Ben Rees

Becoming a CMO: What You Actually Lose When You Stop Doing the Work

Career advice tells you what you gain on the way to CMO. Nobody tells you what you trade away - and how to stay close enough to the work to keep your judgement calibrated.

Ben Rees - 4 August 2026

The standard career advice for ambitious marketers goes something like this: build your skills, get results, get promoted, repeat. Eventually you reach a level where you're setting strategy rather than executing it, managing people rather than campaigns, and that's success.

What nobody tells you is what you trade away to get there.

The feedback loop is the first thing to go

In my first proper marketing job, I was running demand generation campaigns directly. A campaign went out, pipeline moved or it didn't, and I knew within days whether the thinking behind it was sound. That signal was immediate and unambiguous. I could feel when something wasn't working, and I could adjust.

A specific example - when talking to customers on the phone or in person I would write down what they said, pull those scribbles out and attempt a transcription from my terrible handwriting; then use those exact words as copy in adverts and content. that worked because it was directly from the horse's mouth. But if it is the 3rd summary of a summary of a summary, then all that magic is lost, and you are just left with bland comments and thoughts.

As seniority increases, you don't lose access to that signal. You lose proximity to it. You're still reading reports about campaign performance, still sitting in pipeline reviews, still looking at the numbers. But you're reading about the signal rather than feeling it. There are now two or three people between you and the actual work, each of whom is interpreting and summarising before it reaches you.

This sounds like a manageable problem. It isn't, quite. The interpretation that happens at each layer isn't malicious or even wrong. It's just that the person summarising the campaign results has already filtered out the things that seemed irrelevant, the anomalies that didn't fit the narrative, the early indicators that something interesting was happening. By the time it reaches a dashboard or a weekly update, the texture is gone.

Instincts are perishable, and nobody warns you about this

The judgement that makes a senior marketer genuinely useful was built through years of direct contact with the work. You learned, through repetition, what a good campaign brief looks like versus one that sounds good but won't land. You developed a sense for which channels were producing real pipeline and which were producing the appearance of pipeline. You got calibrated.

That calibration decays if you're not careful.

Spend three years primarily in board meetings, budget cycles, and senior leadership conversations without running a single experiment yourself, and the instincts dull. You don't notice it happening. You still have opinions and you still have experience, but the opinions start to lag the market by a year or two because you're no longer getting the direct signal that keeps them current.

This is the competence decay risk that CMO career advice never addresses, because it's uncomfortable. The implication is that career progression, if you're not deliberate about it, gradually hollows out the expertise that justified the progression in the first place.

I have plenty of examples in more senior roles where I would go back to the original transcripts for something, and read exactly what was written down, from the customer. I've been doing that or through my career because the nuance matters.

The chief marketing technologist problem, inverted

There's a fairly standard piece of advice in marketing leadership writing that CMOs should create a senior "chief marketing technologist" role within their organisation. Someone who owns the tech stack, manages the vendor relationships, interfaces between marketing and IT, keeps the architecture coherent.

The reasoning is sound. Marketing technology has become complex enough that you need dedicated ownership of it, and the CMO can't personally be across all of it.

But here's the inversion worth sitting with: if you need to hire someone to manage the tech stack you used to run yourself, what does that tell you about what you've given up?

At a certain point in my career I was the person who understood the marketing technology stack directly. I knew how the data flowed, where the gaps were, why certain reports were unreliable, which integrations were fragile. That knowledge was expensive to acquire and it was genuinely useful. It meant I could spot when a vendor was overselling a capability, or when a proposed solution was architecturally wrong, or when the numbers in a dashboard were lying.

The chief marketing technologist hire is the right operational answer to a real problem of scale. But it's also a form of institutional memory transfer. The understanding moves from the CMO's head to someone else's, and what the CMO retains is a high-level view rather than a working one.

Martech is another example where staying close to the real work has been very important. I have written a lot on Martech in the past and given a number of talks - it is such a complex world that you need to truly understand what is happening under the hood and in various processes around your company.

Leverage is real, but it's not the whole story

I don't want to make this sound like senior marketing roles are a bad deal. The leverage you gain is genuine. A decision about messaging strategy or channel investment, made at a senior enough level, affects everything downstream in ways that individual campaign execution never can.

When I was doing hands-on demand generation, a good campaign might add meaningfully to pipeline for a quarter. At a more senior level, a decision about how to position the product, or which customer segment to focus acquisition effort on, shapes the trajectory of the business for years. That's a different kind of impact.

The problem isn't that senior roles lack influence. It's that the feedback on whether you've used that influence well arrives slowly and is hard to read clearly. A positioning decision that turns out to be wrong might not show up clearly in the numbers for eighteen months, and by then there are ten other variables that have changed. Attribution at the strategic level is genuinely difficult, which is part of why instinct matters so much, and why letting those instincts atrophy is a real risk.

What I've actually done about it

The honest answer is that building my own tools has helped more than I expected.

The system I run now to monitor my own GEO visibility, tracking where my content appears across Google, ChatGPT, Gemini, and Google AI Mode for queries I care about, is one example. It's a Python script and a set of API keys, built in my own time. It's not complex by engineering standards. But building it meant I had to understand how these systems work at a level that reading about them doesn't give you.

There's a version of this principle that applies more broadly. Whatever your senior role, there are probably things you used to do directly that you've now delegated entirely. Some of that delegation is correct and necessary. But it's worth being deliberate about which bits of the work you stay close to, not for nostalgic reasons, but because those are the bits that keep your judgement calibrated.

The CMO who hasn't personally looked at a campaign brief in two years, or who hasn't tried to run a query in their own CRM to see what the data actually looks like, is operating on increasingly stale assumptions. They might be right. But they're flying on instruments rather than feel, and instruments lag.

The practical question

If you're moving towards CMO-level responsibility, or already there, the question worth asking isn't "what should I delegate?" That question answers itself. The question is "what do I need to stay close to, even when it would be easier not to?"

For me the answer has consistently included: the data and measurement layer, because that's where reality lives. The messaging, because it's the thing most likely to drift without you noticing. And whatever the newest channel or tool is, because if you've never used it yourself, your opinions about it are theoretical.

You can gain leverage without losing your grip on the work. But it takes more deliberate effort than most career advice suggests, because the default is drift, and drift is comfortable until it isn't.