Welcome to From Prisoner to Architect, an online course built around a single, powerful truth: "You’re not the prisoner. You’re the architect.”

This program was created for anyone feeling stuck, frustrated, or tired of the same old patterns. Perhaps you wake up every day knowing you're meant for more, but old habits, negative thoughts, or toxic cycles keep pulling you back. It can feel like you’re trapped in a mental prison. But here’s the transformative truth: You built that prison, which means you can tear it down and build something new!

Our Philosophy: Train Your Brain. Build Your Life.

We believe that abundance isn’t something the world gives you; it’s something you claim. It’s not about hustling your way into it, but waking up to the realization that you already are it. This program isn't therapy – it's training. It's about rewiring your mind to create a new reality. We empower you with tools to break mental loops, train your brain to believe in something bigger, create habits that align with your true self, and build a blueprint for your life on your terms.

Who We Serve

From Prisoner to Architect is ideal for men aged 18–40 who are stuck in cycles of frustration, addiction, or indecision. If you have a growth mindset but lack a clear framework, or if you're tired of motivational fluff and ready for real, actionable mental training, this course is for you. This course is for those ready to take full responsibility, who feel trapped in habits or emotions they can’t shake, and are willing to do the work to build a better life.

We're not for those seeking shortcuts with no effort, those who blame others for their situation, or those who'd rather stay in their comfort zone.

The Architect's Journey

Our 8-week framework guides you step-by-step through a powerful transformation. Each week targets a layer of the "prison" and replaces it with freedom:

• Week 1: Identify Your Prison
• Week 2: Reclaim Control
• Week 3: Build a Clear Vision
• Week 4: Train Your Brain
• Week 5: Break the Loop
• Week 6: Create New Structures
• Week 7: Live as the Architect
• Week 8: Expand Your Future

Welcome to From Prisoner to Architect, an online course built around a single, powerful truth: "You’re not the prisoner. You’re the architect.”

This program was created for anyone feeling stuck, frustrated, or tired of the same old patterns. Perhaps you wake up every day knowing you're meant for more, but old habits, negative thoughts, or toxic cycles keep pulling you back. It can feel like you’re trapped in a mental prison. But here’s the transformative truth: You built that prison, which means you can tear it down and build something new!

Our Philosophy: Train Your Brain. Build Your Life.

We believe that abundance isn’t something the world gives you; it’s something you claim. It’s not about hustling your way into it, but waking up to the realization that you already are it. This program isn't therapy – it's training. It's about rewiring your mind to create a new reality. We empower you with tools to break mental loops, train your brain to believe in something bigger, create habits that align with your true self, and build a blueprint for your life on your terms.

Who We Serve

From Prisoner to Architect is ideal for men aged 18–40 who are stuck in cycles of frustration, addiction, or indecision. If you have a growth mindset but lack a clear framework, or if you're tired of motivational fluff and ready for real, actionable mental training, this course is for you. This course is for those ready to take full responsibility, who feel trapped in habits or emotions they can’t shake, and are willing to do the work to build a better life.

We're not for those seeking shortcuts with no effort, those who blame others for their situation, or those who'd rather stay in their comfort zone.

The Architect's Journey

Our 8-week framework guides you step-by-step through a powerful transformation. Each week targets a layer of the "prison" and replaces it with freedom:

• Week 1: Identify Your Prison
• Week 2: Reclaim Control
• Week 3: Build a Clear Vision
• Week 4: Train Your Brain
• Week 5: Break the Loop
• Week 6: Create New Structures
• Week 7: Live as the Architect
• Week 8: Expand Your Future

I’m a truck driver, a father, a grandfather—and a man shaped by the road, by adversity, and by purpose.

I’ve raised four adult children and now have two grandchildren who remind me every day why legacy matters. My journey has taken me from boardrooms to backroads, from corporate finance to long-haul trucking, and from being taken hostage at gunpoint to finding deep freedom through faith, movement, and meaning.

In the early 1990s, at 23, I was a young urban professional—a “Yuppie”—when my life took a hard turn. I was taken hostage at gunpoint; it rocked my world and shattered my assumptions. That event triggered a lifelong pursuit of truth, clarity, and transformation.

Since then, I’ve:

• Run over 25 marathons

• Climbed multiple 14’ers in Colorado

• Backpack soloed the Camino de Santiago across Spain

• Hiked the North Country Trail across Michigan’s Upper Peninsula

• Traveled every U.S. state (lower 48) and most of Canada in a big rig

• Competed in a bodybuilding show in my 40s

• Performed in theater productions and musicals

• Ran for Michigan State Representative

• Built (and rebuilt) businesses

• Studied the Bible almost every day for decades

• Survived a divorce and came out better and stronger on the other side

I’ve worked as a stockbroker, banker, actor, Uber driver, and now own and operate Grey Cap Transportation, a hotshot logistics company born from a 2016 Uber ride with Post Malone—who thought my grey cap was “cool AF.” That moment sparked something. So did the dozens of passengers who kept asking, “Where can I follow your wisdom?”

That’s how Trucker Dad was born.

I’ve authored three books (with more on the way), and I’m passionate about helping people wake up, take charge, and live on purpose with a mission of their own. I’m not here to sugarcoat life or feed you hype. I’ve been through real stuff. I’ve won. I’ve lost. I’ve learned.

And I believe your life—just like mine—isn’t random. It’s a story being written every mile, every morning, every moment you choose truth over comfort.

If you’re looking for authenticity, perspective, and purpose—you’re in the right place.

Start your engine and let’s roll.



- Robert Regan, Trucker Dad