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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.

Connect with us online:
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Patreon: https://patreon.com/southerngentlemen

Buy a Southern Gentlemen hat and support the show!

Watch this episode on YouTube!

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.

Connect with us online:
Instagram: https://instagram.com/southerngentlemenpodcast
Facebook: https://facebook.com/southerngentlemenpod
Patreon: https://patreon.com/southerngentlemen

Buy a Southern Gentlemen hat and support the show!

Watch this episode on YouTube!

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.

Connect with us online:
Instagram: https://instagram.com/southerngentlemenpodcast
Facebook: https://facebook.com/southerngentlemenpod
Patreon: https://patreon.com/southerngentlemen