
Mark Kingsley is a renowned brand strategist, consultant, and author of Brands in the Age of AI. In this episode, he joins John Jantsch to explore how artificial intelligence is reshaping the foundation of branding—from trust and...
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A
Hey, this is John. And before we get started, I have a gift for you for being such an amazing listener. Everyone's talking about AI these days, but most of it's about tactics. We've created a series of prompts we use to create strategy, and you can have them for free. Just go to DTM World Free Prompts and grab yours. Now let's get started. Hello and welcome to another episode of the Duct Tape Marketing Podcast. This is John, Janice. My guest today is Mark Kingsley. He's a renowned brand strategist, consultant, and author with deep experience in guiding global organizations through digital transformation. His latest book, we're going to talk about Today Brands in the Age of AI. It's an essential guide for leaders, marketers and entrepreneurs seeking to thrive in a landscape where AI is rapidly changing consumer expectations, brand trust, and the very nature, frankly, of that key brand element of differentiation. So, Mark, welcome to the show.
B
It's a pleasure to be here. Thank you.
A
Let's just hit it right off the bat. How is AI changing the fundamental rules of branding, if you will?
B
Does it change the rules or does it put a more pressure on people's behavior? It puts more pressure on what I would, you know, my. Ethically, I would call like, better behavior. Because AI does multiply. It's a force multiplier for the ability to extract more attention and to extract more profit from brands and transactions, to extract more attention, et cetera. But I see it also as an opportunity to. In the book, I speak about connecting with the I thou connection, me, I and you, thou, and seeing each other with open eyes, seeing the other person as a person, not as a target, as a member of an audience or a potential transaction. And AI does offer these opportunities. It just comes down to what is the choice that people are going to make.
A
Well, say a little more about that because, I mean, you're talking about it as a force to actually humanize some marketing. And there certainly are people that are saying, just suggesting just the opposite. It's. It's turning marketing into a more robotic exercise.
B
Yeah, well, it's very easy. In the beginning of the book, I talk about the, you know, the way in which I'm approaching it, and I do it differently than most other people that speak about AI. If you go to LinkedIn, there were volumes and volumes of gibberish every day about the best prompts and how this company is going to market, cap, blah, blah, blah. All this stuff. That's what I call calculative thinking. And that's basically figuring out how am I going to get from here to there. It's logistics. And I'm proposing that we also enter. It's also an opportunity for us to enter into what I call a more contemplative or meditative thinking, which is I am going to consider the way that AI is going to impact my relationship and our relationship to each other, to time, to history, to society, to knowledge, all of that. And so this is, it's more of an inflection point. It's very easy. We are rewarded for good calculative thinking. We are rewarded with year end bonuses. You know, name any domain, any kind of industry, you are rewarded for returns and. But that only goes so far. I mean, aren't we on this planet, don't we offer products and services in such a way to encourage the flourishing of human beings? Right. One would hope.
A
Sorry to chuckle there, but I had forgotten all about that.
B
That's the thing, it's easy to forget, right? Because we get caught up in our professionalism, we get caught up in our engagement where we get caught up in results and those are things that we can track. How does one track an emotional, I mean brands, in theory, everyone that works in branding talks about brands making an emotional connection to people. So that's hard to track, that's hard to rationalize on a spreadsheet at the end of the day, and that's hard. So it's, I know that I am shouting in the wind, I know that. Right. But you know, at least someone is doing that. It's, I'm like the, you know, the classic myth of the little boy and the dyke and trying to keep his finger in the dike, trying to keep the sea at bay.
A
Well, it's interesting because, you know, I've been doing this for 30 some years and I mean I've seen a lot of new technologies come along and you see this huge, you see this huge swing towards what the promise of this technology is and then inevitably you see the swing back to oh, here's how it failed us. So one of the most important words, I think you talked about emotional connection, but certainly trust is a huge part of that. So what role does AI play in enhancing trust as opposed to eroding it? You know, you hear people saying all the time now one of the negatives about AI is I don't know what to trust because am I seeing something that's real or not? So I think there's this going to be this swing both ways to like not trusting. And then how do we get back to humanizing the Emotional connection.
B
This is humanity's relationship to technology in general, regardless of whether it's AI or it could be computers, it could be.
A
Or automobiles.
B
I was just going to say that. Exactly right. So we all rush to new technological innovations and advancements and we see the benefits that it's going to bring us. But technology does, technology is never positive or negative. It's kind of like a neutral thing. What technology does, and this is an idea that comes out of Heidegger, is that it reframes our relationship to things. For example, the technology of taking sawdust, mixing it with glue and coming up with medium density fiberboard, right. That gives us Billy bookcases. And it's amazing that we can kind of use this material that was once considered to be, you know, detritus. We can now use it for an actual building material, make money with this. Right. What that does is that there are forests in Romania that have been decimated just to build Billy bookcases, just to make sawdust for the Billy bookcases. So that's what I mean about the, you know, the constant reframing that technology does in our society.
A
So one of the things that I hear a lot of people talking about is sometimes marketers are just responding to what the algorithms give them, right? You have to do X, Y and Z if people, if you're going to show up in AI overviews. And so you see a lot of people just chasing the algorithms that really truthfully are making decisions in some cases for our customers. Right? So how do you kind of fight that? No, let's be human to. No, let's chase algorithm.
B
If that's all you're going to do as a marketing person is chase algorithms. You are replaceable, you are replaceable by AI. And so it's shortsightedness to even think that way. I mean, in the book I describe, and it's a constant example that people use, if you look at lawyers, right, and the education and training of a lawyer is you become, you go through law school and then you become a junior partner and you sit there all night long going through paper and going through cases, reading cases and looking for ways in, to the, to a case or some sort of insight that is you learning how to be a lawyer, right? But we can now offshore that work to AI and have AI go through and do this analysis. But what we're doing is we are basically robbing the future. We are robbing new generations of lawyers. So how do we now educate a lawyer? So it's even in marketing, there's going to be. There has to be some sort of like constant readjustment, resetting about how does one learn how to be a marketer, how does one act as a marketer, how does one kind of identify good marketing techniques?
A
A phrase just popped into my head, you know, you know, first kill all the lawyers, which was part of a much larger phrase, but I think it's now first kill all the paralegals. Is that.
B
No, I would, you know, I, you know, I'm much more cynical than you are. I say first let's kill all the mid level marketing managers. Right.
A
So if chasing algorithm, I've totally agreed. I mean the people that are just looking to find efficiencies and things like that with AI are essentially almost playing right into the hands of being replaced themselves. Right, right. So in branding, I think we've said this way before, AI way before, frankly, anything digital came along. Storytelling is the, one of the, you know, the key assets. So do you have some examples? I know you do in the book, plenty of examples. But give us an example of a brand that you think gets storytelling that's AI driven. Right.
B
Well, first off, we have to identify what storytelling is.
A
Right.
B
And so I would first, I think, I think I potentially may take pause with how you're identifying storytelling.
A
Okay.
B
Because a lot of storytelling is basically at least within the brand world, like the whole idea of the customer journey. A lot of that isn't necessarily storytelling, but it's events, it's a repetition and it's a chronicling of events that happen. This, I look at storytelling as some sort of requires some sort of aha moment, some, oh, a moment of transportation, transcendence, transformation. And then, oh, I see the potential here. Right. And so my favorite example, and this all comes down to like how do I create a sense of being seen of that I thou relationship. Right. So an example that I give when I give talks is I talk about one of my favorite bars in Chelsea called Chiquito. And I used to walk in and the person behind the bar, she would look at me, she'd go, you know, she open, you know, open her hands about, you know, like a bottle length and I'd nod. And then as soon as I sat down, there was a bottle of the Baronia Reserva ready to go, right? That she knew my wine and that's how I ordered it, right. She knew me, I knew her. We had a little secret link. We didn't sit down, I didn't meet her after work and go, hey, when I walk in, you need to know. It just happens naturally because we saw each other. And so to take that kind of notion of, oh, you're seeing my. Another example that I use in the book is talking about going to JFK in a long term parking lot so you can make reservations at jfk. You kind of have to do long term parking. And there are a couple of parking lots there where, you know, you type in your license plate. That's how you do your reservation, like any other place. And the first time I showed up at this one parking lot, there was no one there, there was no booth. And I was like, I was ready to get really angry very quickly. You know, I'm a New Yorker, right? I'm ready to get angry. So. But I pull up just a little bit closer and the gate opens. It's because there was a tiny little camera that saw me and my license plate and put it together and said, oh, here's Mark. And that was that moment of transformation where I'm like, oh, I felt. I instantly went from feeling ready to fight to welcome. Come on in, you're here, we get it. And you go. And you know, these kind of innovations are slowly happening in airports, right? We're going to get to a point where I don't need to do bag drop off, right? Because, you know, AI has been watching my gate. Our bio kind of information, biometric information is already out there in the world. I mean, I go to other countries and it scans my face and it recognizes me that my face is already there in that country. Even though I haven't been there since the innovation, you know, introduction of AI. So it's already out. So I'm going to walk into an airport. It will recognize me by my gate, by my face, and it'll recognize my bag and I'll do all that stuff. I just put the bag on the thing, off I go, and then it'll track it for me. It already, I already get. When I, you know, check my bags, I already get text messages from various airlines going, oh, the bag's on the plane, the bag's off the plane, the bag's coming to you. So this is all part of that push to a sense of subjectivity, I guess, or a sense of I don't need. And part of that is removing all the friction, removing all the bumps along the way where I don't have to worry about, oh, geez, I'm gonna have to stand in this line. Oh, here's the check in line. Oh, my God, it's 15 people long. I'm just gonna walk from taxi to gate relatively soon.
A
Right.
B
And so that for me is. That's a transformation. That is some sort of transformation in the storytelling.
A
Well, I think you used a really key word there because I think where people get tripped up with any kind of automations is when they're used to make things life easier for the company as opposed to removing the friction for the customer.
B
Yeah, exactly. And this is part of the frustration, right, Because a lot of the innovations that are spoken of to each, to people, to each other in boardrooms is usually on the calculative sense. How are we going to get more churn? We're going to get more transactions, more, have less people. Exactly. How do I do it? With more efficiency. Right. So that's why that's that. I mean, that's why I say that I feel like the, you know, like I'm shouting in the wind at times.
A
The, hey, you want to keep up on all things duct Tape marketing? The stuff I read, the books, the people I interview. Check out the Duct Tape Marketing newsletter. Every week we're going to send you out, we're going to keep you up to date on what's going on in the world of marketing. And just for subscribing, you're going to get our free chat GPT prompts that will allow you or assist you in the creation of marketing strategies and plans. So check it out. It's at DTM World News. That's DTM World slash news. One of the key elements is a framework or a model you call the brand AI integration.
B
So it's there, there's an idea and this comes from a friend of mine, Ali Madad, who has like a strategy firm that he's beginning these experiments with like ideas of what he calls it like a brand operating system.
A
Yeah.
B
And there is potentially a way to kind of automate the donkey work. It's the donkey work of strategy. Right. Can I set up my criteria and my parameters and set off a system to do the automatic customer segmentation, to do the automatic logistics, the automatic ordering a supply chain, all that stuff can potentially come together if we get to that point where we properly integrate databases. But that's, you know, the integration of databases is a problem right now. You know, that's for example, Starbucks. Starbucks is in the middle of closing locations all around the world right now.
A
Right.
B
They've closed like 900. No, they've laid off 900 employees and closed like a couple hundred locations in the United States in the last like couple weeks. What's happening is that I'm seeing more and more licensed Starbucks opening up, you know, in the Barnes and Noble bookstore or in a hotel, supermarkets, that kind of stuff. Right. So that's not really Starbucks. They call themselves Starbucks, but they don't act like Starbucks. Right. So that, what that means is that I have my app and I can go order a coffee 10 minutes out and show up and then the coffee's waiting for me. I can't do that anymore because the databases aren't connected.
A
Right.
B
And so Starbucks has gone for the efficiency and the profit, but not necessarily the customer experience.
A
Yeah, I mean, you see that I hate to pick on airports, but particularly in the airport ones. I mean, those are concessionaires. And those that employee may have been working at Chick Fil A, you know, two days ago, and now they're at Starbucks. And I mean, so you don't get the same. You also don't get the same vibe as well as the database issue.
B
Yeah. So the idea of a brand os, an operating system with AI, so those licensed Starbucks, if they need like stirrers or like coffee lids or something like that, they can't call up another Starbucks a couple of miles down the road. Hey, can you loan us some until the shipment comes in? They have to go through the home company that owns a licensee that owns a license, and then it'll take a month for the material to get there. And it also comes down to training. So I can't go to another Starbucks and train there. I have to train within my own little group. So it's the, it's this kind of like segmentation and silo. Silo database issue, which I would, you know, fingers crossed in the future if I was king, you know, like AI would help kind of integrate all that stuff. That's basically friction removing.
A
And I think that's going to be one of the, you know, the promise of this agentic AI. I think that's going to be a real stumbling block for that as well, because a lot of stuff has to talk to other stuff and we're a ways away from that. And frankly, some of the big players are actually going to resist that because they want to keep their proprietary, you know, approach or protocols to themselves.
B
Well, there's also. And then on top of it, there's a purely a linguistic and epistemological issue there. Right. Because if I am going to use agentic AI, anything that I type in is symbolized. It's called token. Tokenization. Right. So like words and sentences and like syllables will be put into A token, like given a numeric value and then that numeric value is put into the AI. The AI then predicts what's going to happen next if I get this kind of input and will give me some sort of predictive output. Right. So it's like a game of, it's like a very fancy game of computer telephone. You know, like when I think of tree, I may be thinking of an elm. And when you, when I, you hear me say the word tree, you're thinking of a pine tree. Right. And so this is in semiotics. It's called an open semiosis. It's like it never really quite matches the original idea. And this is going to be part of that problem of agentic AI is how are we actually going to know with any degree of confidence that. Right. So it's, this is part of the complexities that are before us.
A
So one of the. I mean, I, there's certainly plenty of people you talked about being out there, you know, trying to hold back the dam. I run into a lot of people that are like, no, this is the opportunity to be more human. I've certainly heard that. But how do, how do you think leaders, you know, are we talking about different human skills, different human beings that need to be employed in that kind of capacity for us to make that change?
B
Yeah, different human beings, different ways of educating leadership, different ways of defining leadership, different ways of defining employment, different ways of defining goals, defining profit, all that stuff. It's. This is part of the exciting thing is like, there's great potential for a transformative change which can enhance human life. That's my hope and dream.
A
So are there what, what. Many of my listeners are small business owners right now. They're overwhelmed, I think is the greatest emotion they're feeling with everything of AI that's coming at them. What are some of the biggest risk and opportunities you think that AI presents for particularly small businesses?
B
One of the risks. Well, let's. Small business. Let me step. Let me make it a little bit bigger first and let's, let's think through this thing together, shall we? Okay, so if I was a branding agency, you know, like one of the larger branding agencies, and I sent an invoice for kind of strategic work, for work that had been done, that had been delivered and approved by the client, the client has every right to go. Wait a second. Why are you paying, you know, charging me this much? Because I knew you used AI and you didn't have as many people, right. So there's going to be a certain Kind of arbitrage that happens within organizations. Now, if I was a smaller, more mobile agency or client or whatever, that. That's where the opportunity is. Right, right. It helps. I think it may help you kind of level up to the behavioral capacity of a larger firm. I mean, and quite honestly, the truth of the matter is, you know, so my experiences in agencies and brand firms and design firms, et cetera. So the truth of the matter is that most branding teams, regardless of the size of the company, are five people at the most. Right. You have a client person, you have strategy, a couple designers, a creative director, and a, like a kind of an executive director of the thing. That's five people at the most. And that's basically what I had when I was at Lander working on Citi, and we were the global brand team, you know, working with the global brand team at Citi, we were the global brand team at Landor, we were just five people. And we'd bring in people extra here and there. Right. And so AI now gives smaller agencies and smaller players the capacity to kind of level up to that, that same amount of practice, as long as you also have that. An equal amount of insights and an equal amount of, like, innovation.
A
Yeah. And I. What I find in our agency we are doing is instead of just saying, here's the same deliverable, we did it faster because we could, but we're still going to charge you the same amount. We find that we're able to take the same amount of people and the same amount of input and give them a lot more output, a lot more value than we could have, you know, for that same fee, quite frankly. And so I think that's how people, or at least that's how I believe people need to be looking at it is.
B
Yeah, but I see. Yeah, but John, I see the problem in that, though. Right? Because what you're doing is you're eroding value. You're eroding what you can potentially charge. And so there. There does need to be a certain kind of larger societal reckoning about value. Right. Because employee productivity has grown over the last 50 years, you know, because of information technology, communications technology, you name it. Right. Our productivity is through the roof, but wages have remained the same.
A
Right.
B
And so there is going to be a problem.
A
Well, I think we've solved all the. All of the problems we have the time to solve today, Mark, so.
B
Oh, you and me over a drink, over a weekend, we'll just get to, like, maybe 1% of the problems that's being solved.
A
Well, I appreciate you taking a moment to stop by. Where would you have people invite people to learn more about your work, about the book, obviously, connect with you?
B
Well, so basic is my website is malcontent.comm a l c O N T E N T. Yes, I do have that URL. It's one of the proudest possessions that I have. And basically, I do business under the name Malcontent because it really describes, like, my approach and my feelings about established processes and established procedure, knowing that there's always a better way out. So therefore.
A
That's right. There are no best practices. Right there, only better practices.
B
And there's. It's everything situational. Everything is totally situational.
A
Again, I appreciate you stopping by. Hopefully we'll run into you one of these days out there on the road.
B
Great. Thank you.
Podcast: The Duct Tape Marketing Podcast
Host: John Jantsch
Guest: Mark Kingsley, Brand Strategist & Author
Date: October 23, 2025
In this episode, John Jantsch interviews Mark Kingsley, a veteran brand strategist and author of "Brands in the Age of AI." The discussion dives deep into how artificial intelligence (AI) is transforming the fundamentals of branding—not just as a technological force but as an inflection point demanding more human-centric, ethical, and emotionally intelligent brand practices. They examine whether AI dehumanizes branding or offers new opportunities for genuine customer connection, explore the critical role of trust, and address practical opportunities and risks for small businesses navigating the rapid rise of AI.
"AI does multiply. It’s a force multiplier for the ability to extract more attention and...profit from brands and transactions...But I see it also as an opportunity to connect with the 'I Thou' connection—me, I, and you, thou, and seeing each other with open eyes."
<span style="color:grey;">[01:19]</span>
“In the book, I speak about connecting with the I Thou connection...not as a target...AI does offer these opportunities. It just comes down to what is the choice that people are going to make.”
<span style="color:grey;">[01:19]</span>
“How does one track an emotional...brands, in theory, everyone that works in branding talks about brands making an emotional connection to people. So that’s hard to track.”
<span style="color:grey;">[03:59]</span>
“Technology does...reframes our relationship to things. ...it’s like a neutral thing.”
<span style="color:grey;">[05:41]</span>
“If that’s all you’re going to do...you are replaceable by AI. And so it’s shortsightedness to even think that way.”
<span style="color:grey;">[07:09]</span>
“The person behind the bar...would look at me...and as soon as I sat down, there was a bottle of the Baronia Reserva ready to go...She knew my wine...she knew me, I knew her. We had a little secret link...because we saw each other.”
<span style="color:grey;">[09:23]</span>
“There was a tiny little camera that saw me and my license plate and put it together...That was that moment of transformation where I’m like, oh, I felt...welcome.”
<span style="color:grey;">[11:09]</span>
“Where people get tripped up with any kind of automations is when they’re used to make life easier for the company as opposed to removing the friction for the customer.”
<span style="color:grey;">[12:47]</span>
“They call themselves Starbucks, but they don’t act like Starbucks...the databases aren’t connected...Starbucks has gone for the efficiency and the profit, but not necessarily the customer experience.”
<span style="color:grey;">[14:57]</span>
“Different ways of educating leadership, different ways of defining leadership, employment, goals, profit...there’s great potential for a transformative change which can enhance human life.”
<span style="color:grey;">[18:41]</span>
“AI now gives smaller agencies and smaller players the capacity to kind of level up to that...as long as you also have that...an equal amount of insights and innovation.”
<span style="color:grey;">[19:22]</span>
“There does need to be a certain kind of larger societal reckoning about value. Right. Because employee productivity has grown...but wages have remained the same.”
<span style="color:grey;">[21:33]</span>
Mark Kingsley on Human Connection:
“I'm like the, you know, the classic myth of the little boy and the dike and trying to keep his finger in the dike, trying to keep the sea at bay.”
<span style="color:grey;">[03:55]</span>
John Jantsch on AI and Replaceability:
“So if chasing algorithm, I’ve totally agreed. I mean, people that are just looking to find efficiencies...with AI are essentially almost playing right into the hands of being replaced themselves.”
<span style="color:grey;">[08:36]</span>
On Storytelling and Being Seen:
“How do I create a sense of being seen, of that I thou relationship...that’s how I ordered it, right. She knew me, I knew her. We had a little secret link...it just happens naturally because we saw each other.”
<span style="color:grey;">[09:23]</span>
On Frictionless Experience:
“Part of that is removing all the friction, removing all the bumps along the way...I’m just gonna walk from taxi to gate relatively soon.”
<span style="color:grey;">[12:40]</span>
On Best vs. Better Practices:
“There are no best practices. Right there, only better practices.” – Mark Kingsley
<span style="color:grey;">[22:54]</span>
Mark urges marketers, business owners, and leaders to see AI not as a shortcut but as a tool that can free up deeper human connection and transformation—if used thoughtfully. The challenge isn’t just technical, but deeply philosophical and societal.
“Everything is situational. There are no best practices, only better practices.”
— Mark Kingsley <span style="color:grey;">[22:54]</span>
Find Mark Kingsley at malcontent.com:
“I do business under the name Malcontent because it really describes...my approach and my feelings about established processes...knowing that there’s always a better way out.”
<span style="color:grey;">[22:27]</span>