What's Up with Tech?

How A Modern CMO Connects Brand To Revenue

Evan Kirstel

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Marketing isn’t “soft” when you can tie it to the numbers that run the business. Evan sits down with Meghan Keough, a modern, business-first CMO with decades in enterprise tech, to unpack how marketing leaders can operate at the intersection of brand, revenue, and transformation without losing the plot. We get specific about the metrics that matter most in B2B go-to-market strategy: pipeline by source, cost per pipeline, win rates, sales velocity, and the margin impact behind the dashboard.

From there, we zoom out to the reality every team is facing: constant change with imperfect information. Meghan shares a practical approach to transformation that favors fast learning over perfect plans, plus the discipline of revisiting decisions, running experiments, and being ruthless about what’s actually working. If you’re trying to modernize demand generation or reposition a company upmarket, you’ll hear why quick wins build credibility and why foundations still matter even in a world moving at AI speed.

AI comes up as more than a shiny tool problem. We talk marketing operating models and end-to-end workflows, where AI can streamline steps and even enable more autonomous execution. That leads to a candid look at martech stack complexity and why many organizations are at a consolidation tipping point, along with a clear way to balance experimentation versus scaling: dedicate a small slice of quarterly capacity to pilots, then operationalize the winners across the team.

If you want fewer silos, better alignment with sales and product, and a marketing strategy that holds up under revenue scrutiny, this conversation delivers. Subscribe for more, share this with a growth-minded leader, and leave a review with the one marketing metric you think deserves more attention.

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SPEAKER_00

Hey everybody, really excited for this chat today with a real industry insider and modern marketing leader who operates at the intersection of strategy, brand, revenue, and transformation. Megan, how are you?

SPEAKER_01

I'm good, Evan. You you flatter me, but I appreciate uh I appreciate the buildup. Hopefully, we'll pay that off here in our discussion. But I'm doing really well today. It's an exciting time.

SPEAKER_00

Sunny San Francisco is always a beautiful destination. Not like you're in Boston where it's about 40 degrees today, but say La V, what are you going to do? So I I've followed you and your journey, your career across a few different roles. Maybe you could introduce yourself, a little bit about your bio and background and uh what you're up to.

SPEAKER_01

Yeah, absolutely. So um Megan Keo, uh I've been in the tech industry for um north of 20 years at this point. And I've taken a little bit of a different journey, perhaps, than some. And so I actually started as a technology consultant, which, you know, uh as you well know, Evan, is sort of uh is actually playing a bigger role in my being a CMO right now than I would have thought, just sort of given the transformation that's occurring inside of the the Martech stack today. Um is an interesting background to draw upon. Um but I've really been in a series of go-to-market um positions most recently as CMO at C1, um, but I've also held uh application strategy roles at Oracle, product marketing at Siebel, um, corporate and product marketing at 8x8, where I helped to reposition the company to go um up market um and really look at the the role as it's kind of continuing to to evolve and to change and to shift and to really drive more of the the go-to-market motion um for organizations.

Marketing Grounded In Business Metrics

SPEAKER_00

Brilliant. Evolution versus revolution, that might be the question at hand. And I love how you describe yourself on your LinkedIn profile as a business first CMO. Um I I've never had an operating role in marketing or any kind of marketing related. I've always been in the business side, sales and biz dev and that sort of area. So I kind of interested in that philosophy. What does that actually look like in practice?

SPEAKER_01

Yeah, absolutely. So I mean, I think that the first thing, and maybe this just sounds basic to people, but I think you really need to ground yourself in the business. And when I say that, what I mean is really like the numbers of the business, not just inside of marketing. And so I do think that, you know, in today's day and age, obviously pipeline and pipeline generation is is critical, but understanding the not only like the cost per pipe by source, but also win rates, understanding the business dynamics in terms of, you know, to your point and your experience, right, the different sources for um for demand, understanding the the buyer, the buyer journey. You know, a lot of these pieces um they sit inside of marketing, but but you need to understand them not at the top, just at the top level, but then also from a margin impact perspective. And so I do think just the sheer kind of getting your arms around the numbers of the business and where as marketers we can help to push um to help to drive efficient growth is is really critical for for marketers today.

From Support Function To Growth

SPEAKER_00

Oh, great insight. And you know, marketing traditionally was viewed as a kind of support function. Okay, well, here's your budget, here's your line item, and go deliver whatever marketing does. It's often pretty intangible. But what's the turning point when marketing isn't really a support function, but a true growth driver?

SPEAKER_01

Yeah, I mean, I think that this is um the this is the crux of a lot of the modern marketers challenge, where we have probably the most ambiguous role. And at the same time, we also need to lead, but often don't have the authority, right? We don't have the uh ultimate control of the number like sales does. We don't have control of the roadmap like product does, and yet we sit between those two worlds and need to shape, you know, the story that we're telling the market, that sales is telling the market and delivering to customers. We're collecting all of that customer market feedback, feeding that back into the into the product and really acting as that connective tissue in a collaborative way that both influences and also and also reacts and and drives um, you know, and drives, you know, ultimately, of course, it's all about, you know, pipeline, conversion rates, the velocity of sales. Um and so, you know, those are the kind of the key numbers that we're helping to support in my mind. Um, but it's not something that we own alone.

Transformation With Imperfect Information

SPEAKER_00

Oh, really well said. And if there's one word for 2026 that's continued for a number of years, it's transformation. Um, everyone's going through transformation organizationally. I I don't think there's ever an end to it, but some are do it better than others. What's the biggest mistake do you think companies make when trying to modernize their go-to-market or modernize their marketing uh these days?

SPEAKER_01

Yeah, I mean, I think that the the key is, I mean, there's a couple of a couple of pieces, but I think a big part of it is like we're not gonna have perfect insight today. Like the reality is that the market is moving so quickly that the best thing that we can do is make the best decisions today, sort of knowing what we know today, and then also be really comfortable with the fact that we're going to need to revisit those decisions. And so that um that uh I guess maybe one of the things that I practiced at Harvard Business School, we used to, you know, we'd do a three cases every day where you're given imperfect information and need to make a set of decisions. And I feel like that's so relevant in the world that we're living in today because no one has all of the answers. What we're trying to do is each day figure out how we can make the best decisions that we make, that we can make today and make them today to keep the move the business moving forward. Um, and and then be open to the fact of revisiting those decisions and and actually drive ourselves to revisit those decisions and have it be okay that that there's a certain portion of what we're doing that is around experimentation and recognizing that for what it is. And you know, you experiment, you test, you implement, and you do that quickly, and you're ruthless around what is working and what is not working. And then you just you just keep moving and iterating, and it's not glamorous necessarily. I think it's just the hard work of operating and and building that rhythm um into the the business and the curiosity, I guess, uh as well, right? Of of being of wanting to explore what is out there and and wanting to bring that back into the business, wanting to change, and then wanting to self-assess.

AI Reshapes Workflows And Martech

SPEAKER_00

Yeah, really great insight. Um, of course, AI is reshaping every marketing organization today to different degrees. In my little business, it's it's it's quite radical how different my workflow is from a year ago with all the tools. And really not just tools. I mean, everyone gets excited on the latest tool, the latest model, LLM. But but what about operating models? How is do you think it's changing, impacting the organization itself, the people on the ground?

SPEAKER_01

Yeah, I mean, I think that the the big piece for me is actually looking at um is it's coming back from a historical structure and kind of how we've thought about marketing as discrete and disparate teams, perhaps at times, and really forcing us to look at sort of the end-to-end workflows and mapping those out and understanding kind of across the workflows what can be where can AI be leveraged to either you know streamline activities and also build it in so that ultimately we're building you know pieces of the workflow that actually are and can be autonomous as well. And so injecting AI across that work stream, um, and just being really explicit around you know what the what today's workflow and you know Martex stack looks like and and where do we see it needing to to go over the next, you know, whether it's six months, 12 months, you know, 24 months. Um but I will say that for sure that the the Martex stack is is more complex today than it has than it has ever been. Um and I do think that we're at a bit of a tipping point there where there's gonna need to be consolidation and rationalization in that market. I just I think it's unrealistic for um for organizations to have you know 25 plus you know different technologies just sitting inside of the Martech stack. But I think that that is the reality of where modern marketing is today, right? There's there's so much capability to your point. There's so much capability that that then figuring out how do we actually build that in in a way that supports an end-to-end workflow and can be supported by a sustainable, long-term, supportable, secure Martech stack that can grow and scale with the business? I think that that is um, you know, a part of what CMOs are just are we grappling with today.

Experimentation Versus Scaling AI

SPEAKER_00

Yeah, grappling is the right word. And you mentioned experimentation with AI a moment ago. There's so many trials and pilots and science projects happening. Um, but what separates companies who try a lot of these products versus scaling them effectively across the team? What's the magic there?

SPEAKER_01

I mean, so I don't know if it's if it's magic, but what I would say is that how I like to think about it is each quarter, essentially, whether you think about it as time or people's energy or you know, just people's time um or money, a certain amount of it being dedicated to experimentation. And then a certain in, and that is probably in the, you know, call it the 10 to 15 percent range of of total capacity and from uh both money and and people perspective, um, that's about experimentation. And then the other, the rest of the energy is should be on operationalizing. And so it's about being really um, really targeted and specific around where are we experimenting this quarter and having that be a holistic decision and having a constant, you know, backlog, if you will, sort of from a product development perspective, but a constant backlog of ideas of what do you want to be testing next, and each quarter being really being really concrete around what passes the bar and what's actually going to go into experimentation, like in this quarter. And I think that just if you apply systems thinking to how you're experimenting and you're really concrete in the amount of experimentation that you're doing versus oper operal operal operating, you know, operationalizing it, um, then I think you could you're able to strike that right balance today because you're spot on that that you that the value from experimenting comes when you actually scale it, right? And so you need to be really clear on on what you're testing, what does success look like, measuring the results, and then and then actually implementing and operationalizing the the ones that are driving the value.

Breaking Silos With Shared Incentives

SPEAKER_00

Oh great insight. So you've been involved with many billion-dollar plus enterprise environments. And I've I've found personally in those environments, marketing tends to be very siloed, separated. There are walls between sales and product and customer success. That's the new buzzword. So much friction. What's your philosophy there around breaking down those silos? Is it culture or are there other things you can do to kind of uh integrate more seamlessly across the enterprise?

SPEAKER_01

Yeah, I mean, I jokingly um I I actually am I'm writing about this in an upcoming Forbes article, but I joke that being a middle child between two brothers that were 13 years apart in age, sort of ingrained in me early, this bridge builder notion. But I think it is about um it is about understanding other people's perspectives and their worlds and their businesses, right? And so I think as a marketer, we're beholden to understanding the sales world, right? And what it means to have the quarterly pressure around the numbers and and how we can help to support from a marketing perspective the sales world, but being able to hold that perspective and view and actually speak their language in terms of how they're metric, what success looks like for them, and how we're helping to deliver that. Right. And so um there's so many ways that we can be partnering. You know, you you just look at basic things like intent data, right? That that marketers hold and an understanding of the buyer community, intent data, early signals, and how with that insight, we can help sellers to be to be more effective in how they're utilizing their time and how they're approaching deals. And so I think that when we, but but for them, they've got limited capacity and they've got a number that they've got to hit, like so they've and they've only got so much time, right? And so I think understanding those constraints and entering into conversations with that understanding and then and then operating and executing inside of their world and inside of their numbers allows you to be a true partner. And the same thing is true on the product side. Um, I think that that if you can do that well and if you can understand their pain and where they're coming from, people just naturally um open up more and are more willing to have you and see you as a partner and a true partner that can drive value with them. And I think that that's the critical, the critical interlock, if you will.

The First 90 Days As CMO

SPEAKER_00

Oh, yeah, really well said. Um, so if you were advising a new CMO going into an enterprise, maybe legacy enterprise, what are you would be your first 90-day priority given everything that's happening in this brave new world we're looking at?

SPEAKER_01

Yeah, I mean, so I think that some of some things change and some things remain the same, right? So I still actually go back to um to the classic, uh, classic book out there, the first 90 days that talks about, you know, the first 30 days being all about understanding, understanding the business, understanding um current situation and starting those quick win credibility inside of the organization. I think that's nothing really about that has necessarily changed, right? Perhaps some of that shrinks because we just have access to information in a way that we didn't before. But so you can kind of go in with more insight into an organization. But um, but I think that some of the fundamentals, they they stay the same, right? Go in, be curious, really understand the business, really understand the dynamics, identify quick wins and where those can come from. Um, and whether that's changes around, you know, people, process, or technology. It's kind of again, some some things change, some things stay the same. Those are the those are the levers, those are always the levers. Um, and go in and understand where you can make some quick wins to build up your authority and your your credibility inside the organization as you map out your longer-term plan and an understanding of how you can drive impact, not only sort of in quarter, but then start to lay foundational elements that'll allow you to drive um increased growth and scale and scope in in over a multiple quarters or horizon a longer time horizon. And so I think we all need to show quick wins, right? It's it's that's the reality, but then build a foundation that allows you to deliver value over the long term.

Staying Curious In The AI Era

SPEAKER_00

I love that. Quick wins. Well, we can all get behind that and not just five-year plans that uh that make you uh look impressive. Um, and speaking of that, I mean, I think the future of three, five years ahead, who knows what it holds for CMOs. But do you think there'll be certain certain things that will define those successful CMOs and those who maybe get left behind in this new age we're we're in? Um what do you think?

SPEAKER_01

Yeah, I think I mean the biggest one for me right now is is is about being curious, right? Like things are changing, and that is the the reality of the situation. And if we try to rely on an on an old playbook um and and just stay there, we we won't we won't be successful because the reality reality is changing. And so we need to stay curious, we need to to stay current on how things are changing. And at the same time, don't underestimate how our experience and insight can be translated into a new world. And so um that's the the other piece of it, I say. So um I think things are changing, but but again, I do think that foundational foundational elements, they they stay the same.

What Reinvention Looks Like Next

SPEAKER_00

Absolutely. And what about yourself? What are you excited about over the next weeks and months? What are you looking for in terms of your professional work life, your consulting life, otherwise? What's on your mind?

SPEAKER_01

Yeah, I mean, I'm just I'm I'm excited about this moment in time and tech. I mean, you and I have been doing this for now seeing multiple trends, right? Like when I came out of school, I was doing custom builds at first as a technology consultant for Accenture. And then I went into packaged apps and it was, you know, client server, and then SaaS came around and and um you know and cloud. No, it's never a dull moment. And at the same time, like this level of revolution, like this is, I mean, it's moving faster than anything I've ever seen and or I've experienced in tech, right? Um, in terms of AI. And so I do think it's a really exciting moment inside of tech more broadly, where the historical winners will not be the preordained winners of the future. And so I think that type of upheaval is fun for, you know, for those of us that have been doing this for some time. Um, I personally love reinvention. And so I'm I'm excited to to look at that new set of winners that are out there that are really starting to understand how the structure is changing and actually able to um take advantage of that. And so that's a bit of what I'm I'm looking to be a part of going forward is you know, this next wave's winners and and some of the the change that's coming over the next, you know, two two to what I don't know. It's happening fast. I don't want to put an end period on it, but it's it's happening fast for sure.

SPEAKER_00

Well, thanks for joining and sharing your insights and uh making yourself available and good luck on what's next.

SPEAKER_01

Thank you so much, Evan. I really appreciate uh the conversation today and and um it's always a pleasure.

SPEAKER_00

Thank you. Thanks, Megan. Thanks everyone for listening and watching. Also check out our TV show, techimpact.tv, known Bloomberg Television and Fox Business. Thanks, everyone. Thanks, Megan.

SPEAKER_01

Thank you. Take care.