Lead Your Company Through the AI Revolution Without Burning Out
For the tech CEO caught between opportunity and overwhelm: AI is the biggest inflection point of your career. It's time to stop reacting and start leading. Scale with AI, reclaim your time, and become the visionary your company needs.
You know AI changes everything.
But you don't know where to start.
Let me guess.
You're the CEO of a $1M-$10M tech company. You've read the headlines. You've seen the demos. You know AI is the future. But when you look at your business, you have no idea where to begin.
Should you be automating customer support? Rewriting your entire product roadmap? Hiring an AI team? You're paralyzed by the options, and meanwhile, your competitors are moving fast.
And here's the brutal truth: even if you figure out the AI piece, you're still drowning in the day-to-day. Every decision lands on your desk. Every fire needs your attention. You're working 60-70 hours a week, and the idea of adding "AI strategy" to your plate feels impossible.
You're stuck between two fears: the fear of getting left behind, and the fear of burning out trying to keep up.
You're at an inflection point. And if you don't transform how you lead—not just what tools you use—you'll either miss the AI wave or drown in it.
AI won't save you if you're still the bottleneck.
Here's what most CEOs get wrong about AI.
They think AI is a tool problem. "If I just find the right software, everything will get easier." But AI doesn't fix a broken operating system. If you're the bottleneck in your business today, AI will just automate the chaos.
The real transformation isn't about adopting AI. It's about becoming the kind of leader who can wield it effectively. A leader who has reclaimed their time. A leader who has built a team of owners, not employees. A leader who can see the future instead of being buried in the present.
To lead in the AI era, you don't need a new tool. You need a transformation.
This is about becoming a new kind of CEO—one who uses AI as leverage, not as a crutch.
The 3 Pillars of the AI-Forward CEO
Over the last decade scaling my own SaaS company, Castos, to 7-figures—and documenting my AI journey publicly through 100 Days of AI—I discovered that true scale in the AI era doesn't come from tools alone. It comes from transformation. This is the framework I use to guide CEOs through that transformation.
Master Your Technology (AI)
Turn AI into your unfair competitive advantage
We start here because this is what brought you to the table. But we don't chase shiny tools. We build a practical AI roadmap tailored to your business, your team, and your capacity. You'll go from intimidated by AI to confidently leading your company's AI strategy. We cut through the hype and focus on what actually moves the needle: automating low-value work, enhancing decision-making, and creating competitive moats.
Liberate Your Time
Reclaim 10-20 hours per week
AI is only as powerful as the time you have to deploy it strategically. We shift your identity from the company's primary "doer" to its primary decision-architect. We install systems for delegation and decision-making that empower your team. We leverage AI to automate your low-value tasks. The result? You're liberated to focus on the strategic work that only you can do—like leading your AI transformation.
Elevate Your Team
Build a leadership team that runs the business for you
AI doesn't replace great leadership—it amplifies it. We transform your team from a group of employees into a cohesive unit of owners. You evolve from a micromanager into a coach who develops leaders. Your team becomes your greatest source of leverage, and AI becomes the force multiplier that scales their impact.
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.
I don't have all the answers, but I have a real-world playbook that works. I'm here to guide you through your own transformation, founder to founder.
The AI-Forward CEO: A 6-Month Transformation
This is not a course. It's not a software implementation project. It's a deep, one-on-one coaching engagement designed to transform you into an AI-forward leader. Over six months, we will work together to install the 3 Pillars of Transformation deep into the DNA of your business, and more importantly, into your own operating system as a CEO.
Bi-Weekly 1-on-1 Strategy Sessions
Two 60-minute deep-dive sessions each month to work on your business, not just in it. We'll build your AI roadmap, install delegation systems, and coach your leadership transformation.
Unlimited Async Support
Real-time access to me via Slack or Voxer for guidance, feedback, and accountability between sessions. When you hit a roadblock, you don't wait—you get answers.
The AI-Forward CEO Toolkit
Full access to my proprietary frameworks, templates, and systems for AI implementation, delegation, hiring, and more. This is the exact playbook I use to run Castos.
The 90-Day AI Promise
In the first 90 days, we will identify and implement at least 3 AI-powered workflows that save you 10+ hours per week. Guaranteed.
Is This Transformation For You?
This is for you if:
- You're the CEO of a tech or SaaS company between $1M and $10M in revenue.
- You know AI is critical, but you're overwhelmed by where to start.
- You're working more than 50 hours a week and know it's unsustainable.
- You believe that who you are as a leader needs to evolve for the company to grow.
- You're ready to do the hard work of letting go, trusting your team, and embracing AI as a strategic advantage.
This is NOT for you if:
- You're an early-stage founder still searching for product-market fit.
- You're looking for a magic bullet or a few simple tactics.
- You're not willing to challenge your own assumptions and habits.
- You believe that working harder is the only way to succeed.
Ready to Lead in the AI Era?
If you're ready to stop reacting to AI and start leading with it—if you're ready to reclaim your time, elevate your team, and become the visionary your company needs—let's talk.
The first step is a complimentary, no-obligation Discovery Call.
On this call, we'll diagnose exactly where you're stuck, map out what your AI transformation could look like, and determine if we're a good fit to work together.
Transformation is a deep process. To ensure each client receives my full attention, I only work with 5-7 CEOs at a time.