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Nick and Jack
Hey Yetis, this is Nick and Jack from the Best One yet podcast. Now, the last company we worked at, they used Paylocity and everything just worked. It wasn't until launching our own media business this show that we realized how rare that is. Because Paylocity is one delicious burrito of operational needs. They roll up HR finance and it seamlessly into one delicious bite. When everything wraps together like that all at once, your workforce, your tech stack, your business. You don't need more tools. You don't even need cilantro. You need one. And that is why Paylocity built a single platform to connect HR finance and IT with AI driven insights and automated workflows that simplify the complex and power what's next. Or as we call it, a delicious operational burrito. Yes, we do experience a one place for all your HCM needs besties. So start now at paylocity.com1paylocity.com 1 insurance
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Greg Hillstrom
hi, I'm Greg Hillstrom, host of the Agile Brand, and here's a question for you. 25 years ago, the goal was to build a website as a digital source of truth. Well, in an era of AI agents and hyper personalized realities, is the very concept of a single universal brand truth now an obstacle to creating a truly relevant customer experience? Agility requires not just adopting new channels and technologies, but fundamentally rethinking the role of content and data in a constantly shifting landscape. It's the ability to move from managing a static digital property to orchestrating a fluid, dynamic relationship with your audience. Today we're going to talk about the 25 year evolution of digital experience. From the early days of enterprise content management to today's complex ecosystem of AI driven composable platforms. We're going to explore how seismic shifts from the introduction of the iPhone to the rise of agentic AI have not just changed the tools that we use, but have fundamentally redefined the relationship between brands and their customers.
Michelle Bookoff Beideck
Sam.
Greg Hillstrom
To help me discuss this topic, I'd like to welcome Michelle Bookoff Beideck, CMO at Sitecore, a company that is turning 25 this year and has managed to maintain its leadership in the space through many changes and a few curveballs. Michelle, welcome to the show.
Michelle Bookoff Beideck
Oh, it's nice to be here, Greg. Thanks for having me.
Greg Hillstrom
Yeah, exactly. Yeah, I should say welcome back to the show because. Yeah, no returning champion here, so always good to talk. So before we dive in, why don't you give a little background on yourself and your role at sitecore.
Michelle Bookoff Beideck
Sure. And first of all, thank you. I don't think anybody pronounces my last name as well as you just did. Most people call me Michelle BB So thank you for doing that. Look, I am so fortunate to have the privilege of serving as the chief Marketing officer here at sitecore. At my core, when I look back at my career, I have always been a marketer that sits at the intersection of technology and humanity. I served as the CMO for IBM, Watson for a period of time and the global head of B2B marketing for the Weather Company. And I've always been really intrigued by how we can take complex emerging technologies and make them really meaningful and useful, but in a very human way. And, you know, it's really funny because as I was preparing for this and thinking about Sitecore's 25th anniversary, which, by the way, I actually have the cookies for, so 25. Greg, I'll send you one.
Greg Hillstrom
You're. Yeah, you're going to have to send a few of those.
Michelle Bookoff Beideck
Yeah, but it was, you know, it was a wonderful moment to reflect for me. And just. If you'll bear with me, but if I were to go back into the wayback machine, back to the spring of 2001, I was at a company called Gnnetcom Jabra, which had made Bluetooth wireless headsets. And we were working in the early days. I was five. We were working in the early days of Bluetooth wireless headsets and Bluetooth in general. And I remember transporting one of the very first wireless Bluetooth headset prototypes from CES in Las Vegas to seebit in Germany in the same week. And at the time, it was such an honor and a privilege, and it felt like such a big deal because it was. I mean, the idea that you could remove the cord and untether people from their devices at the time felt incredibly futuristic. And when I think about that moment now, what strikes me is that we were standing between eras, between the physical and the digital. Everything was analog, and then it became connected. And at that time, you know, the Internet was still kind of finding its place in business. I mean, you know, really, 25 years ago, most corporate websites were fairly static. They were kind of more brochure wear than experience. And while ecom existed, it was like this tiny fraction of retail. But even then, you could feel that something exponential, something foundational was changing. And that is when the front door to a brand moved onto a screen. And what began as, like, this place just to be found became a place to sell, to serve, to listen, to build relationships. And I find that incredibly fascinating because for 25 years, brands built digital experiences around the assumption that customers would eventually come to them, to the website, then to the app, the campaign, the landing page. But now we're seeing something incredibly different. That front door is changing. I'm excited by this conversation because I know that we're going to talk a lot about what's happening to web and websites in the age of AI. But what I will say is that I am, yes, really a long way of saying that I am super excited by this moment for Sitecore because we've spent 25 years helping brands deliver the most powerful digital experiences as the world has kept changing. And now I will tell you that we are helping brands prepare for this next era. It's super exciting.
Greg Hillstrom
Yeah, yeah, Love it. Well, yeah, let's dive in here and first, congrats to Sitecore for 25 years. This is. I'm expecting some of those cookies, but, you know, we'll talk later. But, but yeah, you know, and, and we're going to talk about this in terms, as I said in the intro, you know, we'll. We'll talk about, you know, the, the history of sitecore and how it kind of mirrors the history of martech. I mean, martech is probably only a few years older than, you know, than 2001, really in earnest. I mean, I remember, you know, I, I was a webmaster. Does that even a job. Like in 2001, I was a webmaster at a startup, which are also two things that did not exist when I started high school. You know, so that's another whole kind of thing to think about as well. But, you know, I was static writing static HTML and we had some like, anyway, JSP thing that we cobbled together or whatever to do enterprise content management, which, you know, admittedly in 2001, you know, we've. I. And as we'll talk, we've come a long way, you know, and I think at the, at the core of that, you know, when content management began and you Know, at that time I wasn't managing a thousands of pages site. It was hundreds of pages probably. But the challenge was the same, you know, centralizing publishing content to a single destination. Those were challenges that were, they were new challenge. You know, we didn't, we didn't have those. We, you know, print publishing had been through its whole course and, and other things like that. But publishing to a single web destination was, was a relatively new thing. You know, now we're talking about orchestrating omnichannel journeys. You know, what's the, what do you think is the biggest catalyst that forced that pivot from really just being a publisher to now an orchestrator?
Michelle Bookoff Beideck
Oh my God, it's such a great question. I think what we're really talking about is marketing, to your point, used to be about putting content on a website and getting people to go there. It was like the center of gravity. But now we have to create these connected experiences across a variety of mediums. Web apps, search, social, email, commerce, and increasingly now AI. But when you strip away kind of like all of the jargon and all of the tech, it's. I think the shift is actually pretty simple, Greg, which is the customer stopped moving in a straight line. I think mobile and social started that change because people were now discovering brands in so many more places, moving between channels more quickly and then expecting that those interactions were going to feel connected to them. And I think what's happened now is that AI is pushing that even further because the first real meaningful touch point that someone has with a brand probably isn't going to happen on the website at all. It is probably going to happen in an AI overview or recommendation or an AI mediated or generated answer before someone ever reaches the brand owned experience on a website. And so I think that for marketing leaders, the mindset shift is you cannot treat your website as the entirety of the experience. It's still really, really important. And I don't want to diminish the importance of the site, but I think it's changing in terms of its role. I think it is becoming more foundational. I think it is becoming source material. I think it is the place where your brand's truth is, needs to be incredibly clear for people, but then also for machines. And that means that the job that we have as marketers isn't just about publishing content, but it is making sure that our brands are showing up consistently and credibly and authentically wherever the customer is forming an opinion. And so, yeah, it's a massive shift.
Greg Hillstrom
Yeah, yeah. And I think another shift Is, you know, and again, having been doing this for a few years, there's also a sense of what's old is new again and there's a cyclical nature to this thing. But there was back in the day there was web services and then APIs are still around and composability, I think definitely different in some ways, but in some ways it's a new flavor of those predecessors and certainly move to the cloud and lots of other things have enabled some, some benefits there. But there is this debate between kind of this, this all in one suite versus a composable best of breed. And you know, that's been a debate, you know, since, since though any of those things kind of existed, you know, from, from your perspective, from a CMO's perspective, what are the primary trade offs between these two approaches and how does that strategic choice impact the agility of the marketing org itself?
Michelle Bookoff Beideck
That is the real thing. Agility. Look, for a long time, and again you and I, this is funny, we could probably have a conversation about sort of our origins in the business, but for a long time we as marketers were told that having more tools meant more flexibility. And sometimes they did. But if you really think about it, more tools means more disconnected workflows, more handoffs, more complexity, and then more places where the customer experience can break down. Now, on the other side, too much rigidity can slow us down. It makes it harder to adapt, it's harder to experiment, harder to respond quickly when the market changes. And so we're trying to strike this balance and create an environment where marketing teams can move with speed, with scale, but with control at the same time. And look, I think now we are probably getting to a place where we can do that in a world where we have AI to help us create and personalize experiences at a scale that frankly, humans alone could not manage. But I think it does come back to this sort of point. Like if your foundation underneath is fragmented and you've got all of these different tools working in different places, AI is going to scale that fragmentation. So you might get more content, but it might not be good. And it might be disconnected from other things that you're doing. And you might get more personalization, but not more relevance because you don't have the underlying source code that is providing the insight into or the intelligence. And then, you know, you risk eroding trust when you've got things happening in all of these different systems. And so I think this is where we as leaders have to be incredibly thoughtful and we have to look around and say it's not do I have the right tools? It's actually do I have the right operating model? Do my teams have an underlying shared context? Do we know and are we able to keep our brand consistent across everything we do? Every market, every channel, every interaction. And I think this is less about the tools and the technology and more about how our organizations are structured. I think we have to be less channel bound which we have traditionally been more journey focused. But yeah, customers, they just, they don't experience our brands in like org chart boxes. I just find it interesting because I think that the best technology choices are the ones that are going to help us as marketers work the way that our customers expect us to work, right? Faster, more connected, more responsive and then we have to stay true to our brand when we're doing so.
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Nick and Jack
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Michelle Bookoff Beideck
during and after your stay. We've planned for the plot twists, so
Nick and Jack
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Greg Hillstrom
You know, speaking of how, you know, consumers reach our brand. You know, no conversation about the last 25 years could be complete, at least in technology could be complete without mentioning the iPhone and really the, you know, as, as well as social media. I mean, think about, I mean I think about all the things that have happened in, in the marketing world, you know, over the last 25 years. There's there, we could have, the show could be eight hours long probably, but, but you know, the launch of the iPhone, you know, just the, the take, how social media took off, it wasn't just, you know, it did add channels and there were teams involved in mobile and social marketing and stuff like that, but they also just fundamentally changed the way that content was created, was consumed, making it more immediate as well as, you know, fragmented, but also more conversational just in general for sure. You know, how does that, how do those kinds of things break that traditional CMS model that we talked about a little bit earlier? And you know, what you Know, what's the lasting impact on content strategy that they've had?
Michelle Bookoff Beideck
Oh, gosh, look, I think that the iPhone, remarkably, it changed access and I think social changed authority. So if you go back to 2007, the launch of the iPhone meant that consumers were truly untethered because we now actually had a computer in our pocket. It allowed us to search, we could buy from anywhere. We weren't limited to just our desktops. And so. So I think, well, tactically, we had to think about redesigning websites for mobile and responsive experiences. But the bigger shift is just what you said, that the content had to work in context, it had to be useful in the moment, someone needed it. And that is a very different experience. Then you add social and that brings in an entirely other dimension because it made that conversation two way. And a brand wasn't the only voice shaping itself story. Because now you've got customers, right? You've got ugc, you've got creators and influencers, and you've got your employees and communities who now have a voice and are part of how people form opinions. And I think this is where you start to see the fractures, Greg, in the traditional CMS model because it was built around pages and publishing. It really was. That's. That's what it was meant to do. But with mobile and social, the world started to move towards moments in conversation. So content couldn't just live as this static page in one destination. It had to be able to travel across channels and formats and devices and communities, and it had to stay consistent while being flexible for the channel that it was in. And I think one of the most permanent lessons that we learned from that period is that while a brand's content is important, it is insufficient on its own, because people do want to hear from a brand, but they also want validation from their peers and from experts and other third parties. And that lesson that we've learned all those years ago matter more now, right? Because mobile and social were the first big cracks in this idea that the customer journey starts on the homepage and AI is widening those cracks. And so today the entry point to a brand could be in a search result for sure, but it also could be in a TikTok, it could be in a LinkedIn post, it could be an analyst reporter, it could be an AI generated answer. And so the job of content strategy is not just to publish more, it is to make sure that we show up, our brands show up as useful, as credible, wherever that first impression happens. Because the website isn't the front door anymore, right?
Greg Hillstrom
Right, yeah. And I, I think, I guess another, another thing to talk about as we, you know, as, as we kind of explore what's, what's changed. Data collection is, is a huge thing. You know, the, I remember the, the big data was the, it was like the agentic AI of its day or this is, this was a few years ago. But you know, everyone was very focused on collecting as much data as they possibly could. And then we have consumer data privacy regulations and so we've collected all of these things. Now what did we collect, why did we collect it and what are we doing with it as well as. I think one of the challenges that organizations are running into today is that they have data but in order to enable it to do things with AI, they're running into different types of challenges. But thinking about that original maybe use case for the dxpe as you know, primarily, let's get all we can from customers because the more we get, the more we can, you know, do do things. You know, I've ideally in their best interest with it. How has the role of customer data within a platform changed with, you know, with some of the things I mentioned and others, you know, is it, is it less about passive collection and maybe more about enabling real time activation? You know, what, what's, what's changing now?
Michelle Bookoff Beideck
So I think you're right. I think that the role of data has changed quite a bit from how much can we collect to what is it that we can responsibly collect based on what someone has offered to share? Because consumers are far more aware of the value of their data. And so to me, consent is table stakes. I would go further and say that this is where we have to start looking at preference because consent is only the starting point of the relationship and preference is that ongoing relationship that we want to have. And so look, there's a trade off because people need to understand what they're sharing for sure and how it's being used. But they also recognize that in this data exchange it's going to improve their experience. And so to me this is where personalization is so important and where it has to evolve because we've got to figure out how to use the data responsibly in a way that feels welcome, not creepy, that feels clearer and easier and more relevant and respects the reality that we have not just privacy expectations and regulations, but what people want and what their preferences suggest. And so as brands we need systems and practices that can keep up with this. You know, the legal requirements for sure, but also with customer expectations. And I think that connects directly to authenticity because how you show up and what you say and what you do, you know, it's not just the tone of voice, it's not just the brand storytelling. It is how the experience feels to the customer. And when you do it correctly, when you are using your data responsibly, if the interaction is helpful and credible, that's a moment where you can win the trust of the consumer or you can lose it.
Greg Hillstrom
So now I want to talk a little bit about the measurement component of this. And certainly back in the day, my web trends reports of page hits or whatever come a long way of, you know, of, of things like that. But you know, what does, what does this, what does measurement look like when, you know, to your point, the, the homepage isn't always the front door. You know, the journey is, is spread out. And now we've gotten, you know, with, with AI kind of changing the way that we look at things like, you know, personalized content. Not everybody sees the same page, not everybody needs to see the same content. Are we moving beyond historical dashboards of things moving towards predictive model? What should CMOs and other marketers be thinking about when it comes to effectively measuring web experience?
Michelle Bookoff Beideck
Yeah, I want to be clear. I don't want us to throw out old metrics, page views, times, unsighted bounce rate. They still tell you something. They are not meaningless. But I do think they were designed for a different world where the website was the obvious center of the journey. And again, that world's changing. I think we've beaten that one.
Greg Hillstrom
Sure.
Michelle Bookoff Beideck
In an AI mediated world where customers are doing research and they're asking an AI assistant for comparison and they're reading a summary and they're looking at reviews and then eventually they arrive at your site, they're going to be far more informed and far more qualified. And I think that that means that our traffic is looking different. Right? We might get fewer visits, but we might get better visits. We might have fewer casual browsers, but we might have people who are ready to act. And so I think the conversation is moving from volume to value. And you know, when I think about my own business, the most important KPIs are the ones that are still tied to business outcomes. So are we increasing qualified demand? Are we improving our conversion rates? Are we reducing our acquisition costs? Are we accelerating pipeline? Is retention getting better? Are we able to expand? Are we making it easier for our customers to get what they need? And then I would say the other thing, we're starting to ask ourselves as a leading metric is are we showing up accurately in the places where decisions are being shaped before the click? Like are we the answer to the question that someone's asking? And are we being described correctly? And so this is where I think your point and I don't know that it's entirely solved, but I think this is where experience measurement has to evolve because the website is shifting in terms of its role as we talked about, I think it is incredibly important, but I actually think that we have to look at the entire digital ecosystem because it is helping the customer make a more confident decision. So our measurement has to evolve.
Nick and Jack
Hey Yetis, this is Nick and Jack from the Best One yet podcast. Now, the last company we worked at, they used Paylocity and everything just worked. It wasn't until launching our own media business this show that we realized how rare that is. Because Paylocity is one delicious burrito of operational needs. They roll up HR finance and it seamlessly into one delicious bite. When everything wraps together like that all at once, your workforce, your tech stack, your business. You don't need more tools. You don't even need cilantro. You need one solution. And that is why Paylocity built a single platform to connect HR finance and IT with AI driven insights and automated workflows that simplify the complex and power what's next? Or as we call it, a delicious operational burrito. Yes, we do experience a one place for all your HCM needs besties. So start now at paylocity.com 1paylocity.com O
Progressive Insurance Announcer
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Greg Hillstrom
I think the the website has traditionally been at least in the digital realms has been the hub right of and I mean, do you, do you see that? Is it that that's changing or is it just that there's more entry points and more. You know, they don't take things away Right. They only add. Add more. Right. So is it, is it still kind of the, the hub of things? It just people are getting to it a little bit later or, you know, how. How should marketers be thinking about that? I guess.
Michelle Bookoff Beideck
Yeah, no, it's a really good question, Greg. Look, I think that in a world where the website is in the front door, where an AI answer engine may be, the website performs a very critical role and serves as the brand truth and I think is a verifiable and reliable source of information. But it is also a place where now someone is coming ready to take some kind of action. And so you have to be prepared to meet that customer where they are in that experience. And so just dropping them on a homepage probably not good enough. I think in this day and age, what is going to be even more important than content is context and understanding who that individual is and what they've been, you know, what they've been searching for and what's important to them is going to be incredibly important because the last thing you want is a journey that feels disconnected or creates friction with the user.
Greg Hillstrom
Yeah, well, and I know, you know, another thing that sitecore is doing and certainly something top of mind for many is, you know, agentic AI is certainly top of mind for, for so many. Right. I mean, not not only from the brand perspective, but also from the consumer perspective. Right. So, you know, I, I'm, I'm continually surprised by just how quickly consumers are adopting these and, and consumers are, they're also B2B buyers. And you know, so like we've got, we've got this whole now agent to agent, you know, potential, but also even just, you know, brand consumers interfacing directly with a brand agent. So, you know, what changes in that brand customer relationship when agents, whether it's one to one, you know, one to one or a human to one or whatever, you know, what changes for brand when. Now we're talking about you're not necessarily always interfacing with a human.
Michelle Bookoff Beideck
Yeah, look, I mean, you're absolutely right. I have a colleague, Scott Lewer, who calls this, you know, like as we're moving from a purely human to human model, he calls this, I think it's H to A to A to H, which is human to AI to AI to human. Yeah, I'm not sure that I buy the acronym, but if you think about it, the marketer is still human, the customer is still human. But increasingly there's an intelligent middle layer that is interpreting and summarizing and recommending and comparing and then now sometimes Greg even taking action. So what doesn't change or what doesn't disappear is the brand to customer relationship. But it is becoming far more mediated. And I think that it is in fact the thing that is changing my job the most because now my brand's value proposition is so incredibly important and has to show up in all of my content. I have to have proof and customer stories and product information that is tangible and real to the person who is searching in an LLM. Because an agent isn't going to be persuaded by a vague brand promise. And this is important, right? A human probably still feels sort of this attraction to a brand and how it makes them feel. But an agent doesn't feel and won't be persuaded. It wants evidence. And so the nature of the content has to change and sort of the element that is easier for machines to understand, you still have to create experiences that are human for the people who are still coming to the site. So it's this really interesting, interesting world in which my job is to make the brand easier for machines to understand without making it less human for people to understand. And so in this AI mediated world, look, I don't think it is going to, I think we're going to continuously see that AI layer in the middle and even more so agentic capabilities where these agents will take actions on behalf of, of brands and on behalf of customers. Yeah, yeah.
Greg Hillstrom
Well, Michelle, thanks so much for joining. Got two questions for you as we wrap up here. First, you know, we've, we've been talking about, you know, some, some history here in Martech and just how sitecore has been tracking over the years as well. You know, how does a company, you know, in its first 25 years, you know, how does it keep up, you know, how does a company like sitecore keep up, stay competitive, you know, with all the changes? I mean, certainly, you know, we, I'm sure we left some, several things out as well that happened along the way as well. You know, what's required as a foundation to be able to maintain that competitiveness and you know, what's needed to maintain that, that type of agility over the years.
Michelle Bookoff Beideck
That's really, that's a great question. Look, I think you have to stay agile in two directions at once. You have to stay close to your customers, you have to understand how their needs are changing. But you also have to keep looking ahead around corners to see where the market's going, where behavior is shifting and really where the new set of expectations are going to come from. And I think that's a really big reason that Sitecore has been here for 25 years. Because we have continued to evolve as digital has evolved. I mean, we talked about it on in this episode from content management to digital experience to personalization to AI powered experiences. And so I think that AI now makes that kind of agility table stakes. But I think that the thing that's most important to remember is why we do this work in the first place. Because even in an AI mediated world, there's at least for now, always a person on the other end of that interaction. Someone who trying to make a decision or solve a problem or buy something. And so remembering the customer, I think that's the most important thing. Yeah.
Greg Hillstrom
Love it. Love it. And last question for you. What do you do to stay agile in your role and how do you find a way to do it consistently?
Michelle Bookoff Beideck
Look, I'm a woman in my 50s. I've been doing this work for a very long time and I think that looks, I think that it gives me pattern recognition and perspective. But I will also tell you that I have learned long ago never to get comfortable because I think comfort is where agility goes to die. And so I just, I force myself to keep learning and I get uncomfortable on purpose and I use these tools myself. And I do a lot of reverse mentoring. I ask my younger marketers like what they're doing because, look, I think the minute that you assume the next generation has nothing to teach you, you're already behind. And then finally, I would just say, Greg, there's something really freeing about being at this stage in my career. I don't have to be the person with all the answers. I can rely on others and I can say, hey, I might not know, but I'm going to learn. So for me, that's agility. It's not pretending I'm always ahead. It's just staying curious and brave enough to keep moving.
Greg Hillstrom
Yeah, I love that. Well, again, I'd like to thank Michelle Bookoff Beideck CMO at sitecore for joining the show. You can learn more about Michelle and sitecore by following the links in the show notes. And thanks again for listening to the Agile Brand podcast. If you like the episode, hit subscribe and drop a rating so others can find the show too. And if you're interested in consulting, advisory work, or if you need a speaker for your next event, feel free to reach out. Just visit GregKilstrom.com that's G R E G K I H L S t r o m.com the Agile brand is produced by Missing Link, a Latina owned, strategy driven, creatively fueled production co op. From ideation to creation, they craft human connections through intelligent, engaging and informative content. Until next time, stay curious and stay agile.
Michelle Bookoff Beideck
The Agile Brand.
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Episode Title: Sitecore CMO Michelle BB on 25 Years of Marketing Technology Evolution Plus What Lies Ahead
Date: June 1, 2026
Guest: Michelle Bookoff Beideck ("Michelle BB"), CMO, Sitecore
Host: Greg Kihlström
In this episode, Greg Kihlström sits down with Sitecore CMO Michelle Bookoff Beideck to reflect on 25 years of marketing technology evolution—from the foundational days of static web pages and early e-commerce, to the current AI-driven and composable martech landscape. They discuss how seismic technological shifts, including the iPhone, social media, and the rise of artificial intelligence, have redefined brand-consumer relationships and what these changes mean for marketers navigating the ever-fluid, omnichannel customer experience.
For more insights from Michelle Bookoff Beideck and to connect with Sitecore, check out the show notes.