Dan The Road Trip Guy

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Memorial Day weekend always brings a familiar question to our group texts: who actually has the car to win the Indianapolis 500, and who are we cheering for? Jeff and I connect for our annual Indy 500 preview, and we keep it real, no researchers, just decades of watching the “Greatest Spectacle in Racing” and a lot of love for the traditions that make Indianapolis Motor Speedway feel like its own...

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One Lap of America is one of those events people think they understand until you explain it: thousands of miles on public roads, racetracks every day, timed competition, and a caravan of exhausted, happy car people chasing the next checkpoint. I’m back with a solo recap after returning from the 2026 One Lap of America event, sharing what it actually looks like when you live the schedule instead o...

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A lot of people daydream about quitting the sensible job for the thing that actually lights them up. Mark Winters did it and he did it with the same curiosity that made him an aerospace engineer. We talk about how a mind built for math, science, applied physics, and computational fluid dynamics can also be a mind built for poetry, songwriting, and the kind of live shows that feel like a real conv...

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A stranger who asks “What time is it?” every ten minutes. A vintage Honda Goldwing pickup that ends with a spear on the wall and a text to family “just in case.” Then a simple confidence exercise that changes everything: introducing yourself as who you are becoming. Our conversation with filmmaker, actor, author, podcaster, and magician Tony Suriano goes from funny road-trip chaos to practical, g...

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A torn bench seat in a ’92 GMC Sierra. A sleepy, ill-advised midnight sprint to Gulf Shores. A kid who couldn’t hit a tee-ball grows into the voice that keeps a ballpark buzzing—and then into the leader preserving one of Cincinnati's legacies. Tyler Bradshaw joins us to trace the road from humble first drives to the leadership at the Joe Nuxhall Foundation and the Miracle League Fields in Fa...

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This episode originally aired on August 20, 2022. It was one of my earliest recordings and let's just say, my editing skills were not great. This episode has been edited, and it turned out great. 

What makes someone trade a stable trade for a life measured in miles, containers, and pit stops? We bring back a remastered conversation with Chris Smith (aka as Big Car Chris), London-bor...

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What does it take to lose almost everything as a kid, find your footing in the Marines, and then build not one but two major radio companies? Terry Jacobs joins me with his wife Susan at his side to trace a remarkable path from small-town Georgia to the highest levels of insurance and broadcasting, and back to the values that has kept their family steady.

We start with the early blows: a...

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I invited Kansas City entrepreneur and author Justin Ricklefs to trace his road trip from his years behind the scenes with college football and The Kansas City Chiefs to building Guild Collective, a human-first branding agency that helps companies lead with Human Storytelling.

We talk about the moments that shape a leader: the family-of-seven road trip to Florida that forged patience and...

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Ever wonder how a brand story becomes a life story? I sat with Dr. Roseann Hassey—P&G alum, Reebok leader in women’s fitness, and University of Cincinnati professor—to trace the thread that ties marketing, travel, and purpose together: people first, always.

We begin with origins that aren’t tidy: a first car she never got to drive, a tight early job market, and the moment she chose b...

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Some stories are built on long highways and short, unforgettable moments. Today we meet Nashville songwriter and performer Christen Ball, whose creative life was shaped by a light blue Buick Park Avenue, a single mom who let her be the DJ, and a grandfather who handed down two extraordinary guitars. From open mics and awkward first gigs to arena dates on the Luke Bryan tour, Christen maps the rea...

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If the holidays feel loud and your attention feels thin, this one’s for you. Dan takes a quiet solo drive through a timeless theme—be present—reviving a note he wrote in 2012 and testing it against today’s hyperconnected world. From crowded malls to glowing screens at dinner, we look at how small habits and constant notifications dilute the simple joys we actually want to protect: conversation, e...

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A grocery headline about AI pilots and fulfillment shifts sparked a very different memory: a gravel parking lot in Pine Knot, Kentucky, and a family store that delivered more than food. We trace a line from free deliveries and house accounts to algorithmic substitutions and online baskets, and we ask a simple question with a complicated answer: what happens to community when convenience wins?

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What if the moment you feared most became the doorway to a life you actually want? John Stewart Hill takes us from a performance-driven faith and a string of personal losses to a 2 a.m. heart attack that forced a choice: go or stay. He chose to stay—and built a movement that protects homeowners and elevates honest tradespeople through The Good Contractors List, where every job is backed by a $25,...

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What if a car isn’t just a car, but a turning point? I sat down with Changing Gears founders and leaders Joel Bokelman and Amanda Sinclair to unpack how a “Habitat for Cars” model turns reliable transportation into access to jobs, better pay, safer schedules, and the freedom to plan a future. It’s a practical, human approach to poverty that blends restored donated vehicles, half-price repairs, an...

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The plan was simple: Tampa to Cincinnati with a quick hop through Charlotte. Then came the cascade—late pushback, mysterious reroutes, a gate occupied, and a connection that closed two minutes early. What followed wasn’t just a scramble for rebooking; it was a reminder that travel is made of people as much as planes.

I walk you through the airport chain reaction every traveler knows: the...

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The conversation starts with trucks and detours into a story about a lost lottery ticket, but the road quickly opens into something bigger: how a musician-turned-writer used story, humor, and a cross-country drive to make sense of loss and build a life that fits. Sean Dietrich—author, columnist, storyteller, and host of Sean of the South—joins us to talk about growing up near the Alabama line, si...

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Have you ever had a childhood dream dramatically change when confronted with reality? That moment when what seemed glamorous from afar revealed its true complexity up close?

Today, I'm sharing a deeply personal story about my lifelong fascination with truck driving. Growing up as the son of a long-haul trucker, I idolized my father's profession. The massive Kenworth cab-over, t...

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What happens when your job becomes your identity? JT Harp's story of transformation from corporate executive to entrepreneurial business broker reveals powerful insights about purpose, meaning, and reinvention.

After 30 years climbing the corporate ladder at Kroger, JT reached a turning point when he realized his title had become his identity. "I was silently suffering inside,&...

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What's the secret to 43 years of marriage? It's a question I found myself reflecting on this week as Linda and I celebrated another year together. Time seems to accelerate with each passing anniversary, prompting me to revisit a story I wrote for my StoryWorth collection about relationship advice.

The foundation of our enduring marriage isn't just mutual attraction – thoug...