🎙️ Welcome back to Taking Chances, the podcast where we celebrate bold moves, unexpected turns, and the stories that shape us. Today’s guest is someone who knows a thing or two about carving his own path—Craig Burns.

Before we dive into Craig’s journey, let me give you a little context. He just turned 60 years old. He grew up in Peabody, Massachusetts on Beacon St, where his childhood was all about motion—running around the neighborhood, playing 4 square, chasing games, chasing friendships, and chasing every Boston sports team on TV. Hockey stole his heart early, and it still holds it tight.

School was a challenge—not because he didn’t care, but because he couldn’t sit still. He was more interested in connecting with people than cracking textbooks. After high school, he took a shot at the machinist apprenticeship at General Electric in Lynn. Graduated in ’89—and got laid off the same day. That moment was a wake-up call. He knew he had to pivot.

So he went back to school, starting at community college to fill in the gaps, and eventually found himself at UMass Lowell studying Exercise Physiology. But his curiosity didn’t stop there—He dove into Psychology, Philosophy, History, and Religious Studies. He was painting houses to pay the bills, staying active with running, biking, and hockey, and slowly realizing that the traditional path wasn’t for him.

After a brief return to GE, He TOOK A CHANCE and turned his side hustle into his full-time gig. That house-painting business has been his livelihood for the past 25 years. He built a life in North Andover with his amazing wife Jill, and their two sons, James and Jacob. And while the years have added up, He hasn't slowed down. His passion for learning, moving, and connecting keeps growing.

He’s someone who’s walked his own winding road—full of pivots, passion, and purpose. Today, we’ll explore his story, the chances he’s taken, and the lessons he’s learned along the way.

Let’s get into it.

🎙️ Podcast Intro: Taking Chances – Why Not You? (Solo Debut Episode)

Welcome to Taking Chances – Why Not You? Today… it’s just me. That’s right—your host flying solo for the very first time.

This week, I’m diving into the top three topics lighting up the world: sports, cryptocurrency, politics, and AI. Okay, that’s four—but who’s counting? I’m not an expert in any of them, so be kind. I’m just here to explore, reflect, and maybe laugh a little along the way.

I also open up about my current run streak. I talk about the noise—the negativity that seems to be everywhere. Online. On TV. In our feeds. My take? It’s not helping. So here’s the punchline, the takeaway, the little nugget of wisdom I hope lands: Just try to be happy.

This episode is raw, real, and maybe a little rambly—but it’s honest. So if you’ve ever wondered what it sounds like when someone takes a chance on their own voice… press play. Let’s go.

🎙️ Podcast Promo: Meet John O'Brien — Grit, Growth, and the Long Run

From the streets of Peabody, Massachusetts to the finish line of one of the toughest ultramarathons, John O’Brien’s journey is anything but ordinary. A proud husband (wife Traci Kristine OBrien, daughters: Trinity O'Brien Erin O'Brien) and father of two, John’s story blends blue-collar roots, boardroom grit, and backcountry endurance.

He graduated from Framingham State with a degree in Economics, captained his college football team and went on to lead initiatives at powerhouse companies like GE Capital, Citibank, and John Deere. But it wasn’t just business where John pushed boundaries.

What started as a mission to lose weight turned into a full-blown obsession with the long run. 5Ks, 10Ks, half marathons, marathons, 50Ks, 50-milers—you name it, he’s raced it. And at age 48, he conquered the legendary Leadville Trail 100, crossing the finish line in 28 hours and 42 minutes.

This podcast isn’t just about miles or medals—it’s about resilience, reinvention, and the relentless pursuit of growth. Whether you're chasing your first 5K or your next big leap in life, John’s story will inspire you to lace up, lean in, and keep moving forward.

🎧 Tune in and meet the man behind the miles.