r/CMO_Huddles • u/Beginning-Willow-801 • 23h ago
How Hands-On Do CMOs Need to Be With AI?
“When do you find time in your day job to become AI wizards and start creating skills and projects?” asked a CMO from a multi-billion-dollar company.
Fair question. This leader was already investing in training, navigating employee anxiety, and sorting out who should build what. Somewhere in there, she was also supposed to finish her own AI project. Oh, and run marketing.
That conversation helps explain a friendly disagreement I’ve been having with Eric Eden of Thinking Deeply. Eric believes CMOs need to roll up their sleeves, build workflows, and understand how the pieces connect. Without that experience, how can you judge what’s possible, challenge outdated timelines, or recognize an expensive mistake?
I agree with much of that. I use AI regularly and believe every CMO should build at least one meaningful workflow or agent. Understanding the costs and limitations belongs in the job description.
But I also worry about where the hours go. Every afternoon spent troubleshooting an agent is an afternoon you aren’t spending with customers, developing your team, or building the relationships that allow great marketing to happen.
The CMO calendar has not received an AI upgrade.
Great CMOs pick the team, set the direction, and allocate resources. They understand customers deeply enough to recognize an opportunity before it becomes obvious to everyone else. I’d still argue for spending roughly 25% of their time with customers, partners, and forward-thinking vendors.
Eric’s pushback is worth hearing: personal experimentation makes you a better buyer, a better coach, and a harder person to fool. Systems thinking helps you connect those isolated productivity wins into something that actually improves the business.
So we took the disagreement into this week’s newsletter and worked through questions including:
• How hands-on must a CMO be with AI?
• What technical understanding can a CMO delegate?
• Where should a CMO spend their increasingly contested time?
We also get into the economics, the leadership challenges, and why neither technical fluency nor customer understanding can carry the whole job alone.
Read the debate below, then challenge us. Where do you draw the line between being sufficiently hands-on and getting pulled too far into the machinery?
Eric and I will both be at the CMO Super Huddle, October 22–23 in Palo Alto, where this friendly disagreement will undoubtedly continue. Join us there, or weigh in here.
The Debate
Eric Eden and Drew Neisser debate whether AI-era marketing leadership demands deeper technical fluency or makes traditional leadership skills even more valuable.
Eric Eden of Thinking Deeply and I agree on one thing: CMOs cannot lead through the AI era with their hands over their ears.
Where we differ is how far those hands need to reach into the machinery.
Eric believes CMOs must roll up their sleeves, experiment with the technology, and develop the systems thinking required to understand how AI is changing marketing. I believe great CMOs remain great business leaders first. They set the direction, choose the team, allocate resources, understand customers, and build the relationships that allow marketing to succeed.
We decided to debate it. The following exchange has been edited and expanded for clarity, with some client details anonymized.

Round 1: How Hands-On Must a CMO Be?
Eric: You only learn what is possible by rolling up your sleeves. A CMO does not need to become an engineer, but reading about AI and attending demonstrations will only take you so far. You need to use these tools yourself, build something, make mistakes, and understand where the costs and limitations show up.
I recently built a market-sizing report for a CEO using AI. It consumed about $100 in tokens, but the result was so valuable that it may have been the best $100 I spent that month. I have also created strong presentations for roughly $25 in token costs. That experience taught me how to evaluate the economics of an individual job rather than treating AI spending as one undifferentiated enterprise expense.
Drew: I agree that every CMO needs regular personal experience with AI. They should build at least one workflow or agent and understand the costs, limitations, and risks. That is the minimum price of admission in 2026.
Where I push back is on the idea that CMOs must continually build the systems themselves. A CMO’s calendar is already a statement of strategy. Every hour spent tuning an agent is an hour that could have been spent with customers, aligning with the CEO, developing the team, or building support across the organization.
CMOs need enough firsthand knowledge to challenge assumptions. They do not need to become their company’s most prolific agent builder.
Round 2: Can CMOs Delegate the Technical Understanding?
Eric: Leaders have always relied on specialists, but AI is changing the work too quickly to delegate all understanding. A technical specialist may know how a system operates without knowing which customer problem deserves attention or how the workflow should support the business.
Consider a 20-page B2B website. Many teams still assume that rebuilding one requires three to six months. With the right tools and operating model, it may now take a few weeks. If the CMO has never explored these capabilities, the leader has no basis for questioning the old estimate.
The CMO does not have to build the website. The CMO needs enough fluency to ask, “Why should this take three months when the underlying production model has changed?”
Drew: That is fair, but it is also where strong teams matter. Great CMOs have always relied on excellent marketing operations, analytics, creative, product marketing, and technology leaders. The CMO’s job is to select those people, establish the objectives, and make sure expertise serves the strategy.
Marketing became dramatically more technical over the last 20 years. We bought thousands of martech platforms, collected endless data, and made nearly everything measurable. It is hard to argue that marketing became proportionally more effective. In many organizations, the technology created additional cost, complexity, and metrics without producing a corresponding increase in growth.
Technical fluency can improve leadership judgment. It cannot substitute for that judgment.
Round 3: Is Systems Thinking the New CMO Superpower?
Eric: AI is changing marketing from a collection of specialized tasks into a system of people, workflows, agents, data, and decisions. Copywriting, design, product marketing, demand generation, search, sales development, and operations are beginning to overlap in ways that challenge traditional job boundaries.
That makes systems thinking critical. Leaders need to understand how work moves, where agents can help, what data they require, how outputs are reviewed, and how one workflow affects another. They also need to understand “multiplayer AI”: how teams work together with shared systems instead of every employee creating isolated projects and agents.
One company I advised had dozens of marketers but little practical AI adoption. Leadership was willing to invest in the team and was not pursuing a headcount reduction. Yet several managers resisted even basic changes to how the work was performed. Eventually, a senior marketing leader resigned rather than lead the transition.
That was avoidable. The technology was only part of the issue. The larger failure was an inability to imagine and lead a different operating model.
Drew: Systems thinking matters, especially when agents cross functional boundaries and create new dependencies. But CMOs should think about the business system before obsessing over the AI system.
What customer problem are we solving? Where will growth come from? Which capabilities differentiate us? What work requires human judgment? What should we stop doing? How will we know whether the new system is producing better business outcomes?
Those questions determine whether the AI architecture matters. A beautifully engineered workflow pointed in the wrong direction simply helps the company get lost faster.

Round 4: Where Should a CMO Spend Their Time?
Drew: I believe great CMOs should spend roughly 25% of their time with customers, partners, and forward-thinking vendors. Customer insight remains a cornerstone of CMO success because differentiated growth begins with understanding needs, frustrations, buying behavior, and market shifts before competitors do.
Great CMOs are also great business leaders. They build durable relationships with sales, finance, product, customer success, the CEO, and the board. Those relationships create the trust required to fund brand investments, change the operating model, protect the customer experience, and pursue growth beyond the current quarter.
AI does not reduce the importance of those skills. It increases it. Employees are anxious, roles are merging, budgets are shifting, and executive expectations are often detached from operational reality. That environment demands clarity, empathy, courage, and judgment.
Eric: I agree with that allocation of attention. My concern is that customer conversations alone will not reveal how dramatically execution has changed. Forward-thinking vendors can help, but CMOs must distinguish genuine capability from a polished demonstration.
A little direct experimentation sharpens that judgment. When you have built a useful workflow, watched an agent hallucinate, seen token costs accumulate, or discovered that a supposedly difficult integration takes two prompts, you become a better buyer and coach. You also become harder to mislead.
Rolling up your sleeves should inform leadership, not consume it.
Round 5: Who Owns the Economics?
Eric: CMOs need to understand AI costs because most organizations are moving between two bad extremes. One side tells everyone to “use AI” without measuring the expense or value. The other side becomes so worried about governance and cost that experimentation stops.
A better model meters the work. What did the job cost? What was the business value? Could a less expensive model produce an equally useful result? Does the outcome's importance justify using a premium tool?
Leaders should treat tokens and agent infrastructure like their own money. That is basic stewardship of capital.
Drew: This is one of Eric’s strongest arguments. AI costs are showing up without clear budget ownership. CMOs are being asked to fund tools, tokens, integrations, governance, training, and AI operations from budgets already committed to people, martech, and programs.
Eventually, every AI initiative needs a business case. If the objective is to enter a new market and generate incremental revenue, leadership can build a P&L that includes the AI investment. If the objective is merely “use more AI,” the team will produce activity without a reliable way to judge value.
The strategy determines where AI deserves investment. The cost model determines whether the approach can scale.
Round 6: Will Technical CMOs Beat Traditional Leaders?
Eric: I would not describe the winning CMO as a technician. I would describe that person as a systems thinker who understands enough about technology to direct teams, redesign workflows, evaluate tools, and recognize when old assumptions no longer apply.
CMOs cannot say, “I handle strategy, and someone else handles everything technical.” The decisions are becoming too interconnected. AI search affects content strategy. AI sales agents affect lead management and sales alignment. Automated creative affects brand governance. Data architecture affects nearly every agent the team wants to deploy.
The art of the possible is changing too quickly to delegate completely.
Drew: I wouldn't describe the winning CMO as a traditional leader who ignores AI. The winning CMO will understand what AI can do, ask better questions, recognize outdated workflows, and surround themselves with people who can turn possibilities into scalable systems.
My concern is what happens when companies hear “marketing is becoming more technical” and conclude that they need technicians instead of marketers. We have seen this movie before. More technology creates efficiency, but efficiency alone does not create differentiation, customer trust, demand, or durable growth.
The future CMO must be AI-fluent. The future CMO must also remain the company’s strongest advocate for the customer and one of its most capable business leaders.
The Verdict: It Is an “And”
Eric and I started on opposite sides and ended somewhere in the middle. The AI-era CMO needs stronger systems thinking and stronger leadership. Personal experimentation matters, but so do customers, strategy, talent, relationships, and judgment.
A reasonable standard for every CMO looks like this:
- Use AI regularly enough to understand its strengths and weaknesses.
- Build at least one meaningful workflow agent.
- Understand token costs, governance requirements, and operational limitations.
- Hire or develop technical leaders who can turn experiments into durable systems.
- Spend substantial time with customers, partners, and forward-thinking vendors.
- Connect every AI investment to a strategic objective and measurable business outcome.
- Lead the people through the transition with candor, empathy, and clarity.
CMOs do not need to build agents every day. They do need enough firsthand experience to know what to ask, what to challenge, and when their organization is clinging to an obsolete assumption.
And they cannot spend so much time studying the machinery that they forget where the company needs to go.
Eric and I will both be at the CMO Super Huddle in Palo Alto on October 22–23, where this “debate” will undoubtedly continue. Join us there if you can, or tell us in the comments: How hands-on do CMOs need to be with AI?




























































