Coaching for the CEO. AI for the team.
From someone still running a company.
I run Castos, a seven-figure company, and I still do the work. I coach founders and CEOs one-on-one, and I'm the part-time Head of AI for sales and marketing teams. From the board meeting to the person doing the work.
Or go straight there:Founder CoachingFractional Head of AI
Two ways to work with me
One is for you. One is for your team.
Coaching is about how you lead. The Head of AI work is about how your sales and marketing team runs.
For founders and CEOs
Founder Coaching
You are the constraint.
Every decision routes through you. You're working weekends to stay level. You know the company can't grow past the version of you running it — and you're the only one who can change that.
- Judgment and decision-making under real uncertainty
- Delegation that actually holds when you step back
- The identity shift from doer to decision-architect
For sales and marketing teams
Fractional Head of AI
Nobody owns making AI work.
Your team has the tools. A few people use them. Nobody owns turning them into results, and your CEO is asking what all that AI spend produced.
- A two-week audit and a written 90-day plan
- Your team builds the workflows, with me designing and reviewing them
- Part-time ownership of AI, without the full-time hire
Who's telling you this
An operator, not a consultant
I Was the Bottleneck Too
For years Castos ran on my memory, my judgment, and my willingness to push everything over the line. I know exactly how that feels from the inside, and how badly it scales — because I had to dismantle it myself.
No Burn Rate To Hide Behind
Eight years bootstrapping to 7-figure ARR, no venture money. Every call had to pay for itself. That constraint is why the advice survives contact with a real P&L instead of a pitch deck.
Check My Work Before You Hire Me
I publish the wins, the misses and the costs as I go. Read a year of it or watch the videos, and you'll know how I think long before we get on a call.
What Founders Say
From founders I've coached
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.
Craig is a great coach because he has literally been there and done that. He has the experience and the firsthand knowledge of building a business and he really helped me take a step back and evaluated where my business was and what it needed.
Craig is an outstanding coach who brings clarity and focus to every session. His thoughtful questions help me cut through the noise and leave each call with a clear action plan and renewed motivation. I feel both supported and pushed to grow every week.
I've leaned on Craig countless times when blocked or confronted with a particularly tricky fork in the road. More than once, a single call with him has translated into clear next steps. Because he's actively scaling Castos himself, his advice is grounded in real SaaS operator experience. If you're a SaaS founder looking for a coach who keeps you moving forward, Craig's your guy.