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The wrongs we must right, the fights we must win, the future we must secure together for our nation. This is what's in front of us. This determines what's next for all of us. We are Marines. We were made for this.
Talisha Padgett
The Agile Ground
Audi Q3 Commercial Voice
Foreign.
Greg Kilstrom
Welcome to Season seven of the Agile Brand, where we discuss the trends and topics marketing leaders need to know. Stay curious, stay agile, and join the top enterprise brands and martech platforms as we explore marketing technology, AI, E commerce, and whatever's next for the omnichannel customer experience. Together, we'll discover what it takes to create an agile brand built for today and tomorrow and built for customers, employees and continued business growth. I'm your host Greg Kilstrom, advising Fortune 1000 brands on martech, AI and marketing operations. To make sure you always get the latest episodes, please hit subscribe on the app you listen to podcasts on and leave us a rating so others can find us as well. Now onto the show. In the race to adopt AI, how do we avoid creating a sea of sameness and alienating the very customers we're trying to connect with? Today we're going to talk about the intentional design of our marketing future. We'll explore how leading brands are moving beyond the hype of AI to build practical collaborative frameworks between humans and machines, shifting from outdated customer segments to real time signals, and ultimately creating experiences that are not only efficient, but deeply empathetic and relevant. To help me discuss this topic, I'd like to welcome Michelle Bukoff, Beideck, CMO at sitecore and Talisha Padgett, gm Martech AI and Automation at Microsoft, who will also be doing a fireside chat at the upcoming Sitecore Symposium November 3 to 5 in Orlando, Florida. We're going to get a sneak preview today of some of the topics they'll be discussing. Michelle and Talisha, welcome to the show.
Talisha Padgett
Thank you. Thanks for having us.
Michelle Bukoff Beideck
Yeah, it's great to be here.
Greg Kilstrom
Yeah. Looking forward to diving in here and getting that preview. Before we dive in though, why don't you both give a little background on yourselves and your roles.
Talisha Padgett
Okay, thanks. So, like you mentioned, I'm Talisha Padgett. I've been with Microsoft for three years, but I've spent over 17 of the 23 year career in martech and most notably analytics and now artificial intelligence. And so it was really great for me to see how data technology AI can really enable marketing strategy. And that's what I love to do.
Michelle Bukoff Beideck
I'll go and Greg, thank you. You pronounced my name perfectly. Michelle Bookof Beideck Although everybody calls me Michelle BB I have the privilege of serving as the Chief Marketing Officer at sitecore. I won't tell you how many years I've been in marketing. But you know, at its heart, sitecore is here to help brands reach, engage and serve their customers and to create digital experiences so powerful they connect the world. And, you know, that is something that's always resonated with me because I have spent much of my career at the intersection of technology and humanity. So I'm really excited to be here.
Greg Kilstrom
Nice. Nice. Love it. Well, yeah, we're going to cover a few things here today. I want to start with this new strategic imperative of really redefining relevance and intelligence. And so there's this powerful distinction between marketers working in segments and customers living in signals. For an enterprise, shifting from a segment based model that's been in place for years is a monumental task. I certainly know this firsthand. What's the first most critical step that a marketing leader should take to begin building this signal fluency within their organization?
Michelle Bukoff Beideck
Well, I'll go ahead and kick this one off, Greg. Look, I think frankly that the most critical step is reframing how organizations understand the customer. I think we've always had this view of customers as a sort of static identity and we need to really reframe to dynamic intent. So if you think about it, traditional segments told us who the customer was, but signals tell us what they're doing right now. And I think that is a real mindset shift. It doesn't mean that we abandon our data, by the way. Right. Actually, it means that we have to bring it all together and not just the data that we know about a customer, kind of who they are, but what they're doing. Clicks, searches, social interactions, purchases. We have to be able to bring it all together. And I think those signals are beacons for us. They tell us how to reach our customer wherever they are, in the moments that matter. And so when I think about this, it's an opportunity to really leverage technology. But I also think it's a cultural opportunity because we have really these opportunities to break down silos between marketing and sales and product and data teams all aligned around a living, breathing picture of the customer.
Talisha Padgett
Yeah, well said.
Greg Kilstrom
And so, you know, this, this can be framed as, you know, this human AI collaboration can be framed as designed intelligence. So intentional choreography. I think a lot of leaders hear AI and they immediately think that, you know, they think they go purely to automation. Yeah, they go to cost reduction, you know, the efficiency play, so to speak. How do you reframe the conversation to focus on AI as a tool for accelerating creativity and empathy rather than just that efficiency?
Michelle Bukoff Beideck
I love this concept of designed intelligence because when we talk about it, we're talking about a partnership. It is an intentional choreography, as you said, between human creativity and machine capability. Look, I think too often we do jump straight into automation to scale and cost reduction, but I think the real opportunity is amplification, using AI to extend human imagination, to extend empathy and design. I like to say that technology like sitecore can clear the noise so we can focus on the moments that matter. And I think that's the essence of design intelligence. Let's use machines for what they do best, speed, scale, precision. And then let's let humans do what we do best, which is connect, create and act. And look, I think we should still be looking at and thinking about how AI can make us more efficient. Like I don't want us to take that question off the table, but I also think we need to be asking how can it make us more empathetic? How can it help us design experiences that people will remember?
Talisha Padgett
And I couldn't agree more. I mean, I like the point that you made in your previous comment around data and how we need to look at be curious. We're leveraging data to help us create better customers experience. We're trying to understand what they may be going through, where they're getting bad experiences and reframing and rethinking that and using AI to do so. So again, I actually like the idea of designed intelligence. AI is not something that people should be fearful of if used in the correct way. And it really does empower humans to think more about what they would want in an experience, what they would want in their marketing interaction and create new ways of engaging which I think will actually drive us to a more kind of a frontier marketing world where it's actually more better for the customer.
Greg Kilstrom
Yeah, yeah. And I think, you know, there is a lot of pressure to do AI, whatever that means. But you know, from leadership, from stakeholders and yet, you know, to what you're both saying the there's good ways and there's better ways of doing this and you know, so brings me to the next topic. The sitecore AI Innovation Lab developed with Microsoft is, you know, aim to do a few things, but one of those is to kind of de risk that AI investment. You know, we want to be efficient, but we also want to do some of those other things that you're talking about. So you know, Talisha, maybe start with you, you know, from the Microsoft perspective, what's the most common hesitation or fear you see from enterprise clients regarding generative AI? And how is this lab environment designed to address that initial uncertainty?
Talisha Padgett
It's a great question. I mean, most people that we engage with are just unsure about where to get started. I think a lot of people are hearing so much around AI and they want to do multiple experience at one time. You know, I always recommend you need to be using AI to align to any business strategies or goals. If you are working on an efficiency goal, great, and AI can be perfect. But if you're focusing on customer engagement or creating more stickiness, those are ways that you can leverage AI to help enable, like I said previously, versus completely trying to augment entire process end to end. That may not be the best place to start. So these labs I think really are helping customers understand where could we get started? What is the impact that I'm looking to see? And does AI help me in this point? I always say in my world, even before AI, it was always people, process and technology. All three of those things have to work together. And so when we can actually do a small lab or a small pilot first you see quickly that sometimes you may need to change the process or even the people's roles that are around that or the roles may change. And so it's not always about the AI that is more enlightening on some of the other things that you may need to change. And so these labs are a great way to get started. Started in a, in a simple way.
Michelle Bukoff Beideck
Yeah. Talisha, I, I, I couldn't agree more because I don't, I sometimes wonder if it's not about the capability but it's about control and this concern that you're going to lose it. Like what happens to my data? Can I trust the outputs? Is AI really going to understand my brand voice or is it going to kind of go off the rails? And I think that there is this underlying fear, which is why I think the labs are so valuable because they give brands this safe, guided environment to explore before they deploy. We're not just saying, you know, hey, good luck, we work alongside and prototype and pressure test and fine tune and I just, I really love that.
Talisha Padgett
Yeah, yeah, yeah.
Greg Kilstrom
So maybe to, to make this tangible, do you mind sharing? Don't have to name company names or anything like that, but you know, share a tangible example of a challenge that a brand brought to the lab and you know, what was the process of, of exploring a solution and maybe that aha moment when they Saw the potential for this human AI collaboration.
Talisha Padgett
Yeah, I mean there's a couple areas where people start to experiment. Creative is one. But also support call centers is a really great example. And analytics is also a good area where people have started to explore. I think what you can recognize from prototyping, let's say I'm an analytics front. Right. There is a copious amount of data that's required to get the insight that one may want. And so to Michelle's point, if there is that fear of what is this going to do, what this output going to provide for my organization especially leveraging my data. Right. I mean that's the benefit of a product like co pilot and then to see what it can generate. Right. That has been something that has been helpful to have people do in small doses, especially in analytics and insights, market research. Anything that's got a lot of data and people are really curious as to what you can kind of derive from it. It's been a good place for me to see people's kind of fear subside slightly or their excitement appear. So that's what I would say. Michelle, what about you?
Michelle Bukoff Beideck
Yeah, I, you know, when, when I look at the labs and where I've seen or where we've seen some success, we had, I'll give you an example. We had a global consumer brand and, and they came to Alicia with what you were talking about. So their struggle wasn't sort of this really big amorphous topic. It was hey, we need to do a better job with content localization. Right. They had brilliant creative teams, but actually translating and adapting campaigns for dozens of markets, it's slow, it's expensive. They had some concerns about AI that it could compromise tone or cultural nuance. And so with Microsoft, we co designed a prototype using this consumer brands brand guidelines and their regional glossaries and we had human editors there every step of the way. So it did things like flagging tone mismatches and the system learned over time. And what's really wonderful about it is that when we kind of got through this pilot, local teams accepted nearly something like 80% of the AI suggestions unchanged because it had really, the AI had truly absorbed and understood the brand voice. And I think that's, that's a really big aha moment. It didn't replace creative judgment, it accelerated it.
Greg Kilstrom
So I want to get back to this idea of empathy and even trust with this concept of designed intelligence because marketing has always been good at measuring efficiency, things like clicks, conversions, cost per lead, even time spent and things. But design intelligence calls for, you know, the, the empathy and, and trust that we talked about a little bit earlier. How do we quantify that? You know, how do we, how do we even start there? And you know, what are some of the leading indicators that an AI assisted experience is successfully building brand trust rather than, you know, driving some of those important, but some of those short term transactions?
Talisha Padgett
I mean, for me, I would say continued engagement. I think we've all been, we've experienced an AI generated ad or something and you don't even want to continue. Right. So engagement and actually continuation into that process, whatever that defined scenario that we'd like the customer to go through, it's really obvious when something doesn't feel human centric and you know, one thing that you didn't say is that I also have a coaching coaching business called Empathy Coaching, which to me is all about leveraging empathy to help you understand your customer, your partner, your colleague's point of view so that you can find a way to collaborate with AI. As I mentioned before, you have so much insight and data you can actually test different scenarios. Some people don't always want the same thing. And so for us, we're starting to do things in our customer journey that we haven't before. Right. Trying to drive people directly into an experience based on insight that we gathered, changing what their first engagement piece, point of contact would be. And so for me, I think the value of leveraging empathy and trust is one, seeing if you feel getting that response from your customer is that continuation, is it resulting in higher click through longer engagement, ultimately conversion. And that does take some time to see. Most customer journeys, especially on the B2B side, is not a quick turnaround. And so we want people to continue doing the next things, even if they're starting to go down a path and they start to explore something else, but they continue learning and pulling more information. That to us is a signal that these AI generated engagements are still working.
Michelle Bukoff Beideck
Yeah, I think that is so true. It's the moment when I think a customer chooses to interact with you again, when they share more information, when that exchange is valuable to them or when they recommend sort of the experience to someone else. You know, those are not necessarily all of the KPIs that marketers have relied on in the past, but I think they're going to be incredibly important going forward because they show that you're earning belief. Right. Not just attention.
Talisha Padgett
Yeah, I definitely think the point around the resharing or the referrals, that's going to be huge. And that also goes to the way that we're changing. Right. We're a lot. Spending a lot more time with social media and so there's new ways that we've got to quantify successful interactions.
Greg Kilstrom
Yeah, yeah. So sitecore Symposium is coming up soon. When the show airs, it'll be about a week and a half away. And both of you are going to be discussing the design for the future of marketing responsibly at scale. And, you know, I want to maybe double click on that word responsibly because I think that's, that's key. What, what is the single biggest ethical consideration that marketers should keep front of mind as they scale their AI initiatives?
Michelle Bukoff Beideck
Why don't you. Do you want to go ahead, Talisha? And then I'll. We're probably going to say the same thing.
Talisha Padgett
Probably. I'll, I'll go first and then, you know, I'd love to hear your perspective from a CMOS lens. You know, my team is also accountable for responsible AI, so I can comment from, like what we're doing with our legal team to, you know, ensure. And really, anytime we're leveraging AI and putting in front of a customer, we'd like to note that, right. There's always some kind of disclaimer. So that's being used. But internally, we're really looking at the data that's using that we're using to build our models to determine which data we can use. Clearly, we're following, following all the privacy policies, but we also have to look at future policies that are being put in place. Discussions from a global country perspective. We're kind of in partnership with our legal team paying attention to legislation that's coming down and also really tying what legislation from AI perspective is along with the privacy changes that are happening. Because when we're talking about models and customer data, we have to make sure we're being 100% compliant. So we've had some changes in our web compliance. We're doing a whole bunch. We have a huge RAI program. And so any agent that's developed within marketing department has to go through first an impact assessment. Right. What is the impact on the customer? What is the leverage of understanding of the data, the systems that we're building, all of that. And then anything that's customer facing goes through a deployment safety board, which has our C suite executives on there to make sure any, you know, thing that we're going to put out as Microsoft has really been vetted and we know the data and we know the customer experience and we're really Confident before we launch it.
Michelle Bukoff Beideck
Yeah, look, I think it is really, really easy to get excited about personalization, predictive experiences. But if customers don't trust you with their data, then nothing else matters. And so for us, transparency and consent, they are non negotiable. Customers should always know how their data is being used and have the confidence that it is in fact being safeguarded. And that's a foundational principle for us. We don't use customer data to train large language models. We have built that commitment into our contracts and our platform design from the start. We've invested heavily in security and governance and we're incredibly proud of that. And that kind of rigor, it's not just, you know, it's not just the thing that you check the box with. I think that it is absolutely fundamental. And marketers should be asking their partners about the, the level of rigor and security and governance because when you are confident, you can innovate more responsibly. That's part one. So I think the second part for sitecore is that as we embed AI more deeply into our content platform, our focus is going to be on responsible and authentic creation at scale, so that every single asset has a verifiable provenance trail. We're building in originality and plagiarism checks. We are strengthening authenticity and factual accuracy through AI assisted verification because, you know, marketers need to move faster, but they also need to know that their content is original, it is factual and it is brand safe. And I think the sort of net of this is if you protect the data, you protect the content, you can protect the relationship.
Greg Kilstrom
Yeah, yeah, love it. Well, as we wrap up here, couple last things here. You know, we've got a lot of marketing leaders that listen to the show. Certainly faced with a lot of priorities and sometimes competing priorities, I know it may be hard to choose just one, but you know, for those that are preparing for this human AI collaboration, the signal based marketing, what would be your recommendation for the single most impactful action they could take today?
Michelle Bukoff Beideck
Well, I'll start here if you don't mind. Look, this may seem basic, but you have to start building fluency across your teams. It is something that we believe passionately. We are a site core first and Microsoft Shop, which means that everything we do, from strategy to creative to execution, it's got to run on our platform and on Microsoft. It is not theoretical to us. It is built into how we operate. And it's not just about the technology. We've made it a priority to help our Teams really develop confidence and curiosity. Those are the power skills that I think are so incredibly important through hands on practice. Bring AI into work, test ideas, challenge assumptions and share what you learn with others. Because I think when you know the tech and when you start to become fluent and you aren't as fearful of it, that's when you're actually going to produce better, more human led creative content and development. And I just, look, I think that this is a really exciting time and I think the work that we're doing with Microsoft around the AI Innovation Lab where we are co creating solutions, prototyping ideas, exploring how signals can inform experiences, we are building confidence across marketing teams because they are able to experiment in a really, I think valuable but also way that gives them a little bit of protection and safety so they can stay in control.
Talisha Padgett
Yeah, and I would agree, I mean even within Microsoft we're using our first party products as I'm building bespoke solutions for marketers within our marketing department we're doing that with Microsoft products and all of our strategic partners like sitecore. So we're not going out and creating a ton of net new things that we don't know what the outcome would be. We're working with people that we trust and using our first party products, working very closely with legal but also incredible customers. Right. To gain more and more insight. So I think we're all in this place of learning especially how to transform marketing organization because we know that AI will benefit us. And so for anyone that has fear, I think they should get started, they should definitely try using our innovation lab because we know this is where the future is headed.
Greg Kilstrom
Yeah. Love it. Well, Michelle and Talisha, thanks so much for sharing all your insights today. One last question for each of you. What do you do to stay agile in your role and how do you find a way to do it consistently?
Talisha Padgett
Well, I have a great team so I'll say that I have a great team of folks that keep me sharp. We have a chat where we're sharing articles and information. We definitely leverage the information that we have at our doorstep. But we also go out and find out new information. We do small pilots. We have a small testing environment within my organization which I'm really proud of the team that stood that up. So we're doing the same thing I think as most people. Right. Keep reading the sharing the results.
Michelle Bukoff Beideck
Yeah, you know, look, I have learned that you can't lead from the sidelines, you have to lead from the front. So I jumped in with AI myself and I think it is truly important for leaders to model curiosity and confidence. And my team, you know, like Talisha said, they need to see that it's safe to explore, that it's safe to learn, and frankly, that it's safe to get it wrong. Sometimes I think you earn that trust not when you have all the answers, but when you are willing to actually take the first step.
Greg Kilstrom
Love it. Well, again, I'd like to thank Michelle Bokoff Bidock and Talisha Padgett for joining the show. You can learn more about Michelle, Talisha, sitecore and Microsoft by following the links in the show notes. And of course, don't miss Sitecore Symposium November 3 through 5 in Orlando, Florida. Register today at symposium.sitecore.com thanks again for listening to the Agile Brand. If you enjoyed the show, please take a minute to subscribe and leave us a rating so that others can find the show as well. You can access more episodes of the show@theagilebrand.com that's theagile brand.com and contact me. If you're interested in consulting or advisory services or are looking for a speaker for your next event, go to www.crowd greggkillstrom.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.
Talisha Padgett
The agile brand.
Audi Q3 Commercial Voice
With the all new Audi Q3, the answer is always yes. Yes to adventure. Yes to escape. Yes to right now. The all new Audi Q3 made for the S life. To realize the future America needs. We understand what's needed from us to face each threat head on. We've earned our place in the fight for our nation's future. We are Marines. We were made for this.
Sitecore CMO Michelle Boockoff-Bajdek and Microsoft's Talisha Padgett on Designed Intelligence for Marketing
Release Date: October 23, 2025
In this episode, host Greg Kihlström is joined by Michelle Boockoff-Bajdek, CMO at Sitecore, and Talisha Padgett, GM, Martech AI & Automation at Microsoft. The conversation delivers a robust look at how intentional, "designed intelligence" is revolutionizing marketing technology. The panel discusses shifting from static customer segmentation to real-time signal-based engagement, building trust and empathy into AI-powered experiences, and the role of collaborative innovation labs in reducing AI adoption risks for marketers.
"Traditional segments told us who the customer was, but signals tell us what they're doing right now. ... It doesn't mean that we abandon our data. ... They [signals] are beacons for us. They tell us how to reach our customer wherever they are, in the moments that matter."
— Michelle Boockoff-Bajdek, [03:54]
"Let's use machines for what they do best: speed, scale, precision. And let humans do what we do best, which is connect, create, and act. ... We need to be asking, how can it make us more empathetic?"
— Michelle Boockoff-Bajdek, [05:41]
"AI is not something that people should be fearful of if used in the correct way. ... It really does empower humans to think more about what they would want in an experience."
— Talisha Padgett, [06:41]
"[Labs] give brands this safe, guided environment to explore before they deploy. ... We're not just saying, you know, hey, good luck—we work alongside and prototype and pressure test and fine tune."
— Michelle Boockoff-Bajdek, [09:37]
"It didn't replace creative judgment—it accelerated it."
— Michelle Boockoff-Bajdek, [11:41]
"It's the moment when a customer chooses to interact with you again, when they share more information, when that exchange is valuable to them or when they recommend the experience."
— Michelle Boockoff-Bajdek, [15:19]
"Any agent that's developed within marketing ... goes through first an impact assessment. ... Anything that's customer facing goes through a deployment safety board ... to make sure ... it's been vetted and we know the data and customer experience."
— Talisha Padgett, [16:38]
"If customers don't trust you with their data, then nothing else matters. ... Transparency and consent, they are non-negotiable."
— Michelle Boockoff-Bajdek, [18:12]
On Cultural Change:
"We have opportunities to break down silos ... all aligned around a living, breathing picture of the customer." — Michelle Boockoff-Bajdek, [03:54]
On AI Fear and Empowerment:
"Some people are fearful they're going to lose control ... but when you prototype, you realize sometimes you need to change the process or people's roles, not just the technology." — Talisha Padgett, [08:19]
On Building Fluency:
"You have to start building fluency across your teams. ... Develop confidence and curiosity. Those are the power skills."
— Michelle Boockoff-Bajdek, [20:18]
On Measuring Trust:
"We want people to continue doing the next things ... even if they're starting to go down a path and explore something else ... That's a signal these AI-generated engagements are working."
— Talisha Padgett, [13:41]
Leadership Advice:
"You can't lead from the sidelines. You have to lead from the front. ... Model curiosity and confidence."
— Michelle Boockoff-Bajdek, [23:19]
The episode underlines that the path forward for marketing is not just automated, but designed—a blend of human ingenuity and technological scale, always anchored in customer trust and empathy. The future belongs to marketers who are willing to rethink legacy approaches, experiment safely, and lead with both confidence and authenticity.