What if buying a business isn’t the shortcut you think it is? In this episode, I sat down with Will Fry of Main Shares to ask the hard questions: Who shouldn’t buy a business? Why do so many “dream deals” turn into five-year holes? And what does it really take to succeed on Main Street when the hype says it’s easy? We go deep on capital, culture fit, and the one thing you must know before signing a personal guarantee. Would you still chase acquisition if you knew the truth?

What does it take to turn a hobby into an arena packed with 7,500 fans? How do you balance family when you’re on the road announcing 25 rodeos a year? And why does serving people—before profit—end up being the most powerful growth strategy of all? In this week’s episode, I sat down with my friend Jay Dial to uncover the story behind Triple J Rodeo, the lessons he learned from bull riding to business building, and the hard truths about community, sponsorship, and success.

What if the most meaningful thing you ever built wasn’t your business… but your neighbor’s yard?

In this conversation with Jake Smith, we go from rabbits in 4H to closing mineral deals by private plane, to launching River Tree Resources, to a spur-of-the-moment decision that turned mowing one stranger’s lawn into a nonprofit serving dozens of families.

How do you integrate faith, business, and service so you’re the same person everywhere you go? And could the bias to act—today, not “someday”—be the real secret to building both wealth and legacy?

What if your business wasn’t really yours—but something you were only stewarding?

That’s how Mike Casimiro runs Casco. He prays over every project, holds up a hat with “Legacy” stitched across the front, and defines success by the relationships that last long after the concrete sets.

But here’s the question that stuck with me: Would you hire ahead of growth and risk letting people go… or wait until your team is stretched and risk missing opportunity?

What if the limits you think you have aren’t real—but just the edges of your untapped capacity? What if business wasn’t only about profit, but about leaving your city cleaner than you found it? In this episode, I sit down with Andrew Perkett, founder of COS Hauling, to explore how a former pastor turned junk removal into a mission for impact, integrity, and culture built on accountability. Could stretching your own capacity be the key to building both a business and a life that truly lasts?

What if letting someone go was the kindest thing you could do for them?

In my latest conversation with Trent Urban, CEO of WireNut Home Services, we unpack what real leadership looks like: the courage to have hard conversations, the discipline to step out of the trades and into vision, and why culture without accountability always fails.

Would you fire someone if you knew it might actually change their life for the better?

What if the biggest red flag in investing isn’t the numbers—but the silence that follows them?

When Pat Zingarella left his W-2 job to chase something bigger, he didn’t expect a car accident, a fraud scandal, and a total reset. But what came next turned into a mission: to make the private investing world safer—one brutally honest review at a time.

What he built is changing how LPs vet GPs.

But the real story? It's about mindset, trust, and the kind of clarity that only comes through fire.

What if the thing holding your family back... is the system you haven’t built yet? Christi Van Rite didn’t mean to become the go-to advisor for high-net-worth families—but when no one else could step up, she did. From a crisis call about payroll to helping families transition across generations, Christi has seen what works—and what breaks. What if legacy wasn’t about wealth, but structure? What would change if your values—not your assets—led the way?

What if your biggest leadership breakthrough didn’t come from pain—but from peace? What if culture, not credentials, was the real key to scaling a construction company? Kyle Cockram grew up with a hammer in his hand and voices telling him not to follow in their footsteps. Today, he leads one of Colorado’s fastest-growing remodeling teams—and he’s doing it differently. What does it look like to build a business where people come first, even in the trades? This conversation changed how I think about leadership. It might do the same for you.

What if one chaotic weekend could launch your entire career? What if the future of your city’s business scene depended on you showing up?

Marcus Alvarado went from organizing a tiny event that exploded into 40,000 attendees… to building one of the most influential business podcasts in Colorado. But his real mission? Creating a city where entrepreneurs don’t just survive—they collide, connect, and thrive.

So what does it actually take to build a thriving ecosystem—and are you part of it yet?