For CEOs and marketing leaders
Make AI show up in your revenue, not just your output.
Marketing got the AI tools first, so it has had the longest run at this of any department. If you’re the CEO, you may be wondering why that hasn’t shown up in the numbers, and whether the team is equipped to make it. If you lead marketing, you’re probably asking yourself the same thing, with a lot less time to work it out.
This page is for both of you, written from the marketing side of the table, where I’ve spent twenty-five years.
I ran the marketing at a company that went from about $5M to $125M in ARR. No traditional sales team, no outside capital. I’m not going to pretend that was all marketing.
But I know what the constraint was, because I lived inside it for years. It was never that we couldn't write fast enough. More content never grew the business. Better campaigns did.
This spring, Boathouse asked 150 CEOs about their marketing leaders.1 CMOs were held four times more accountable for AI return than any other executive. And 46% of those same CEOs graded their CMO’s AI capability a C or lower.
Most accountable, least trusted. That’s a grade on a result the marketing leader doesn’t fully control. Whether a campaign works gets decided in what sales hears from customers, what product and the exec team agree the company stands for, and whether anyone has been given the job of pointing AI there. I think both sides of the conversation are reasonable, and I think both are pointed at the wrong cause.
1 Boathouse Fifth Annual CEO Study, April 2026. US CEOs at companies above $250M in revenue.
What each of you is wondering
If you’re the CEO
"We’ve paid for the tools. Why hasn’t the number moved?"
"Does my marketing team know what good looks like here?"
"Am I going to find out in a year that we spent this on the wrong things?"
If you lead marketing
"Am I being judged on results from a process I don’t fully control?"
"If I bring in outside help, does that look like I can’t do this myself?"
"When would I even find the time?"
You were each hired for the job as it looked a few years ago. Since then a technology arrived that changes how most of marketing’s work gets done, and nobody has been leading that change for long. No one has a bench of CMOs who’ve run three AI transformations. The marketing leader is being asked to redesign the department while running it, and the CEO is being asked to judge progress with no benchmark for what good looks like.
That’s a gap in experience and in hours, and it closes with the right help.
Why it looks like a people problem when it isn’t
The team produces more than it did two years ago. Pipeline looks about the same. Campaigns perform about the way they always did.
From the CEO’s office, that looks like a team that hasn’t figured it out. From inside marketing, it looks like doing everything asked and getting no credit for it. Here’s what’s actually happening, mechanically.
AI took the cost of producing a first draft to roughly zero. So that’s where it got pointed, because drafting is where the demo is. But a campaign’s result was never decided in the draft.
It’s decided earlier: in what you know about why your best customers bought, in whether there’s one clear reason to choose you, and in a brief that says what the campaign has to do, in a number. And it’s decided afterward, in whether anyone learns from the results before the next campaign starts.
A weak campaign written in forty seconds is still a weak campaign. Now you can make more of it.
Look at who owns those stages. Customer insight sits with sales and customer success, who hear it every day. Positioning needs product and the exec team. The brief needs whoever will judge the result. Most of what decides a campaign happens outside marketing. A head of marketing can ask four other departments to change how they hand work over, and most have. Getting it done takes the CEO in the room too, because the way campaigns get made belongs to the whole company and nobody has ever been given the job of redesigning it.
The team is also further along than the reports show. They’re already using AI, and under-reporting how much, because the question underneath is "what will you do with the time you save," and nobody likes where that goes. That’s FOBO, fear of becoming obsolete. People are being careful about what happens if they show how much they can do.
It still costs you. When six people each have their own private prompt, you end up with six brand voices. By month six the newsletter doesn’t sound like the website, and nobody can point at the day it started.
What you’re actually looking at
That’s Shadow AI. It isn’t a hypothetical. It’s running in your department this week.
The sentence that’s costing you the year
The one I hear most often is "we need to get our marketing team using AI."
Usage is already near total. It’s invisible, unmanaged, and pointed at the wrong step. A usage goal on top of that gets you more of the same, faster, with better reporting on it.
Meanwhile buyers are getting more of their answers from AI systems before they reach your site, so marketing is being asked to mass-produce more of the exact thing AI search is making worth less.
Producing more of the thing that works less. Volume is what walks you into it.
The real work is redesigning how your campaigns get made, and putting AI at the stages that decide whether they work: the customer insight, the positioning, the brief, and what you learn from results. That means people working differently, which is why buying tools doesn’t make it happen.
What both of you will be able to see in 90 days
A CEO who is told “trust us, it’s going well” stays worried, and a marketing leader who has to say it gets tired of saying it. So we build the evidence into the work from the first week:
- A map of where AI is pointed in your campaigns today, and where it should be. The CEO and the marketing leader look at the same picture.
- One workflow redesigned and measured, the one closest to revenue, against a baseline we take before we change anything.
- A written voice specification and claim library, so what goes out under the company’s name gets checked before it ships.
- Two to ten AI Champions from the people who do the work, trained to run the next redesign without us.
- One measure, chosen together and reported to the exec team every month. That includes the months it doesn’t move.
The marketing leader runs all of it, and reports progress to the exec team with us alongside.
If you lead marketing
You finish with a redesigned system you can defend with a number, champions who own it, and a backlog of what to do next with your name on it. You’re the person who led this, and the measure shows it.
If you’re the CEO
By month three you’ll have watched your team do the work, against a measure you helped pick. One request: bring us in as backing for your marketing leader. In week five the novelty is gone, the old process still works well enough, and someone has to keep the change going. That’s them, and they’ll do it far more readily if they know you’re behind them.
The method, written out so you could run it yourself
What this needs from leadership: product, sales and legal in scope. The thinking that decides a campaign sits across departments, so the redesign has to reach them.
- Map where AI is pointed today.
Not the process document. The real thing: who uses AI, on which stage of a campaign, and what each stage is actually built on. Usually the answer is drafting, and nobody has looked at the rest, because everyone is measured on output instead.
- Start at the workflow closest to revenue.
Not the easiest one. The one where a better campaign is worth money you can name. Usually that’s campaign brief to launch, or the pipeline of work that feeds sales directly. Teams almost always want to start with something safe, like social scheduling. Safe workflows produce safe results and nobody defends the budget in quarter two.
- Set the brand guardrails before you add any volume.
A written voice specification, a claim library of what you’re allowed to say and what you have evidence for, and a defined review gate that stays human on purpose. Do this first. Volume on top of undefined voice is how brands drift, and drift is expensive to reverse.
- Redesign the workflow, then put the tool into it.
In that order. Every failed marketing AI project I have seen did it the other way around.
- Train the people who will still be there after we leave.
Two to ten AI Champions, drawn from the people who actually do the work. Not executives. Executives sponsor this. They do not run it. The marketing leader owns the result.
- Measure the thing your CFO cares about.
Not hours saved. Hours saved is a number nobody can spend. We agree one measure with you at the start, and it’s the one you already report on. For a marketing department that’s usually pipeline contribution, conversion, or cost per qualified opportunity. You pick it. We take a baseline before we change anything and track it in front of your exec team every month.
- Keep a backlog so it doesn’t end when we do.
A live, ranked list of workflows still worth redesigning, owned internally, so the next one starts without us.
One campaign, three ways
Take one campaign from start to finish, because every marketing team runs them and every team’s version leans on the same single step.
A typical pattern, not a client result. Your own version is what we map in week one.
The brief gets written from memory of the last one and whatever sales mentioned in passing. The positioning lives in a deck somebody made in March, so the writer goes hunting for it, and for what legal said about that one claim in the spring. Review catches what it can. The campaign ships, the results land in a dashboard, and the next brief starts from a blank page.
AI on none of the six stagesThe writer generates the draft in forty seconds. Everyone reports a win. The campaign performs the way the last one did.
AI on one stage of sixBefore the brief, AI pulls the themes out of your sales calls, reviews and lost deals, so the insight comes from what customers actually said. Your positioning sits behind every brief, and people decide it, not the tool. The brief becomes structured input with a number on it: what this campaign has to do. Your claim library, your voice specification and the results of your past campaigns sit behind it, organized so the team and the tools can draw on them, so the context stops being a scavenger hunt. The writer opens an argued draft instead of an empty page, and spends their time on the argument instead of the assembly. Claims arrive pre-checked against the library instead of getting caught in round three. Review stays human, deliberately, because that’s a judgment call and you shouldn’t automate judgment calls. When the results come in, they’re read against the brief and fed into the next one, so each campaign starts from what the last one taught you.
AI on all six stages. People decide two of them.That’s the entire trick. There’s nothing proprietary in it.
The reason most teams don’t do it themselves isn’t that it’s secret. It’s that it needs someone to sit with the department for three months and hold the line in week five, when the novelty is gone, the old process is still sitting there working well enough, and everybody is busy. That’s the part that’s hard, and it’s the part we’re actually selling.
Want to know where AI could have changed your last campaign?
Send us your last campaign
What clients say after
"In just 12 weeks, we went from barely understanding AI to leveraging it for real-world impact."John Finan, President, Finan Home Service
"That... was... Awesome! The team all left full of ideas and excitement for our next steps."Mike Nunn, COO, Fastik
"A clear, grounded strategy to take real control of my company's future. What used to feel like chaos now feels like a strategic advantage."Ted Fox, Owner, Fox & Sons
The NoW of Work has been doing organizational transformation since 2016, on the back of twenty years before that. Cedarglen Homes, Discovery Co-op, Heart & Stroke, National Bank, Providence Healthcare, MacKay CEO Forums, Nootka Marine Adventures.
Who this is not for
- A two-person marketing team. There isn’t enough workflow to redesign, and you’d be better served by AI Quick Start or a few hours of coaching.
- A room where nobody carries a revenue number. The whole method is anchored to revenue-linked work. Without that anchor it turns into a training program, and there are cheaper ways to buy training.
- Anyone who wants us to run their marketing. We’re not an agency. We leave, and the point is that the department is stronger when we do.
- A team with no capacity at all. Three months of redesign takes real hours from real people. If every person in the department is at a hundred percent this quarter, start next quarter and mean it.
Where to start
There are two ways in. If you’re not sure which, start with the Clinic. Four hours, and you’ll know whether the three months are worth it.
Your CEO, your marketing leader and the leaders marketing depends on (sales, product, whoever signs off) in one room. The state of AI for your business, why AI transformations stall, then live demos on problems your business is facing today. A working session, not a lecture.
- Three workable AI use-cases for your marketing, agreed in the room
- One shared view of where AI fits, held by the CEO and the marketing leader
- A clear next step, if there is one. If there isn’t, I’ll tell you.
The guarantee: if your leadership team doesn’t leave with three workable AI use-cases, you don’t pay.
Content, campaigns, research and reporting, redesigned into one system that your own people run.
- A map of where AI is pointed in your campaigns today, and where it should be
- Brand voice guardrails and claim library, built before volume
- Tooling set up inside the redesigned workflow, not alongside it
- Training for the team, and 2–10 internal AI Champions who own it after
- Pilot campaigns against redesigned workflows
- A live AI backlog, ranked, owned internally
- Monthly executive reporting
- One revenue measure you already report on, with a baseline, tracked every month
Fees are personalized to team size and scope.
Our commitment: measurable impact within 90 days. Steady momentum every month after.
Pricing shown reflects 2026 rates. Final pricing is confirmed through a formal proposal and may vary based on scope, complexity, and client requirements.
Before you book anything, let me show you where AI fits.
Send us your last campaign, the brief and the results, to ai@nowofwork.com, and we’ll show you where AI could have changed the outcome. It’s free.
If you lead marketing, you’re the best person to send it. If you’re the CEO, ask whoever owns the campaign, and treat it as a good first conversation with them. It’s a question about the work.
We’ll send back where AI was pointed on that campaign, the stages where it could have changed the result, which ones it has no business touching, and what I would expect that to be worth. No deck. If there’s nothing worth doing, I’ll tell you that too.
Less output. More business.
Ashleah Wilson · Partner, The NoW of Work
ai@nowofwork.com
P.S. If you’d rather start with the leadership team, the AI Boardroom Clinic is four hours and $5,000. If you don’t leave with three workable AI use-cases, you don’t pay. It’s the cheapest way to find out where your AI should be pointed.
