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
CEO Coaching
Lead Through AI Without Burning Out
One-on-one coaching for tech CEOs who need to turn AI pressure into clear decisions, stronger leadership, and a company that can move faster without depending on you for everything.
Explore Coaching1:1 CEO coaching
5–7 clients max
AI leadership from an operator
