that provide. 

So there’s a approach you possibly can actually assault Amazon by eliminating the advert enterprise shortly, which might be fairly detrimental. After which I believe you possibly can chew away at an enormous chunk of {the marketplace} enterprise. And people are the 2 – AWS apart – revenue facilities of the corporate.

If you discuss somebody constructing on high of Amazon, you’re speaking about AI serps or purchasing brokers that develop into the place to begin for extra prospects for on-line purchasing. How will you or I seek for merchandise or store otherwise via AI purchasing brokers than we do at this time?

So first, it’ll be multimedia – it could possibly be voice, typed, or no matter you need it to be. I believe we’ll gravitate to voice as a result of it’s gonna get actually good. 

You’ll have this dialog with what will probably be your private assistant, and it’s gonna be doing all the pieces for you. So that you’ll be having a dialog with it about your calendar, and it’s going to let you know, “Bear in mind you bought this dinner tonight, and Bob’s going to be sitting to your left, and he’s the CTO of this firm and bear in mind you’ve gotten this story arising about his firm.” It’s principally going to develop into a sophisticated assistant for you. 

After which it’ll say, “By the way in which, can I’ve a fast dialog with you in regards to the issues you want to replenish?” And also you’ll say, “Positive.” It’s like, “Effectively, I bought the bathroom paper coming in on this present day, the milk on this present day, do you approve?” And also you’ll say, “Positive.” Otherwise you’ll simply belief it a lot it’ll simply order it. That’s how the fundamentals will occur. It’ll simply be a fast dialog otherwise you simply set it to autopilot.

And on the again finish, who’s concerned there? 

Possibly it’s Amazon. Possibly it’s Walmart. The agent or assistant will determine that for you. You’ll give it parameters, possibly on worth or comfort. So the worth could be, “I don’t care the place the milk comes from, so long as it’s beneath X bucks a gallon and it’s 2%.”

Then it will get actually bizarre, as a result of now the brokers may run little auctions and be speaking to one another and saying, “I’ve bought this massive replenish order, who desires it?” 

On the comfort facet, you’re shopping for one thing new, and it’s a thought of buy – say, you need to spend 150 bucks on a pickleball paddle. And it’ll know the suitable inquiries to ask you and counsel the attributes you want to discover. And possibly you’re like, “I would like it in two days, and I must pay with [the Buy Now, Pay Later option] Affirm.” 

How a lot can Amazon’s new AI options like its Rufus AI purchasing assistant assist its battle?

They’re good efforts, however I imagine ChatGPT goes to be higher. A part of it’s that Rufus can’t be so good that you just don’t want [Amazon’s product search] promoting. For Rufus to enhance dramatically, it virtually has to interchange the present search expertise on Amazon. And that’s a chasm Amazon’s not going to cross as a result of that may kill $60 billion of promoting income that’s basically pure revenue margin.

Do you get any sense from the conversations you’re having that Amazon or Walmart are conscious of the dimensions of the menace, not less than as you see it?

I haven’t had conversations with Amazon, however Walmart individuals have very publicly stated we’re going to take a really open method to purchasing brokers and welcome them. In a approach, that’s sensible as a result of they’re a challenger to Amazon, and I don’t suppose they’ve something to lose. It is a probability for them to degree the enjoying area and sort of catch as much as Amazon. They’re okay in the event that they’re not the entrance finish for all these transactions, as a result of additionally they have the shops and quite a lot of their on-line orders get picked up within the retailer, so not less than they’ll have shopper interplay at that layer.

What are your high one or two messages to retailers or manufacturers on how their operations want to vary, or what they should be doing otherwise than they’re doing now?

So the sincere reply is, we expect that is simply the beginning, and it’s going to be unhealthy, and what you must do is embrace these agentic methods, and your information is just not prepared for it. 

There’s a pair swimming pools of knowledge that we now have within the retail world, and so they’re all probably not prepared for brokers. So there’s no commonplace for product catalogs. That is what I lived at ChannelAdvisor – everybody would ship us their product catalog, and so they had been a scorching mess. 

Decide any class and everybody has totally different attributes (traits or particulars describing a chunk of merchandise) for each product, and so they use totally different terminology. Let’s say a gold commonplace for a GoPro 10 had 200 attributes. Any given retailer could solely have 20 of these. Possibly in the event you’re Amazon and Walmart, you’ve gotten 50 of these attributes. 

However the agentic engines want extra content material and context. The common product search could embody 4 phrases, however AI queries or chats are like 15 to twenty phrases. To bridge these items, we need to assist retailers have a look at their information, consider it, and sort of say, right here’s the place you’re doing okay, and right here’s the place you’re not, right here’s the place you’re ready, and right here’s the place you’re tremendous unprepared. After which we’ll have capabilities to go and assist. 

How briskly is that this all going to occur in your view?

I began occupied with this concept and speaking to individuals in This fall 2024, however during the last 30 days, it’s gone from sort of attention-grabbing for actually giant multi-billion-dollar retailers to “I get strain from all sides to determine this out.” So there’s board degree strain. There’s quite a lot of that. However what they’re actually seeing is the distribution of inbound visitors is altering very dramatically, in a short time. In Might, it began in e-commerce and persons are behind the scenes, hair on hearth, freaking out about it.

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