My name is Craig Hewitt, and I'm the founder of Castos, a 7-figure podcast hosting and production company. I'm also a husband, a father, and a relentless experimenter in the world of AI and business systems.
You might know me from my 100 Days of AI series on YouTube, where I documented my journey from AI skeptic to AI-forward leader. I didn't just read about AI—I rebuilt my entire business with it. I automated workflows, transformed how my team operates, and created leverage I never thought possible.
Most CEO coaches are retired executives or career consultants. They teach theory from the sidelines. I'm different.
I'm still in the game. I'm facing the same challenges you are: hiring, scaling, staying ahead of the AI curve. The frameworks I teach aren't from a textbook; they're forged in the fire of my own business, right now.
Craig Hewitt
10+
Years Building Castos
7
Figure Revenue
300+
CEOs Coached
100
Days of AI Documented
My Story
I started my entrepreneurial journey over a decade ago, driven by a simple belief: there had to be a better way to build a business than trading time for money and burning out in the process.
That belief led me to found Castos, a podcast hosting and production company that I've grown to 7-figures. Along the way, I learned hard lessons about leadership, delegation, and what it really takes to scale a company without sacrificing your health, your relationships, or your sanity.
When AI started gaining traction, I was skeptical. Another shiny object? Another distraction? But I couldn't ignore the potential. So I did what I always do—I dove in headfirst. I documented 100 days of experimenting with AI in my business, sharing every win, every failure, and every lesson publicly on YouTube.
What I discovered changed everything. AI isn't just a tool—it's a force multiplier. But only if you have the right foundation. Only if you've done the work to liberate your time, elevate your team, and become the leader your company needs.
Now I help other tech CEOs navigate the same transformation. Not with theory from the sidelines, but with frameworks forged in the fire of my own business, right now.
My Mission
To help tech CEOs lead confidently in the AI era—scaling their businesses, reclaiming their time, and becoming the visionary leaders their companies need.
I believe that transformation starts with the founder. When you evolve, your company evolves. When you master AI, delegate effectively, and build a team of owners, you create a business that works for you—not the other way around.
Background & Credentials
Founder & CEO of Castos
7-figure podcast hosting and production company serving thousands of creators and businesses.
Creator of 100 Days of AI
Public documentation of implementing AI throughout my business, watched by thousands of founders.
Podcast Host
Host of Rogue Startups, sharing insights and conversations about building bootstrapped businesses.
TinySeed Portfolio
Member of TinySeed, the leading accelerator for bootstrapped SaaS founders.