Fractional Head of AI for sales and marketing
I run a seven-figure company on under 10 hours a week, on AI systems I built. Now I help sales and marketing teams build their own.
I'm Craig Hewitt. I still do the work and run a team. In a normal week I'm in a client's board meeting on strategy, then sitting with someone on their team, helping them use AI in their actual job. As your part-time Head of AI, I do both for your sales and marketing team.
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Four clients at a time. Start with a two-week audit.
How AI gets bought when nobody owns it
In month one, someone buys the tools. ChatGPT seats, a writing tool, an AI feature in the CRM.
In month three, the person who set them up gets busy or leaves. A few people use them. Most don't.
By month twelve, you're paying for subscriptions nobody opens, nothing talks to anything else, and your CEO is asking what all that AI spend produced.
Your team doesn't need more tools. It needs someone who owns making them work.
Most AI help only works at one level
Consultants talk to the executives. Trainers talk to the team. The plan never meets the work, and that's where AI stalls.
I work at both ends, because that's my life right now. I run a company and still do the work in it. With clients, I'm in board meetings on strategy one day, and sitting with an individual contributor the next, helping them change how they work.
That's the job: get leadership and the people doing the work pointed at the same few things, then make it stick.
Who this is for
Heads of marketing, sales and revenue whose CEO wants AI to produce results, not experiments.
You've got a real team, real targets, and a pile of work that's still done by hand: research, briefs, content, campaign builds, follow-up, reporting. You know some of it should be running on AI. You don't have the time to own it, and you don't want to hire someone full-time to find out.
What this isn't
- Not an agency. I don't take your work and hand back a black box.
- Not a training day. A workshop gets people excited for a week. Then Monday happens.
- Not a strategy deck. You get a plan with owners and dates, then the workflows themselves.
- Not engineering. I don't build AI into your product.
- No equity deals. Paid work, clear terms.
Why not just hire, outsource or train?
| Full-time AI hire | Agency | Training day | Me, part-time | |
|---|---|---|---|---|
| Time to start | Months of hiring | A few weeks | A few days | This month |
| Who owns the results | The hire | The agency | Nobody | Me, until your team does |
| Who builds | The hire | The agency | Nobody | Your team, with me designing and reviewing |
| Who they work with | Usually one level | Whoever bought it | The team, for a day | Leadership and the people doing the work |
| What's left when they go | Depends who stays | Systems your team didn't build | Notes | Workflows your team built and runs |
How we work together
Step 1
AI Operating Audit
About two weeks for most teams. Longer for big ones.
I talk to the people who do the work, map where your team's time actually goes, and pick the few workflows worth doing first. You get a written 90-day plan with the expected hours saved and an owner for each workflow.
You keep the plan whether or not we keep working together. If we do, the audit fee is credited in full against the retainer when you start within 60 days.
Step 2
Fractional Head of AI
Ongoing. Three-month minimum, then month to month.
This is the core of what I do. I own AI for your sales and marketing team:
- Set the priorities and keep the list short
- Design each workflow, then review your team's build every week
- Train the people who'll run it
- Make the tool and vendor calls, and cancel what you don't need
- Set the rules for how your team uses AI with customer and company data
- Send a one-page report every month: hours saved, what's live, what's next
Your team builds. I make sure what they build works and keeps working.
Separately
Build
Scoped after the audit.
Sometimes you need it built, not coached. When that's the right call, I'll build specific workflows for you as a separate, fixed-scope project. It's never mixed into the retainer, so you always know what you're paying for.
What the first 90 days produce
Weeks 1–2
The audit. I interview your team and map the work.
Weeks 3–4
The plan. We agree on the first two or three workflows, and each one gets a named owner on your team.
Days 31–90
Those workflows are live. The people running them are trained. You get the first monthly report, which is the answer to "what's AI doing for us?" at your next leadership meeting.
What I run on AI today
Everything I'll ask your team to do, I've done in my own company first.
| At Castos and in my own work | Now |
|---|---|
| Running Castos, a seven-figure company with a team of 7 | Under 10 hours a week of my time |
| My inbox and calendar | 15 minutes a day, down from about 3 hours, run by a scheduled set of Claude skills |
| SEO and marketing consultants | About $5K a month replaced by SEOMachine, a Claude Code project I open-sourced |
| Podcast and video editing | UltraClip, a service I built where Claude Code edits a full episode, with clips and show notes, delivered within 24 hours |
The kind of work I do with clients
For an enterprise marketing team: I audited how the team worked, wrote the roadmap and business case for leadership, set the rules for using AI, designed their first shared workflow and reviewed the team's build every week, and ran ongoing training for the whole team.
And outside client work
- I've coached more than 300 founders and CEOs.
- I speak about running a company on AI, including on stage at TinyFest.
- I build in public on YouTube for more than 20,000 subscribers. You can watch how I think before we ever talk.
“I always like talking with Craig. He has a way of cutting through noise and giving you exactly the insight you didn't know you needed.”
What I believe
- 1The tools aren't the problem. Nobody owning them is.
- 2Fix the process before you add AI, or you just get the mess faster.
- 3Your team builds it, because people keep running what they built.
- 4Measure it in hours and pipeline, not prompts written.
- 5Everything lives in your accounts. Nothing leaves with me.
About me
I founded Castos, a podcast hosting company, and bootstrapped it to seven figures. It's still mine, with a team of 7 serving more than 3,000 customers.
Getting it to run on under 10 hours a week meant rebuilding how Castos works around AI, and taking a team that included real skeptics with me. I'm not advising from theory. I make the same calls in my own company every week.
I still do the work and manage a team. That's why I'm as comfortable in a client's board meeting as I am next to the person who'll run the workflow on Monday.
I build with AI myself, from UltraClip to open-source tools like SEOMachine and a library of 47 Claude skills. I also coach founders one-on-one, and share what I learn on YouTube, X and LinkedIn.
I take four advisory clients at a time.
Questions
Why not hire a full-time Head of AI?
Most teams need direction and a few working systems before they need a full-time role. I own it part-time until that changes, and when you're ready to hire, I'll help you hire and hand it over.
How is this different from an agency or a training day?
An agency does the work for you and takes the know-how with it. A training day leaves when the day ends. I set the priorities, design the workflows, guide your team while they build, and measure what changed.
Do you build it, or just advise?
Usually your team builds and I design and review. That's on purpose: what your team builds, your team keeps running. If you need something built for you, I do that as a separate, fixed-scope project.
What does it cost?
The audit is a fixed fee, and it's credited in full if you start the retainer within 60 days. The retainer is quoted after the audit, once we both know what the work is. We'll talk numbers on the first call.
What if we already use ChatGPT, Copilot or something similar?
Good, that's the usual starting point. The audit finds what's actually used, what's worth keeping, and what to cancel.
Who do I work with on your side?
A sales or marketing leader who owns the work, plus an executive sponsor. If there's no sponsor, I'll tell you on the first call.
Is my data safe?
I sign an NDA before the audit starts, yours or mine. I work inside your tools and accounts wherever possible, so your data stays in systems you control. Anything I handle on my side only goes through business-grade AI tools that don't train on your data. When we finish, I delete what I hold and you remove my access.
How much of your time do I get?
Weekly 30–40 minute check-ins while workflows are being built, a monthly results review with leadership, and replies within one business day. I keep it to four clients so that holds.
What are the terms?
The retainer has a three-month minimum. After that it's month to month, and either of us can end it with 30 days' notice.
Let's see if it's a fit
Twenty minutes. Tell me about your team and what's stuck. You'll leave knowing whether this is a fit, and with the first thing I'd fix either way.
No deck, no pitch.
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