The brand new Southern Gentlemen Hat is officially available! CLICK HERE if you'd like to pick one up and support the show.

In this week’s episode of the Southern Gentlemen Podcast, Chris and Winston are all over the map — in the best way. Chris shares stories from his family’s fall break trip to Dollywood, including some insider pro tips for anyone planning a visit. Winston gives an update on his bold move away from the iPhone to a minimalist Wisephone, and how that’s been going so far. They also dive into Winston’s questionable dentist habits (or total lack thereof), sparking a funny and honest conversation about technology, self-care, and the little things we all tend to neglect. It’s a front-porch kind of episode — casual, honest, and full of laughs.

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The brand new Southern Gentlemen Hat is officially available! CLICK HERE if you'd like to pick one up and support the show.

In this episode, Chris and Winston sit down with Dr. Christopher Motley to have an honest, insightful conversation about something every man needs to understand—testosterone.

They dig into what testosterone really is, how it affects a man’s energy, mood, focus, strength, and overall health, and why maintaining healthy levels is so important as we age. Dr. Motley breaks down practical, natural ways to boost testosterone—from the right supplements and specific exercises to better sleep, nutrition, and stress management.

The guys also discuss TRT (Testosterone Replacement Therapy)—what it is, who it’s for, and the potential drawbacks that men should consider before jumping in.

It’s a candid, educational, and often funny conversation about one of the most misunderstood topics in men’s health—one that might just change how you approach taking care of your body.

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The brand new Southern Gentlemen Hat is officially available! CLICK HERE if you'd like to pick one up and support the show.

In this episode, Chris and Winston sit down with Justin Marks—founder and CEO of Trackhouse Entertainment Group—to talk about how he went from driver to building one of the most innovative teams in NASCAR. Justin opens up about what it takes to lead a company of more than 180 employees, the habits and disciplines that help him stay grounded as a husband and father while navigating the chaos of professional motorsports, and why personal stewardship is key to long-term success. Along the way, the guys throw him some fun curveballs—like whether he’s Team Cracker Barrel or Team Waffle House—and the hot-take question: Is Missouri a Southern state? All that and more in this wide-ranging conversation about leadership, legacy, and living with purpose.

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The brand new Southern Gentlemen Hat is officially available! CLICK HERE if you'd like to pick one up and support the show.

In this episode, Chris and Winston call an audible and set aside their original plan to dive into something that’s been stirring in Chris’ heart as he approaches his 48th birthday: the idea of being a wiser steward.

They unpack how true stewardship begins with ourselves — our souls, our spiritual lives, and our relationship with God. When we tend to that foundation first, we gain the wisdom and strength to faithfully care for our marriages, our children, our friendships, our finances, our time, and everything else God has placed in our hands.

The conversation gets so real and personal that Chris, fired up by the weight of it all, actually lets a cuss word slip. It’s raw, honest, and full of conviction — a reminder that stewardship isn’t about perfection, but about intentionality, grace, and growth.

Click here to watch Chris cuss on YouTube!

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The brand new Southern Gentlemen Hat is officially available! CLICK HERE if you'd like to pick one up and support the show.

Things get a little closer to home in this episode of the Southern Gentlemen Podcast as Chris and Winston take on a round of “Would You Rather”—but this time, the questions come straight from their kids. From silly dilemmas to surprisingly thoughtful curveballs, the guys do their best to keep up with the next generation’s creativity. Just when they think they’re in the clear, their wives sneak in a few of their own questions—guaranteeing some laughs, a little mischief, and maybe even a bit of marital payback. Grab a seat on the porch and join in the fun as family puts these Southern Gentlemen in the hot seat.

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The brand new Southern Gentlemen Hat is officially available! CLICK HERE if you'd like to pick one up and support the show.

Chris and Winston dive into I Hope You’re Happy, the new album from BIGXTHAPLUG, and unpack what makes it one of the most talked-about releases of the year. They highlight the surprising country artists featured on the record and debate whether this bold mash-up of sounds can truly be called “country music.” Is it a fresh chapter in the genre’s evolution or something else entirely? Tune in as the Southern Gentlemen put their Southern spin on this genre-bending conversation.

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The brand new Southern Gentlemen Hat is officially available! CLICK HERE if you'd like to pick one up and support the show.

In this episode of the Southern Gentlemen Podcast, Chris and Winston dive into a hilarious - and maybe a little frustrating - interaction that Chris recently had with ChatGPT. He asked the AI to turn a photo of Winston into “the most Southern image ever”… and the technology flat-out refused. That moment sparks a bigger conversation between the guys about whether AI carries hidden biases against Southerners and Southern culture. Is it harmless programming, or is there something deeper going on when technology doesn’t quite “get” the South? With their trademark humor and curiosity, Chris and Winston explore the tension between modern tech and timeless Southern identity, asking the question: can a machine ever truly understand sweet tea, front porches, and SEC football?

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The brand new Southern Gentlemen Hat is officially available! CLICK HERE if you'd like to pick one up and support the show.

In this episode of the Southern Gentlemen Podcast, Chris Thomas and Winston Cruze dive headfirst into one of the South’s most spirited debates: which states really belong in the South, and which ones just can’t claim the title. From Florida’s split personality to the eternal question of Texas pride, the guys break it all down with their signature mix of humor, history, and good ol’ Southern common sense. Expect plenty of laughs, a few hot takes, and maybe even a surprise or two about where the Mason-Dixon line really matters. Grab your sweet tea and settle in—it’s about to get regional!

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