This article was based on the interview with Sitecore CMO Michelle Boockoff-Bajdek on 25 years of marketing technology evolution plus what lies ahea by Greg Kihlström, AI and MarTech keynote speaker for The Agile Brand with Greg Kihlström podcast. Listen to the original episode here:
For those of us who have been in this field long enough to remember job titles like “webmaster” without a sense of irony, the journey of the corporate website has been a fascinating one. It began as the digital equivalent of a high-gloss brochure—a static, carefully controlled source of truth. The primary challenge was simply to centralize content and publish it to a single destination. We measured success in page hits and hoped for the best. It was a simpler time, to be sure, but one that laid the groundwork for the complex, dynamic ecosystem we navigate today.
Now, that single source of truth is fragmenting, and the front door to our brands is no longer a homepage. It might be an AI-generated summary, a social media thread, or a review on a third-party site. This shift from a central destination to a distributed digital presence requires more than just new tools; it demands a new mindset. In a recent conversation marking Sitecore’s 25th anniversary—a milestone that roughly parallels the rise of modern MarTech—CMO Michelle Boekoff-Bideck offered a clear-eyed perspective on this evolution. Her insights reveal a fundamental pivot from managing a digital property to orchestrating a fluid, multi-faceted relationship with customers, wherever they may be.
From Destination to Source Material: Redefining the Website’s Role
The foundational assumption of digital marketing for decades has been a “build it and they will come” model. All roads, from search to social to email, were meant to lead back to the website. It was the center of our digital universe. However, as customer journeys have become less linear and more mediated by new technologies, that assumption is being tested. Boekoff-Bideck argues that the initial interaction with a brand is increasingly happening off-site, forcing a reconsideration of the website’s primary function.
“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… the first real meaningful touchpoint 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.”
This is a critical distinction for marketing leaders. The website isn’t becoming obsolete, but its role is shifting from being the entirety of the experience to being the foundational source material for it. It is the verifiable repository of brand truth that feeds the AI models, search engines, and social platforms where opinions are now formed. This means our content strategy must evolve. The job is no longer just to create compelling pages for humans to visit, but also to structure information in a way that is clear, credible, and easily interpreted by machines. The website becomes the hub not just for traffic, but for truth.
Beyond the Tech Stack: The Operating Model is the Strategy
The long-standing debate between an all-in-one suite and a composable, best-of-breed approach often misses the larger point. While the technical architecture is important, its effectiveness is ultimately determined by the organizational structure it supports. Having the most advanced, flexible tools is of little use if the teams using them operate in silos. The goal isn’t just technological agility; it’s organizational agility. Boekoff-Bideck suggests that the most critical question isn’t about the tools themselves, but about whether our operating model reflects the connected experience our customers expect.
“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, more journey-focused… customers, they just, they don’t experience our brands in, like, org chart boxes. And so, I just find it interesting because I think that the best technology choices are the ones that are gonna 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.”
This resonates deeply. We have all seen the fallout from a fragmented internal structure: the email team isn’t aware of the social campaign, and the website content doesn’t reflect the messaging in the latest ad buy. The customer experiences these disconnects as friction and a lack of coherence. As AI promises to scale content creation and personalization, it also threatens to scale this very fragmentation. If your underlying data and team workflows are disconnected, AI will only produce more disconnected content, faster. The strategic imperative, then, is to build a shared context and a journey-focused operating model first, and then select the technology that enables it.
The Great Unbundling: How Mobile and Social Fractured the CMS Model
If AI is widening the cracks in the traditional “website-as-front-door” model, the first seismic fissures appeared with the launch of the iPhone and the rise of social media. These weren’t just new channels to manage; they fundamentally altered the dynamics of content creation, consumption, and authority. The immediate, conversational, and user-generated nature of these platforms broke the top-down, page-based publishing model that traditional Content Management Systems (CMS) were built for.
“I think that the iPhone… changed access. And I think social changed authority… This is where you start to see the fractures, Greg, in the traditional CMS model, because it was built around pages and publishing… 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.”
This shift from pages to moments is more relevant than ever. Content is no longer a static asset to be published; it’s a living element that must be adaptable, modular, and ready for distribution across an ever-expanding ecosystem. The most durable lesson from this era is that brand-created content, while essential, is insufficient on its own. Customers seek validation from peers, experts, and communities. Our content strategy must therefore be about participating in conversations, not just broadcasting messages. It’s about ensuring our brand shows up with credibility and utility wherever those conversations are happening.
From Volume to Value: The New Calculus of Measurement
With the customer journey starting long before a user hits our website, traditional metrics like page views and bounce rates are becoming lagging, incomplete indicators. An AI-mediated world means that by the time a visitor arrives at our site, they are likely far more informed and qualified. They’ve already read the summaries, seen the comparisons, and vetted the alternatives. This changes the very nature of the traffic we receive and, consequently, how we should measure success.
“I think 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… 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?”
This pivot from volume to value is a healthier, more business-aligned way to think about performance. Instead of chasing raw traffic numbers, the focus shifts to the quality of that traffic and the outcomes it drives: qualified demand, conversion rates, pipeline acceleration, and customer retention. Furthermore, Boekoff-Bideck introduces a crucial leading indicator for the AI era: are we winning the “pre-click” battle? Success is no longer just about optimizing the on-site experience; it’s about ensuring our brand’s truth is accurately represented in the AI-powered ecosystems where initial discovery and consideration now take place. Our measurement must evolve to reflect this new reality.
The past 25 years have taken us from a world of static digital brochures to a fluid ecosystem of intelligent, interconnected experiences. The core principles of marketing—understanding the customer, building trust, and providing value—remain unchanged. However, the mechanisms through which we execute on those principles have been fundamentally transformed. The website is no longer the sole destination but the central source of truth, our technology choices must serve our operating model, and our content must be built for conversation, not just consumption.
As leaders, our task is to guide our organizations through this ongoing evolution with a clear sense of purpose. It requires embracing a mindset where the customer journey, not our org chart, dictates our strategy. It means staying curious, getting uncomfortable on purpose, and recognizing that in a world of constant change, agility isn’t a project, but a permanent state of being. The next era of marketing won’t be defined by those who have all the answers, but by those who remain brave enough to keep learning.





