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Winston kicks things off by sharing about an unexpected 40th birthday gift one of his buddies gave him, proving once again that good friendships usually come with a little wildness. Then the guys give a quick recap of Carson Hocevar grabbing the win at Talladega Superspeedway race and the all-time celebration that followed.

From there, Chris opens up about a recent clash with an Airbnb guest at one of his tiny homes, which leads to a deeper conversation about the conflicts we choose to carry. The guys talk pride, the need to be right, the craving for justice, and how small battles can steal big peace if we let them. It's a funny, honest, and thoughtful episode about friendships, fast cars, and learning what's truly worth your energy.

Have a question you'd like us to answer on the show? Maybe a topic you want us to discuss? Email holler@southerngentlemen.com or leave us a voicemail by calling (833) 623-3768, ext. 806.

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On this episode of Southern Gentlemen, Chris and Winston kick things off with a question every grown man ought to wrestle with: if you had to choose one style of food for the rest of your life, what's it gonna be? American classics, Italian comfort food, Mexican staples, Asian flavors, or something else entirely. Strong opinions were shared, appetites were stirred, and somebody may have revealed more about themselves than intended.

Then Winston gives an update on the new medical device he's been experimenting with, what led him to try it, and whether it's helping or just making life more interesting.

Finally, the guys dive into the recent executive order signed by Donald Trump that opens the door for trials involving psychedelic drugs to treat Post-Traumatic Stress Disorder, addiction, and severe Major Depressive Disorder. They discuss what this could mean medically, legally, and spiritually - and the bigger questions society may be facing in the years ahead. It's thoughtful, funny, and a little wild... just how we like it.

Have a question you'd like us to answer on the show? Maybe a topic you want us to discuss? Email holler@southerngentlemen.com or leave us a voicemail by calling (833) 623-3768, ext. 806.

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This one's got a little bit of everything - and it starts in the barber's chair.

Chris kicks things off with a downright bizarre conversation he overheard mid-haircut that had him questioning everything. Then Winston shows up in an air cast and finally tells the story of what went wrong (and it's exactly the kind of story you'd expect).

From there, Chris recaps an all-time guys golf trip to Charleston during Masters week - early tee times, late nights, steaks on the grill, cocktails flowing, and plenty of laughs watching Augusta unfold. It's everything a proper trip ought to be.

He also takes us behind the scenes of the zMAX CARS Tour race at the Nashville Fairgrounds, where Yonder Custom Hats had a car on the track. From sponsorship to race day energy, it's a look at what it's like to step into the world of short track racing and be a small part of something big.

To wrap it all up, Chris shares some hard-earned wisdom on how to plan the perfect guys golf trip - what matters, what doesn't, and how to make sure it's a trip your crew will be talking about for years.

Good stories, a few lessons, and plenty of laughs along the way.

Have a question you'd like us to answer on the show? Maybe a topic you want us to discuss? Email holler@southerngentlemen.com or leave us a voicemail by calling (833) 623-3768, ext. 806.

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Sometimes the best conversations are the ones you never see coming.

In this third installment of our Unexpected Company series, Chris and Winston sit down with a complete stranger - no name, no background, no prep. Just a recommendation from our last guest, Allen Blaxton, and a willingness to see where the conversation leads.

Enter Ray Casias.

What unfolds is one of the most compelling stories we've had on the show. Ray shares how he found his way to the mic, his military service that took him all the way to the DMZ, and the path that led him into Brazilian Jiu Jitsu. We hear how he met his wife, how that journey shaped his life, and how it ultimately led to the founding of Tennessee Brazilian Jiu Jitsu.

But it doesn't stop there.

For more than 15 years, Ray has worked closely with soldiers at Fort Campbell, helping train and prepare them for the realities of hand-to-hand combat. His perspective on discipline, readiness, and what it truly means to be prepared is something every man can learn from.

There's so much depth in this conversation - so many stories, lessons, and moments - that we knew we couldn't fit it all into one episode.

So consider this Part One.

And trust us… you're gonna want to come back for Part Two.

Have a question you'd like us to answer on the show? Maybe a topic you want us to discuss? Email holler@southerngentlemen.com or leave us a voicemail by calling (833) 623-3768, ext. 806.

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In this episode, Winston is fresh off turning 40 and heading out West for a bucket-list birthday trip to Montana with his six closest buddies - and let's just say, it delivered.

He takes us inside the whole experience: the cabin life, early mornings with coffee and mountain views, tearing through the trails on 4-wheelers, and making the drive into Bozeman for some well-earned dinners. It's a mix of adventure, brotherhood, and the kind of time together that just hits different when you're out in God's creation with no distractions. But it doesn't stop there…

Winston and the guys took things to another level by using Suno to create a custom song that perfectly captured the trip - inside jokes, memories, all of it. And naturally, that led to Chris and Winston firing up Suno themselves to create an unofficial (and wildly entertaining) Southern Gentlemen theme song right here on the show.

It's a fun one - full of laughs, a little reflection, and proof that sometimes the best memories come from getting off the grid… and then turning them into a song.

Have a question you'd like us to answer on the show? Maybe a topic you want us to discuss? Email holler@southerngentlemen.com or leave us a voicemail by calling (833) 623-3768, ext. 806.

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In this episode of Southern Gentlemen, Chris shares the bittersweet news of his daughter packing up and heading to Texas - what it's like as a dad watching your kid take that next big step, and why it hits a little harder than you expect.

From there, the fellas check back in on their March Madness brackets… which, as you might imagine, are not exactly holding up. Confidence was high. Results? Not so much.

Then things take a turn closer to home - literally. Chris and Winston unpack a wild local story involving actor Alan Ritchson and a physical altercation with a neighbor… in Winston's own neighborhood. Yeah, really.

That leads to a deeper conversation about ego, pride, and how quickly things can escalate when men feel disrespected. The guys talk through the importance of keeping your cool, choosing restraint over reaction, and what it actually means to be strong in moments where things could go sideways.

It's a mix of life, laughs, and a reminder that sometimes the strongest move you can make… is walking away.

Have a question you'd like us to answer on the show? Maybe a topic you want us to discuss? Email holler@southerngentlemen.com or leave us a voicemail by calling (833) 623-3768, ext. 806.

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In this episode of Southern Gentlemen, we kick things off by doing something we are wildly unqualified for - filling out Winston's March Madness bracket. No stats, no strategy… just vibes, gut feelings, and a whole lot of confident guessing.

We also take a minute to celebrate a milestone - Winston just turned 40. What better way to mark the occasion than confidently picking teams you know absolutely nothing about?

Then we shift gears (literally) and talk about something we do know a little more about - Chris' business, Yonder Custom Hats, officially sponsoring the #23 Chevrolet driven by Kade Brown in the upcoming zMAX CARS Tour race at the Nashville Fairgrounds on April 11. Oh - and did we mention Dale Jr. will be in the field too?

We break down how this opportunity came together, why it means so much to be part of a race like this, and how we're bringing the Southern Gentlemen brand along for the ride - with a custom hat featured right on the car's paint scheme.

From busted brackets to 40th birthday reflections to race day dreams… this one's a fun mix of nonsense and a pretty cool milestone. 🏁

Have a question you'd like us to answer on the show? Maybe a topic you want us to discuss? Email holler@southerngentlemen.com or leave us a voicemail by calling (833) 623-3768, ext. 806.

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Chris and Winston kick things off by reading the first official piece of hate mail the show has received - apparently we've finally made it. From there, the fellas have a little fun with the idea that a couple of guys sitting behind microphones in Tennessee are now being held to the same fact-checking standards as network media.

The conversation rolls into the always-entertaining USA vs. Canada hockey rivalry, where the passion runs high and the jokes come easy. But underneath the laughs, the episode turns toward a bigger idea: how easy it is these days to get pulled into outrage, arguments, and culture wars that are designed to grab our attention and keep us angry.

Chris and Winston talk about the importance of recognizing those traps, refusing to take the bait, and choosing instead to focus on the things that actually matter - family, community, faith, and living well.

A little hockey, a little humor, and a reminder that not everything deserves your attention.

Have a question you'd like us to answer on the show? Maybe a topic you want us to discuss? Email holler@southerngentlemen.com or leave us a voicemail by calling (833) 623-3768, ext. 806.

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Patreon: https://patreon.com/southerngentlemen