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👋Hi, I'm Craig Hewitt

AI Won't SaveYour Business.

But the Right Leader Will.

I'm Craig Hewitt—founder, CEO, and your guide to leading in the AI era. Join 10,000+ tech CEOs getting my weekly insights on AI, leadership, and building a business that doesn't burn you out.

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+4
Loved by 10,000+ founders
Craig Hewitt speaking at TinyFest 2024
$10M+
Revenue Advised

What You Get

What Founders Get Each Week

01

AI Transformation Playbook

Not hype. Not theory. The same strategies I used to take Castos from AI-skeptical to AI-native — more profitable, runs better, leaner team.

02

Team & Operations Redesign

How to restructure your team around AI — what to automate, who to keep, and how to build a leaner company that runs better with fewer people.

03

Operator, Not Theorist

I run a real business and I’m making these decisions right now. No retired executive BS — just what’s actually working from someone still in the arena.

What Founders Say

Real Results from Real Founders

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.
PD
Pierre De WolfeScrapingBee
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.
CS
Colleen SchnettlerHelloQuery
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.
MH
Matt HaymanLinklo
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.
CD
Cody DuvalKeeping

Work With Me

Ready to Restructure?

I work as a fractional head of AI for CEOs running $3M–$30M businesses. In 90 days you go from dabbling to having a concrete roadmap, a leaner team, and the fluency to lead the change.

Learn More
90-day transformation roadmap
5–7 clients max
From an operator, not a consultant