Ep 644: 77% of AI Shoppers Want a Recommendation: Phillip Jackson on the New Bottom of the Funnel

7 Sep 2026 · 50 min · 27 chapters

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In short

How AI changes the “bottom of the funnel” in e-commerce—especially agentic shopping/recommendations—while brands must preserve authenticity and “proof of work” (human effort, patina, provenance) as culture increasingly forms through commerce.

Guest

Phillip Jackson, co-founder and CEO of Future Commerce. Background: 20–23 years in e-commerce; early engineer building e-commerce software (1999–2007/8); later strategy/agency work at Something Digital (Magento/Adobe Partners, early Shopify Plus Partner). Known for retail/D2C cultural theses.

Key claims

  1. AI copy feels “devoid of life”; audiences develop a “sixth sense” for handwritten vs AI text.
  2. 2026 is “autonomy and sovereignty”: consumers want independence, not constant brand personalization.
  3. 77% of shoppers want AI to only recommend; they convert more (3x) but buy smaller baskets (about half).
  4. Funnel logic collapses into channel-specific “modes,” with more PDP friction/story needed for answer-engine inbound.

Notable examples

Nike’s decline tied to losing its sport audience; Doc Martens selling broken-in shoes and museum-like provenance; Stripe’s “Stripe City” physical-scale BFCM tracker; Apple TV logo recreated physically; patina/proof-of-work parallels (broken-in Docs, lines for BTS merch, Pope merch spikes).

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

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Guest Introduction: Phillip Jackson

0:51 to 1:52

Introduction of Phillip Jackson, co-founder and CEO of Future Commerce.

“Just a quick gut check for brand owners and media buyers.”

Guest Introduction: Phillip Jackson

2:01 to 2:30

Introduction of Phillip Jackson, co-founder and CEO of Future Commerce.

“You are the co-founder and CEO of Future Commerce, and I think you're one of the sharpest cultural observers of retail and D2C out there.”

Commerce as Culture

2:30 to 3:02

Discussion on how commerce shapes culture and the role of brands in this dynamic.

“It's been, yeah, I ran into you at Shop Talk this year.”

Personal Experience in E-commerce

3:02 to 5:14

Phillip shares his 20+ years of e-commerce experience and the evolution of the industry.

“Well, let me, it comes from actually 20 to 23 years of actual practical experience in the e-commerce ecosystem.”

The Impact of Buying Habits

5:14 to 5:58

Exploration of how consumer buying habits reflect cultural identity.

“but most of the time we live and die and succeed by how well we understand culture and whether we can get out in front of it.”

Co-opting vs. Cooperating with Culture

5:58 to 7:09

A nuanced discussion on brands' engagement with cultural trends—co-opting versus collaborating.

“I did a podcast recently and the guest talked about this idea of co-opting, co-opting culture versus cooperating culture.”

Navigating Cultural Moments

7:09 to 8:06

Phillip discusses the importance of timing and authenticity in brand messaging.

“People just want to be part of something that's happening in the media because we have no more monocultural moments left, right?”

The Concept of 'Ma' in Branding

8:06 to 9:10

Introduction of the Japanese concept of 'ma' and its relevance to branding and consumer expectations.

“and what place you play in the society of brand.”

Nike's Cultural Relevance and Challenges

9:10 to 10:22

A critical look at Nike's decline and its shift away from its core audience.

“And then the culture decided that we're over it, right?”

The Future of Sports Branding

10:22 to 14:03

Discussion on the future for brands in the sports sector and their cultural significance.

“to hear from their brands all the time, I think is a dramatic mistake.”
Show all 27 chapters

Investing in Sports Culture

14:03 to 14:32

Learn how brands are engaging with sports culture and its impact on retail.

“and sport is having a moment in the culture and they really need to understand that a little deeper.”

The Rise of Streetwear and Collaborations

14:32 to 15:38

Explore the influence of streetwear collaborations on brand value and market dynamics.

“The drop model itself is something we've written a lot about.”

Cultural Value of Scarcity

15:38 to 16:46

Discuss the rise of collector culture and the impact of scarcity on value in marketplaces.

“It's called Commerce Has a Humiliation Fetish.”

Shifting Object of Desire

16:46 to 17:48

Understand the changing nature of desirable objects in culture and consumerism.

“the participation of like footwear brands and trying to get a foothold, pardon the pun, but trying to grab some part of that value in that exchange in the marketplace.”

The Economics of Merchandise

17:48 to 19:59

Examine the financial dynamics of merchandise tied to cultural moments and nostalgia.

“I was actually, I was online yesterday and I was looking, I saw just, I just saw in a video of someone wearing an Apex twin shirt and I love Apex twin.”

Proof of Work in Consumer Culture

19:59 to 22:47

Learn about the idea of 'proof of work' in consumer goods and the implications for retail.

“If only you could have predicted such a thing.”

Proof of Work in Consumer Culture

22:51 to 23:12

Learn about the idea of 'proof of work' in consumer goods and the implications for retail.

“And if you've ever run holiday ads, you know that it's the most expensive quarter of the year to advertise, and budgets get tight real fast.”

Proof of Work in Consumer Culture

23:16 to 23:37

Learn about the idea of 'proof of work' in consumer goods and the implications for retail.

“Even if you're not the winner, every eligible brand that enters gets$500 in matched ad credits.”

AI and Authenticity in Branding

23:37 to 28:00

Explore the tension between AI-generated content and authenticity in consumer engagement.

“It is a real like a collision of moments right now for brands where it's never been easier to produce sort of like really shiny polished assets at the click of a button and a ramble into a microphone, essentially.”

The Changing Landscape of AI in Marketing

28:00 to 29:50

Explore how AI is reshaping user experience and marketing practices.

“Although everything's sort of looking the same with AI, it all sort of has this sort of samey, samey feel and samey, samey sound.”

The Importance of Human Artifacts in Branding

29:50 to 31:30

Learn how brands leverage human effort and storytelling in product presentation.

“of that because it's the thing that will actually stand out in a world that's automated.”

Consumer Behavior and AI Recommendations

31:30 to 33:50

Discover how AI influences consumer purchasing decisions and shopping behavior.

“purchase decision now based on what their, what their models tell them.”

The Evolving Nature of Sales Funnels

33:50 to 36:20

Understand the dynamic nature of sales funnels in the context of modern e-commerce.

“That to me means also they're landing on a more often than not on a product detail page.”

The Collision of E-commerce and Traditional Advertising

36:20 to 39:40

Examine the integration of e-commerce with traditional advertising strategies and platforms.

“is we behave extremely erratically dependent on the channel in which we're purchasing.”

Insights from the Cannes Advertising Festival

39:40 to 42:02

Gain insights from the Cannes Lions Festival and its impact on retail media.

“And then, you know, DTC had this big moment, especially post-pandemic.”

The Shift Towards Consumer Sovereignty

42:02 to 48:56

Explore the evolving dynamics of consumer trust and autonomy in the digital age.

“You have a community that would, that would turn out most likely.”

The Shift Towards Consumer Sovereignty

49:47 to 50:12

Explore the evolving dynamics of consumer trust and autonomy in the digital age.

“Holiday starts early on Walmart Marketplace.”
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Transcript

Automatic transcript. May contain errors.

0:00Phillip Jackson:In the Western world, the way we experience culture is through what we buy. The brands who create commerce create culture. We're developing like a sixth sense now. In this shift to AI, we're starting to develop a sixth sense as to something that was handwritten copy versus AI copy. There's something really devoid of life that's coming out of AI-generated copy. This is the year of autonomy and sovereignty. As businesses become more automated and we're doing more with less and we're trying to do exponentially more, we expect that we have this more personalized relationship with the consumer. And therefore, as we have better personalization, we'll have a better, deeper relationship with the consumer.

0:37Phillip Jackson:I think that might be fundamentally at odds with the sovereign individual.

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2:01Phillip Jackson:Phil, welcome to the D2C podcast. You are the co-founder and CEO of Future Commerce, and I think you're one of the sharpest cultural observers of retail and D2C out there. You came up as an engineer, and now you turn what you see across retail into big picture theses about where brands and buying are going. Welcome to the D2C podcast. Oh, thank you so much. Oh, you do me too much honor. It's a pleasure to be here. And I've been, obviously, I've been subscribed to the show for years and years and years. So it's long overdue. It's been, yeah, I ran into you at Shop Talk this year. And we sat for half an hour and had a really epic chat about some of our philosophical underpinnings of media theory, which I thought was pretty real nerd slinging fest.

2:45Phillip Jackson:It was great. Yeah. Unfortunately, we subject a lot of our audience to that. It doesn't get the highest engagement. But the people that appreciate it definitely appreciate that. So your whole thesis or one of your main theses is that commerce is culture. Can you describe for the DTC audience what you mean by that? Well, let me, it comes from actually 20 to 23 years of actual practical experience in the e-commerce ecosystem. Some of that was spent in the early aughts from about 1999, 2007 or 8, building software and architecture and teams that built software and architecture in the e-commerce ecosystem.

3:26Phillip Jackson:Now, we wouldn't have called it D2C back then. It was effectively what it was, but they were like digitally native vertical brands. We did everything in-house, you know, media buying, supply chain fulfillment, what have you. And then it became very much an Amazon era and then cloud platform era. The job started to change, but that was my early experience. A lot of those conversations in those days were getting online, but that's because a lot of it was sort of like arbitrage opportunity, but a lot of the internal conversations were like we needed to capture the online culture. The people who are online were going to be transacting.

4:00Phillip Jackson:And then when the world sort of started to change with social media, we were chasing trends, right? And so it was how do we either create virality or how do we chase virality? And then I left the e-commerce, like the brand side world, and I moved to the agency world because I was tired of hiring agencies that didn't know what they were doing. And then I had to pay them to teach them how to do their jobs. And I did an agency stint for about 10 years with a company called Something Digital who were Magento and then Adobe Partners and the first Shopify Plus Partners in the world. And I observed when I took on a strategy role that pretty much every conversation that I had, whether it was in C-suite or the boardroom, was some facet of shaping or creating culture or understanding and synthesizing culture.

4:49Phillip Jackson:And so when it came to creating media about the work that we were doing, I sort of distilled all of my experience down to pretty much every conversation I have ever had, whether it was internal to the business, whether it was a QA person that I was talking to or a developer I was talking to or a developer ecosystem that I was creating content for or someone in the boardroom. It really just came down to a function of understanding culture better. And we sometimes did that through trying to apply technology, but most of the time we live and die and succeed by how well we understand culture and whether we can get out in front of it.

5:25Phillip Jackson:So yeah, and in the Western world, the way we experience culture is through what we buy. Whether that's a good thing or bad thing, I think is not a value judgment, it just is true. And so the brands who create commerce create culture. And that's what we examine at Future Commerce through our media. I had a teacher in grade 11 tell me, he's like, now more than ever, you are what you eat. And I thought, I think he meant that on a number of levels. He was a very deep philosophical guy, but I think it definitely is true. Well, you are what you buy or what you buy is what you become. What you consume, right?

5:58Phillip Jackson:For sure. I did a podcast recently and the guest talked about this idea of co-opting, co-opting culture versus cooperating culture. And so when you talk about trying to leverage culture or have that be part of how you think about commerce, do you find that there's a fine line between sort of like co-opting it? Because I feel like customers are savvier than ever when it comes to like authenticity and your ability to actually feel like you're actually adding or collaborating with the culture versus co-opting it. Yeah, I do feel like when we're co-opting, it's often used in a derogatory sense, like print derogatory.

6:36Phillip Jackson:And it comes off as like, you know, Steve Buscemi, how do you do fellow kids? Like what we're trying to do is we're trying to tag on to something that is not native to our brand or not native to who we are or our expression of our brand within our brand's target audience's expression of culture. And so what we're doing is we're just in the same way that we saw a deluge most recently. This will fix us in time, this conversation, but the deluge of the Empire State Building climbers and everybody who tagged on to creating their version of AI on the flag that they unfurled. right? People just want to be part of something that's happening in the media because we have no more monocultural moments left, right?

7:26Phillip Jackson:To me, that is co-opting, but also it shows that you have very little in the way of creativity and it shows that you have very little in the way of your own perspective on what is defining and what is unique about your message in the world. you have to wait for the world to define a message for you to jump onto it. And so that's, I think the word co-opt is probably apt, but I don't think that every brand can be uniquely carving out a space in culture. We actually need a lot of brands that just ride along with the cultural current. So I think it behooves us to understand who you are and what place you play in the society of brand.

8:10And it would be a mistake for a brand to think that like Like your customers need you to chime in on every cultural moment that's happening, right? You really have to pick your spots, I think.

8:20Phillip Jackson:I'll take it a step further. We have forgotten. If it's true that we should be in it for the long haul and, you know, there's a world where your brand could last for 30, 50, 100 years, which, you know, according to Jeff Bezos, that's really only reserved for, you know, liquor. And it's a very small category of companies that can last for that long. If your brand is meant to last for that long, then there are periods of gestation and periods of hibernation that you'll go through and times where you'll be fat and times where you'll be lean. And I kind of think of it, we were talking about media theory.

8:58Phillip Jackson:I kind of think about it as sort of like the Japanese filmmaker concept of ma. We need respite. Brands will never do this by default, by the way. Customers impose this upon them. Culture imposes this upon them. It's happening to Nike, by the way. Nike was on fire in the culture. It was everywhere. Jordan ones were on everybody. I'm wearing threes right now. And then the culture decided that we're over it, right? And they moved on to Sambas. Before that, Nike didn't have as much cultural heat, right? We go through moments where you can chalk it up and say that they did everything right for a spell.

9:34Phillip Jackson:And you can say that they overplayed their hand and that's what caused us to get over it. But I do think that there is this concept of ma where you'll see it in a kung fu cinema, where just before the big battle, they'll show like rain falling, right? You'll see this in Hayao Miyazaki films, right? And anime, Spirited Away, or you can't just bang on and keep moving to more and higher and higher and higher and higher emotional heights. You need ma, you need a respite, you need a break, because otherwise you can't experience emotional elation. You can't experience the height and the high without having the exact emotional opposite.

10:13Phillip Jackson:We need the break before you have the emotional climax. And we experience the same relationship with brand. We have the same relationship. We need a break sometimes. So for us to believe that people want to hear from their brands all the time, I think is a dramatic mistake. And in that way, we shouldn't be participating in every single social movement, every single cultural moment. We should be waiting We should be in hibernation waiting to come out when it's, oh, no, this is my moment. This is when I should be weighing in. And it should come with extreme conviction. And I think that before the age of the dashboard, before we could measure everything, we had better intuition about it.

10:49I like that you bring up Nike, actually. We just reported in the newsletter the other day about their sort of double-digit quarterly decline in sales that they're experiencing. This coincided with me. I actually bought two pairs of Nikes this year, some nice P6000s. But then I also bought swooshless Nikes. I bought for the first time, I bought swooshless Jordans. And I thought that was a really cool like metaphor maybe for the challenges they're experiencing, where it's like the swoosh is their icon in so many ways. And if I'm buying, what am I buying swooshless Nikes for, you know?

11:18Phillip Jackson:What is even in the point? Exactly. They're just, well, they're Jordans. I've never had Jordans before. I didn't want a big gaudy thing. I just want a nice, simple, like, I guess I could have just bought like Allbirds or something, right? I don't know. What do you make of the decline of Nike overall? I guess there's a number of reasons for it. It's their overcommit, I hate to say it, but it's their overcommitment to DTC and their move away from some of their retail partners, I think is one of the reasons I read for it. What are some other, because it's like the other shoe, like New Balance has seen big growth.

11:46Adidas has seen big growth, I guess, with the Samba. What do you chalk up Nike's sort of consistent decline to these days?

11:53Phillip Jackson:So full transparency, you know, we're partners and media partners with Nike. and I have a little bit of insight into some of the turnaround efforts. And I do think that their current perspective now is to double down on the culture of sport. And I do think that you have clued into something that I think that maybe Nike got away from for a long, long time as that it tried to pivot into things like streetwear and style, right? And as it moved into more owned channels for DTC, they forgot who their original audience was, which was people that are passionate about sport, right? Nike's running and commitment to running is what made them iconic to a whole generation of runners, right?

12:40Phillip Jackson:It is the foundational story of Nike. I don't know if you read Shoe Dog. To move away from that and its commitment to running as a sport and basically abdicate it and allow players like On to come into retail and allow Hoka to grab such a foothold in retail because they wanted to have owned channels is probably one of the bigger strategic mistakes. And a lot of ink has been spilled on things like that. But I do think that it has allowed an entire ecosystem of runners to have what they probably wanted for a long time anyway, which is a world of choice. And there's more people that are running and there's more people that are doing running like running adjacent activities these days.

13:26Phillip Jackson:You know, run clubs are extremely popular. and there's probably a lot more dollars available from a lot more upstarts in all of those categories because of the plurality of competition now. I think competition actually breeds innovation, right? And so we need more of that. We need more folks to come in and get the incumbents off their duffs. So I think it's actually better for the consumer overall. We probably shouldn't feel too badly for global incumbent brands who are very recognizable, right? Like, they're going to be just fine, probably. But again, it's like everything kind of has to come in waves.

14:03Phillip Jackson:And so seeing them invest in football, for instance, seeing them in soccer, and their commitment to the World Cup and their technology and their innovation and technology and how much they're really working on, say, like retail and retail partners for that really shows that they are understanding that, like, I think sport is really where it is. and sport is having a moment in the culture and they really need to understand that a little deeper. Is it going to get right back to where it was overnight? Yeah, probably not. I think back to like the whole streetwear push too, with, with brands like Adidas and New Balance, I think they did such a good job of like bringing in other like art directors, like Virgil Abloh or, you know, other people like that where, so by giving control of the brand a little bit to these really authentic players in that streetwear space, I feel like these other challenger brands were able to gain a bit of a foothold well let's think about too where the long tail of um of value has accrued in the in that ecosystem is like collectors and collector marketplaces are areas where there's a tremendous amount of like secondary market value that you could probably blame the original manufacturers on having helped to create Think about the negative press that was generated around the control of the supply that helps to create the frenzy in the demand that helps to support the secondary value in the marketplace.

15:26Phillip Jackson:The drop model itself is something we've written a lot about. We actually have a piece over on Future Commerce where a contributor of ours, Angelica Frey, who has a way with words. She had a piece. I'll actually drop the name of it here. It's called Commerce Has a Humiliation Fetish. basically the idea is uh things like the drop model line culture like standing in line for all kinds of you name inane things like i don't know pizza cookies yeah cookies bagels right like uh looking at how people like are humiliating themselves getting into fistfights over plastic watches at swatch swatch watches yeah right we're we're in a very strange time in the culture where the there's a performative nature to our it's not having the object it's being seen having the object and that is worth more than the object and its secondary market value by far and so we have we get a lot of social we perceive that we receive a lot of social value especially in a content economy that there's something to be gained out of that and you could probably say that a lot of this stems back to like pre-2020 streetwear culture, like Supreme, and then how Nike kind of partners with the streetwear vendors.

16:43Phillip Jackson:All of that's kind of gone now though. And I think that the participation of like footwear brands and trying to get a foothold, pardon the pun, but trying to grab some part of that value in that exchange in the marketplace. And then And let's talk about NFTs. Like the fact that they all invested in NFT projects probably didn't bode well for the consumer either. So, I mean, we could go back in retro and try to like rewrite history or like try to figure out like what exactly happened in history. I do think that we just get tired. We get bored with things, right? It doesn't mean that we don't want some token, like what I would call a reliquary.

17:21Phillip Jackson:Like we do want the object of desire. We want to say that we had collected the object that is the, it holds the sacred value. It's just, it's a different object now. It used to be the sneaker, right? But now it's, it's Nicolas Maduro's tracksuit, right? And so it's like the object has changed. What a moment. And they're more around media moments now than they used to be. One of your observations I thought was really relevant to me. I was actually, I was online yesterday and I was looking, I saw just, I just saw in a video of someone wearing an Apex twin shirt and I love Apex twin. Four years I've loved it and I've loved him and I'm just like, okay, I want an Apex twin shirt because I want to signify to the world that I'm a quirky music lover who likes odd beats.

18:09And I was looking at these brand new knockoffs on Teespring or whatever, just like with the Apex twin logo. But I'm like, I want it to look worked in. I want it to look like, but then I looked and you could buy a shirt that was 20 years old, but it was$500. That's 500 bucks. Versus the$300 shirt. And it lined up with your observation recently about broken in docks, which I thought was interesting. And talk to me a little bit about your observation going to the Doc Martin store. First of all, I've had a pair of docks and they kill, they hurt so bad to wear them for the first several months, depending on how long you're with them.

18:44So the idea of buying or paying more for broken in docks makes a lot of sense. But talk to me about your observation about being in the Doc Martin flagship store there.

18:53Phillip Jackson:Yeah, actually, I'm gonna tie this back to like a big philosophical point and now I'll give credit where credit's due. Victoria Buchanan, who, by the way, used to be strategist at Nike, she had this amazing sub stack write-up on why we prize the patina. Like, why do we like things that have real or faux age on them? And like a hidden commentary within that piece was why Golden Goose? I don't know. That's like something to be wondered about. But there's something, you know, there's tote bag culture. Like we flex with tote bags and especially older ones. To your point, like a lived in old concert t-shirt, especially one that signals that if you know, you know, it's your in crowd dynamics.

19:41Phillip Jackson:I wrote many, I guess it was whenever the Pope changeover last year happened, we wrote about how the economics of Pope merch spikes whenever there's a new Pope and how Pope John Paul II's US tour merch went from$12 t-shirts to$1 ,200 t-shirts overnight. If only you could have predicted such a thing. You could have made a killing. That's worth more than an NFT probably. but you've got this this like proof of work is something that i feel like is the abstract that covers everything that we've talked about so far because it requires work in the modern day and you can observe this whether you're walking down like carnaby street in london and there's a pop-up for this like box pop-up store called future stores which we've written about that has really actually struggled to find tenants until BTS comes into town.

20:36Phillip Jackson:And then BTS comes into town, they've got a line down three blocks, right? And why? Because people want, it's not just the line, it's like, it's the proof of work that it took to stand in line to get the t-shirt. And we can talk about all the dynamics that it requires to get there. To me, a pair of worn and Doc Martens is proof of work, right? And the patina is the proof of the work. And I do think that if you walk into their new brewer street store in soho it says something about us culturally as a people like not us americans but this one happens to be in london but it says something about us as a people culturally that they are selling secondhand shoes that are already broken in at the brewer street store and not just that they have a repair shop i think like levi's has repair like there's you can get selvaged denim jeans that are already broken in that's a thing that's been around for a little while footwear is on a different level to me uh that seems a little bit you know there's all kinds of like hygiene things maybe you could probably talk through or get maybe you don't imagine with it right yeah um but i do think docs just look better when they're older right and they look feel better they definitely feel better but you didn't put in the work and i think that there's probably some criticism to be leveled about the instant gratification, not just societally that we have, but the fact that there is a whole world of like Etsy and, you know, and Depop out there that brands are losing to, that we now need, we have to, it's not just incrementality.

22:11Phillip Jackson:Like it is incumbent on us to participate in the same shop has a cafe in it, right? The experiential nature of, of the retail store also is incumbent on us to create a cafe where there's a vinyl listening experience happening at the same time. Like what even is retail anymore. So the whole of society and the whole of the, not just retail experience, but everything about us is sort of coming down to like, how much work have you put into something in a world of AI where everything's instantaneous, right? And that to me is captured and really summed up in Doc Martens and how worn are your docs? And did you buy them or did you break them in yourself?

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23:25Don't wait, the clock's ticking. Enter at universalads.com forward slash q4 dash contest. No purchase necessary. See official rules for details. It is a real like a collision of moments right now for brands where it's never been easier to produce sort of like really shiny polished assets at the click of a button and a ramble into a microphone, essentially. But at the same time, I feel like we're in this crisis of authenticity where consumers can really sniff it out and can really tell. How do you, in what you've covered so far, how do you talk about this collision of AI and authenticity?

24:07Phillip Jackson:Oh, man. Should they resist the temptation to use it in their creative and their text? No, that genie's out of the bottle. Genie's out of the bottle. I, I'm going to answer that with a little bit of a different bent. We're developing like a sixth sense. Now we had like all of our normal, like faculties, like all of our normal everyday, uh, senses about us to, uh, spot something that was like handmade versus something that was like automated or like mass produced. Right. And that's, that's something that is, you don't really need to cultivate too much to just get a sense of. And then I think we've kind of, in the shift to AI, we're starting to develop a sixth sense as to something that was like handwritten copy versus AI copy.

24:52Phillip Jackson:And there's something like, I don't want to over-spiritualize it, but there's something really devoid of life that's coming out of the just like AI generated copy. People say fables better. I read the 200 page fable, white paper said that you didn't have to. There's some like shocking poetry in there. I don't know about you. It doesn't, I can't generate that poetry of the fable. Um, so I, while it might be possible to generate really great creative with AI, I don't either the dead internet theory is real and there's people doing it and we just don't know it, but I don't know the people that are generating it.

25:26Phillip Jackson:I haven't been able to see it and I can spot the bad stuff a mile away. And I think the bad stuff turns people off more than mediocre human output work ever did. And that is, I think, going to be a little bit of a social divide for a long time. I don't know how long, maybe that could be a couple of years, but there's a growing issue within people that have just decided they don't want to engage with brands that feel like they don't, like they're not living up to those social values where use of AI is becoming a social value. And I'm not sure what you've covered here on the show, if you've covered that, like AI is a moral choice, but like you can't not use AI as this brand operator now.

26:06Phillip Jackson:So it's just, I guess, how loud you are about it with your consumers, right? Yeah. It makes me think of the work of art in the age of mechanical reproduction. Yes. By Walter Benjamin, where you drain, endless copies will drain the aura out of something in a way. And that's mechanical. We need to update that for a work of art in the age of like - Intelligent reproduction. Intelligent reproduction. And so what is a brand to do? I think you're absolutely right that Genie's out of the bottle. I think everyone's using it. And that everyone has multiple filters on how they get it to not sound like AI.

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26:40Everyone has their own list or their own markup of no M-dashes, no, it's not this, it's that sort of things. How effective has your DAI script been at making things sound more human?

26:54Phillip Jackson:Well, here at Future Commerce, we have done a tremendous amount of work with AI in developing our AEO in particular, reorganizing a lot of content into pillars. And we're not rewriting a ton of content, but we are reorganizing content so it's more discoverable. And that has been very successful for us, especially on a business development front, like a media business perspective. we're no longer considering a human user, a human reader as our primary audience. I think that we have an intermediary now and an agentic reader is probably our primary audience. We see it on newsletter. We see it on the website.

27:32Phillip Jackson:We see it on podcast. And so people are consuming and discovering our content through agentic means. And it's the loyal followers or the humans that are actually diving into the content firsthand. So that's something else to be talked about. on the point about Walter Benjamin. We have covered this in depth in the past. And when I have talked about what I call the erratic economy, if AI is beginning to create bespoke UX on demand, which it's basically like we're having this atomization effect that's happening where there's nothing that's really, what we used to call best practices is really becoming, it's like sort of breaking down.

28:16Phillip Jackson:Although everything's sort of looking the same with AI, it all sort of has this sort of samey, samey feel and samey, samey sound. It's really atomized because at some point people will be generating things like that of their own or looking at it through their own lens. But because it's like devoid of that life, the things that have life in them become much, much more apparent. Like they stick out like a sore thumb. And it's not hard to do it. It just, again, it comes back to work. It's proof of work. And we, in our 2026 predictions, what we pointed out was it's already happening. You see Apple is recreating its Apple TV logo with glass and prisms.

29:01Phillip Jackson:And they create a whole documentary on it or like a behind the scenes to show you that they made it in real life, not with CGI. or Stripe when they did their BFCM campaign and their their BFCM tracker this last year they made a scale model city Stripe City with a a live stream that shows you like as uh like remember the old HBO intro that was like camera flying through a city um at scale it's kind of like that it's like they made a scale model city of a world that was running on powered by Stripe that you know, showed a ticker. It was like physical objects that were ticking over as sales were coming into Stripe.

29:43Phillip Jackson:And to me, this is like, they're putting in human work to prove that they have aura, if you will. I could probably go on and on and on, but we're going to see a lot more of that because it's the thing that will actually stand out in a world that's automated. I think you referenced that in some of your writing on Doc Martin as well, where you're in that retail experience and they have these giant posters of the process that they make the docks with or like a shoe kind of flattened out and exploded on the side of the wall just to see you know to show the the human artifact that kind of goes into that it's actually even um i i didn't get into it i could probably probably spent a thousand words just describing that but it's actually almost a museum-like experience where they are drawers that you like it has a like an exploded diagram sort of on the wall where it's like it's a boot that's ripped apart and in loose site on the wall.

30:33Phillip Jackson:And then you go up to a drawer below that and you pull it out. Like you do it like an archeological piece, like in the museum, like in the British museum or something, and you like pull it out. And every drawer shows you like a, a slice through the boot to show you, here's all the layers of the like aerosol cushion that made us who we are in the 1960s. Um, here's the stitching that goes into the boot and why that's so important to the construction of the boot and why it lasts so long. And I just think that just kind of copying a, again, commerce and culture, copying a sort of museum-like experience to tell the story of the provenance of your product is a very good example or evidence of that commerce is culture thesis.

31:16One of the things I think I read you talking about was just this, and we're actually producing a survey on it right now from the consumer-facing side and the merchant-facing side about sort of agentic discovery, agentic shopping, the degree, like I think almost everyone I know has made some purchase decision now based on what their, what their models tell them. It's funny. Every time I ask my model a question, it like recounts the 15 things it knows about me that sometimes I forget

31:42Phillip Jackson:that it knows about me or it's like, because you're this and you have struggled with ADHD or on and on. I'm just like, Whoa, take it easy. But it's like, I'm curious what, what, what the implications of that sort of collapsing of that middle part of the funnel will be and where it'll stop as well, I think, because I don't ever see me turning over my purchase decisions to one of these things or to, hey, Eric, we think you really need a distressed Apex twin shirt. That'll really complete your life or whatever. I'm curious about what your predictions or thoughts on that sort of like brand building process in the era of LLM discovery.

32:20Yeah, that'll actually make you happy finally.

32:22Phillip Jackson:Yeah, that'll do it. We did a very similar study. I'd love to see what you actually come out with. I'd love to compare notes on that because we did a study back in before holiday and then after holiday. And our goal was to get a sense of how people say they'll behave versus how they actually behave. So no surprise, people are poor predictors of their future, behavior. It turns out Gen Z is actually very good at predicting their future behavior. And maybe one of those things like as you get older, you lie to yourself more about how you actually who you really are. But I digress. What we found was 77 % of people in our study, and this now is four months ago, five months ago, 77 % of people in our study would prefer to have AI do nothing more than just give them a recommendation.

33:12Phillip Jackson:And that was sort of like full stop across the board. It doesn't matter the psychographic or demographic. They just, they don't want AI to do anything else other than say, I know who you are. This is the perfect thing for you. What the result of that though is, is it results in an extraordinarily highly motivated buyer who comes to the site is three times more likely to convert, but converts at almost half the basket size. Like they're coming in. They do absolutely no browsing. They're sniping the product, right? Exactly. It's spear phishing that one thing. Like they only want that and they only want that one thing, but they're going to buy it from the place that was recommended to them.

33:48Phillip Jackson:And they're gonna buy exactly that thing that was recommended. That is a new type of challenge, right? That to me means also they're landing on a more often than not on a product detail page. So we're theorizing that the way that you arrive to the product experience now means that we have to introduce all kinds of new types of experiences. Like we have to introduce friction in the buying process now. We have to tell more brands story. You probably have to, we've been doing bundling and kitting and all kinds of fun plus ups on PDPs for ages, but it is probably more incumbent now than ever for you to alter the experience for answer engine inbound traffic than probably you had before.

34:31Phillip Jackson:So what we're theorizing is you said sort of like collapse of the mid funnel. I really think actually the bottom of the funnel is highly, highly dynamic and it looks extraordinarily different to base dependent based on your traffic source. Like we are, we are going to see now what we've been talking about for years, which is funnels are highly dynamic and they're highly personalized based on where you came from. and that's almost out of like a preservation of just us trying to get back to zero. Like we need basket sizes to preserve. We need conversions to preserve. Conversions will probably increase actually, but we need people to buy just as much as they used to.

35:17I did a podcast probably two years ago with Sherino Bear and she said, the funnel is dead. It's now a tornado. And you've got all these different things all flying around and all. And they're hitting people at different times Because the idea of a funnel is it's a static plastic thing in a way, right? Where as with the tornado, you've got all these different moments. You've got everyone reaching it at different points. You've got Andromeda creating this whole customer life cycle. And what a time to be alive.

35:43Phillip Jackson:I remember, and again, like we're partners with some folks who were spreading that message for a little while. I remember that becoming sort of like a bit of a meme for a little while. I'm sure there's a bunch of ways to characterize what's happening to the funnel. and I do think that there is like a collapse. Like you could say that the funnel has collapsed and we've said that. Like you could probably go on Future Commerce right now and find five things to say the funnel has collapsed. We're in media, we gotta be bombastic. We literally said that on a YouTube video that we published yesterday.

36:13Phillip Jackson:Okay, but in reality, what I think has actually happened that I think is harder to tease out and has a lot more nuance to it is we behave extremely erratically dependent on the channel in which we're purchasing. Like we have different modes. And this is something we put out as a piece of research every year. There are new modes of purchasing that are emerging because there are ways that we buy that have never existed before. Like they just have never existed. And the way that we behave in those modalities are new. And they don't have an analog. There's no analog to the way that we purchase in that channel than has ever existed before.

36:56Phillip Jackson:So you could say the funnel has collapsed. I would say that there's just no such thing as a funnel for that particular channel. That's like the matrix there. The truth is there is no spoon. There is not. You're not bending the spoon. There is no funnel. There is no funnel. I like it. You recently went to Khan and that, I think I learned how to say that right. It's an aspirational trip. I've never, I've never made the trip myself. Any, any observations on the ground from, from Khan? Okay. Well, I'm just going to, I'll disappoint you. because I'm going to say can probably at some point. Okay, can?

37:29Phillip Jackson:I don't know. You can say can. You're allowed. Yeah. Because then I feel like I have to code switch everything. So I'm going to, I'll do whatever. It is just can, I think. I think it is just can. I just know you don't say the S. You just don't say the S. That's correct. But however you might say it, for those who are not familiar, and it's becoming a bit of a must attend event depending on who you are in the ecosystem. If you're in retail media in particular, which if you're in DTC, maybe this is on your radar, maybe it's not on your radar, but especially people that are verging into enterprise, a lot of, and maybe DTC brands are spending a lot on retail media these days because your partners are, your retail partners are saying, we're not going to carry a few if you don't spend on retail media.

38:14Phillip Jackson:But yeah, your retail media and commerce media networks are effectively part and parcel of the traditional advertising ecosystem now. They are getting every bit as big. And in fact, a lot of the traditional advertising ecosystem have commerce media networks. Like Riot Media is basically is the media network for Marriott. And so you have these businesses, Google has its media network, and what has actually happened is the advertising ecosystem that has been putting on an awards show for decades called Can Lions has now been sort of overrun with a number of other halo of events that all take place at the same time because everybody from the ecosystem in the advertising industry just happens to be there for that awards show.

39:05Phillip Jackson:And we're there specifically to cover retail media networks and what's happening with retail media networks and the adjacencies around them. Agencies are doing a lot in retail media these days. And along with that is the CPG ecosystem. Obviously, DTC ecosystem has a bit of a halo effect there. But the creators are coming out in droves for something like CanLions as well. And my big so what here is the old worlds and the new worlds have effectively just collided. You know, where I have been for 20 years is that e-commerce was its own little thing for a little while. And then, you know, DTC had this big moment, especially post-pandemic.

39:44Phillip Jackson:and then e-commerce as I knew it, which was a, you know, its own ecosystem that was primarily a technology implementation channel and just became ad buying. And then, uh, because the technology was solved, right. We, they became a platform that was sort of like a technology issue and the technologists left the room and now it's just all that it is, is media and ad buying. That's all that's left. And so now we're just into the traditional ad ecosystem. And that's why these two worlds really come together. And when you talk about how people gain attention in 2026, I mean, creators can't not be part of that conversation and the platforms on which they drive the attention are all ad driven platforms.

40:24Phillip Jackson:So yeah, it's, it, it's everybody it's TikTok, it's Pinterest, it's meta, it's snap, it's, you know, it's everybody you might expect that's activating there. And the key to scale on TikTok is only through creators. You're no one, no one's scaling like they do on meta. They have to scale fully horizontally. It's like, uh, I talk about all the time. My friend who runs Frostbud, he has 13 ,000 affiliates selling at any given time. So it's just, you can achieve scale on those platforms. You just have to think about it a little differently and it has to include creators. Yeah. And I think that's the, I think there's other platforms that would like to think that they're trying to do the same, like whatnot.

41:01Phillip Jackson:I think there's a growing class of other affiliate style adjacent platforms that are trying to get like eBay live would certainly like to try to think that it's going to get do something in in the same vein um when you look at how other elements of the ecosystem have grown up over time right anyone who has all of their eggs in one basket starts to become a little bit concerned about how especially if they become a business under themselves how much of that platform controls how much of their life and their business is controlled by the platform. And they start to wonder if there's other ways for them to diversify or get incrementality from elsewhere.

41:47Phillip Jackson:And so I think that there is room for growth. And when you look at who else is activating in CAN, you kind of get a sense of there's a lot of room for scale, especially an affiliate and creator. So what you're saying is I should be at CAN next year? Probably. um what i do think is the way that you activate there and you sort of have to get wrapping your mind around it and what you should get out of it i think is is the challenge is there's probably way too much content that comes out of it there's way too many people that are trying to activate content there and not enough people to actually come and attend to the content so if you're going to put anything on you know like hosting an event is probably going to be a challenge, even if you have a celebrity, even if you're on a yacht or if you're at some, you know, palatial place in the mountains, like you, you kind of, it's a great place, I think, to go scope out and try to meet people with some serendipity, try to attend some other people's events and, you know, like try to get a lay of the land for a year or two before you really commit to doing something.

42:51Phillip Jackson:You have a community that would, that would turn out most likely. And so maybe you'd have a better go of it. I don't think we would risk, you know, throwing up a gelato shop activation and, you know, because I think our audience is also, you know, like C-suite at, you know, some of the world's biggest brands, like they're, they would probably come in and dip into can just for the vacation of it all. But there, there is someone in their ad agency who's definitely there. And that's a click removed from our core audience. I like that you mentioned serendipity. That's what brought this interview together, serendipity in Las Vegas.

43:25I wonder, you mentioned predictions. I'm sure you've sort of talked about some during this interview, but are there any other sort of predictions for 2026 you'd like to leave our audience with?

43:35Phillip Jackson:Oh yeah. Oh my gosh. Okay. So our, like our whole predictions, like pillar content series is on futurecommerce.com. So like, I'll give the plug there. We do like a three hour podcast, like long form every year about our predictions for the year. And then we have a tracker that we use all year long to sort of like track our progress against it. That's rare. Predictions, not as rare. Predictions actually even are rare. Really need to put your finger down and be like, I predict this is going to happen. That is rare. Tracking whether they actually come true. That's rare. Yep. Yeah. Appreciate that.

44:09Phillip Jackson:We've been doing that since 2019. So we're about seven years into, you know, just like making sure, like seeing how accurate we are from year to year. And when we do our predictions every year, we do a like wrap up from last year's predictions and we do sort of like a scorecard. And last year we were 88 and 88 ish percent on from the prior year's prediction. So which either means we're not aggressive enough or we're really good at our jobs can be probably a little calm, calm, calm this year. So I like to give you a really big topical for the year, and I feel like this is the year of autonomy and sovereignty.

44:50Phillip Jackson:I don't know if you've ever read The Sovereign Individual. It came out, I believe, in 1997, which had a bit of a resurgence right as GPT-2 started to make the rounds. It's called The Sovereign Individual, and it's James Dale Davidson, William Reese Mogg. And the whole thing about that is like, as we're making the transition into the information age, people will start to see themselves as more self-sufficient and separate and sovereign from the institutions that they used to rely upon and give their trust to. and i'm kind of making the call that if we were to plant the flag in 2026 like 2026 is the year that we reach true sovereignty because you don't really need to go to like i mean this is kind of a crazy thing to even say but like there is something happening in the world where the average everyday consumer if they were so inclined can you know get financial advice health advice um psychiatric psychiatric advice like anything that you could possibly need that you are having trouble getting an institution to probably see or take care of or have any level of investment in you can have a an answer engine or some you know some frontier model give you undivided attention And in many cases give you unbelievable insight.

46:22Phillip Jackson:And there's like a Jevons paradox with this too, is that it's actually leading to not only people getting great insight and information and solving problems, but it's actually leading to people spending more money on professional services to solve these problems in the real world. Like I found a tax problem. Okay. Now I can actually go hire some like tax accounting professionals and some legal things I would just never have actually fixed in the real world, I can actually start to get the legwork and the beginnings of some insight done. Now, how does this have anything to do with commerce? As businesses become more automated and we're doing more with less and we're trying to do exponentially more, we expect that consumers trust us or that we have this more personalized relationship with the consumer.

47:10Phillip Jackson:And therefore, as we have a better, more context and better personalization, we'll have a better, deeper relationship with the consumer, I think that might be fundamentally at odds with the sovereign individual. I think the consumer has a weakening relationship in trust with every institution. And what they really want is to be independent from all of it, right? And if you look at the directionality of the way that brands have grown on, say, like Amazon, where people will buy some no-name thing they have never heard of, just like it has all vowels as its brand name. What they really want is just the thing that they want when they want it and they want it now.

47:49Phillip Jackson:The brand has never been less important. And if you look at the place in which we're researching this and buying it from, like we've never been in less control of what the system is saying about our brand and how that brand experience is being delivered to us too. And I think the bombastic thing to say is, and I don't know that we'll ever be as in control of it ever again. Like this is as much control as we're going to have from here on out. And that's just a brave new world. Like we have to just take stock of that. So that's the, that's the big meta prediction. Like beyond that, it's like, how do you extend that into every facet?

48:27Phillip Jackson:Like GLP ones, that means that like we have something to contend with. GLP threes is on the horizon. Peptides, people are biohacking. We have a lot to say about that. There's a lot to say about why people are spending so much time and attention and money and looking at prediction markets as news. There's a lot that we get into, but I think that that is the meta underlying reason why the world is in the state that it's in right now. Consumer sovereignty. That's right. Beautiful. Philip, thank you for taking the time today. I'm glad we finally got this on the books. We'll have to do it again. And if you're in the audience, you got to go to futurecommerce.com.

49:06Check it out. Let's all look at those predictions and maybe I'll take a close look at them and I'll have you back on and we'll see if they came true.

49:14Phillip Jackson:Appreciate it. Hey, actually, next time you come on Future Commerce, I'd love to have you on and we'll do a double ender. Yeah, be fantastic. All right, man. Have a great rest of your day. See you again soon. Thank you.

49:31Thanks so much for listening to today's episode. If you're not a subscriber to our newsletter, you can do that right now at direct-to-consumer, all one word, dot co. I'm Eric Dick, and this has been the D2C Podcast. We'll see you next time. Holiday starts early on Walmart Marketplace. Apply to sell and get your inventory to Walmart fulfillment centers by September 15th to prepare for millions of holiday shoppers. Build your seasonal assortment with customer favorites, products Walmart customers love and are actively searching for. Add eligible customer favorites to your catalog and you could receive up to 100 % off referral fees on those items.

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Phillip Jackson has spent 22 years in ecommerce, first building the software, then running agency strategy, and now running Future Commerce (futurecommerce.com), where the operating thesis is that commerce is culture.


If you are a founder, brand lead, or growth operator trying to figure out what AI traffic is actually doing to your store, this one is worth the 50 minutes.


What's inside:

  • The Future Commerce study: 77% of shoppers want AI to recommend and nothing more. No booking, no buying, no agent acting on their behalf
  • What that shopper does when they land: converts about 3x more often, spends about half as much, does zero browsing
  • Why the fix is counterintuitive. You now have to add friction back into the buying process and tell more brand story on a product page
  • Nike's decline read from someone with a partnership inside the turnaround: streetwear over sport, owned channels over retail partners, and the running category handed to On and Hoka
  • "Ma," the Japanese cinema concept, applied to brand. Nobody wants to hear from you constantly, and the brands that never rest never get a cultural high point either
  • Proof of work: Dr. Martens selling pre-broken-in secondhand boots at Brewer Street, Levi's repair, $1,200 Pope tees, and why patina is now the product
  • The agentic reader. Future Commerce stopped treating a human as its primary audience for discovery
  • Cannes Lions and the collision of retail media with the traditional ad ecosystem, plus what that means for creator strategy in 2026


Who this is for: DTC founders and operators watching LLM referral traffic show up in their analytics and not knowing what to do about it, plus brand people who want a sharper vocabulary for what is happening to culture.


What to steal: rebuild your PDP for answer engine traffic. That visitor arrived pre-sold on one SKU and will not browse unless you give them a reason.


Follow Phillip: futurecommerce.com


Timestamps:

03:00 Why Commerce Is Culture

06:00 How Brands Participate in Culture

24:00 Why Consumers Can Spot AI Content

32:00 How AI Is Changing the Marketing Funnel

44:00 The Rise of Consumer Sovereignty


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