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Jason Lyman

How CMOs Should Think About Customer Data with Jason Lyman

Data & Analytics January 28, 2026

About Jason Lyman

About Customer.io

Marketing gets complicated when customer data lives in too many places.

 

Jason Lyman, CMO at Customer.io, breaks down why meaningful customer engagement starts with bringing data and messaging together in one system. He shares how Customer.io helps teams activate real-time customer behavior, simplify personalization at scale, and cut through martech sprawl, so marketers can focus less on managing tools and more on delivering timely, relevant experiences that actually move the needle.

Tell us how your playbook has evolved from your first marketing role to your current seat as CMO at Customer.io.

My playbook has been shaped by three core principles that I've developed across my roles at Microsoft, Dropbox, and BetterCloud: best-in-class marketing is customer-centric, metrics-driven, and strategically aligned.

At Microsoft, within the Office 365 group, I learned that in a 100,000-person company, you need buy-in from various stakeholders to get anything done. When you have that collaboration and partnership in place, that's when the impact is really clear. Today, I push my teams to know who their stakeholders are and ensure we're all swimming in the same direction.

At Dropbox, the company value of "cupcake" (literally a cupcake emoji) taught me to always keep the customer point of view top of mind. That delivery of delight is what builds loyalty and trust with customers, whether it's small or large interactions with our brand or product.

At BetterCloud, where we were building a new category called SaaS management platforms, I learned the value of taking a data-driven approach. When you're creating a new product category, you need really strong measurement in place so you can make adjustments quickly. That experience helped me appreciate the power of data-driven marketing.

And now at Customer.io, I put all of these principles into practice daily.

Your remit spans product marketing, demand gen, PR, growth, and operations. How do you keep a unified brand voice when these disciplines pull in different directions?

I don’t try to force uniformity across functions. I focus on creating clarity. That starts with a very clear articulation of who we are, who we serve, and the problems we exist to solve, then translating that into principles that teams can actually use when making decisions. Then, each function may optimize for different outcomes, but they all anchor on the same narrative, same customer truth, and same definition of value.

Ultimately, I believe this approach yields more dynamic marketing and unlocks a greater level of creativity across the team. For example, we’ve had some really innovative webinar approaches this year – one was inspired by the artist Bob Ross, and another had an Indiana Jones theme. While they might not initially feel aligned with our brand voice, we received great feedback on these events from accounts that fit our ideal customer profile. This effort was a good validation that this philosophy works well for our team.

When promising “data without limits,” how does Customer.io make it instantly usable for teams without overwhelming them with a flood of attributes?

Nothing is more frustrating than data limits when creating a data-driven messaging strategy. Customer.io enables you to send campaigns based on as many profile attributes, events, or actions as needed.

What I loved most about the platform, even before I joined, was how easily it combined different data sources to build a complete picture of users. And now with the power of AI, it is truly effortless. All you need to do is describe your ideal audience, and a segment can be created in seconds. Because all your data about your customers already lives in Customer.io, our platform can make context-aware recommendations quickly so you can focus on the best ways to communicate effectively and build stronger relationships with your end-users.

If you stripped away the marketing slogans, what’s the one hard-to-copy thing that gives Customer.io its market edge?

Customer.io treats customer data and customer communication as one system, not two loosely connected layers. Most platforms excel at either data or messaging. We are built for teams that need to work together in real-time, using their actual business data, not a simplified marketing version of it. That means unlimited attributes, real-time segmentation, and the ability to trigger messages across any channel based on how customers actually behave, not how a tool thinks they should.

What compounds that advantage is how customer-centric the platform and the company are. We design for both technical and non-technical users, remain intentionally tool agnostic, and invest heavily in helping customers succeed within their existing stacks. When you combine deep data flexibility, true omnichannel execution, and a culture that optimizes for long-term customer value, you get something that is very difficult to replicate quickly, even for well-funded competitors.

Is AI redefining customer engagement as we know it? If so, what challenges and opportunities does that create for marketers?

Yes, AI is absolutely redefining and changing how marketers operate. But, that being said, I think the fundamentals remain the same – delivering the right message at the right time, to the right audience.

The opportunity is massive. AI, when used effectively, can help marketers deliver more personalized experiences at scale, which is crucial when customers expect campaigns to adapt to their evolving preferences in real-time. The brands that will win tomorrow with AI will be using the right data to send relevant and personalized customer experiences. AI accelerates how fast and efficiently marketers can work, but you still need the right foundation – quality data, clear measurement, and a customer-centric approach.

What makes Customer.io necessary even in the leanest martech stack, so much so that a minimalist CMO would place their bets on it?

A minimalist CMO does not want more tools; they want fewer systems that do more of the work. Customer.io replaces the need for separate CDPs, point solutions for messaging, and brittle integrations by unifying customer data and omnichannel execution in one platform. You can start simple in the use cases that you leverage with Customer.io, but you have the peace of mind that it can scale with your business without forcing a replatform later.

You’ve scaled marketing teams globally. What’s one move you’ve repeated in every build that goes against the grain but delivers every time?

When I joined Customer.io, one of the bigger investments I made was the creation of a marketing growth team. They were 100% focused on using rapid experimentation to drive increased efficiency in our self-serve motion. I encouraged them to start small. I knew from my time working with the growth team at Dropbox that simple changes can drive big impact, and I wanted to reinforce the importance of quick iteration.

In one of the first experiments, we changed the layout of an email to bring the CTA button higher in the body and changed the copy of the button to be more conversion-oriented. Those small changes performed 46% better than the control group and drove more than six figures of incremental ARR. This example shows that a lot of opportunity for improvement exists, but you just need to invest the time and energy to unlock it.

What’s one thing you want every B2B SaaS marketer, including yourself, to unlearn?

CMOs must remember that any effective marketing strategy is defined by tradeoffs. It is easy to focus on new investments or incremental improvements, but the more important question is what you are choosing not to do. Without clear tradeoffs, there is no real strategy, just a collection of activities. Being explicit about what is out of scope makes it easier to set direction, prioritize your team’s work, and clearly differentiate your approach from competitors.

Customer Data
CDP
Marketing
Personalization
AI
Customer Engagement
Data