This week on The Whiskey Trip, Big Chief takes us deep into the heart of Texas—the Hill Country—where dusty wind runs in the blood, and memories ride tall in the saddle. He’s joined by none other than his little brother, Mitch Grey—known to many as Little Feather. Together, they ride back through time, sharing stories of their rural upbringing, their military service, and the unbreakable bond only forged through hard years and harder lessons.
As the wind whistles through mesquite and cedar, Little Feather sings songs that echo with soul, grit, and brotherhood. Their first pour is Kiepersol Distillery’s Jimmy’s Bourbon 10-Year, a Texas gem layered with rich notes of root beer, aged caramel, and old oak. It’s the perfect pairing for Craig Morgan’s Almost Home—a song written by a veteran, sung by one, and felt by all.
The second half of the journey brings a whiskey as bold as the land itself: Charles Goodnight Bourbon. Named for the legendary cattleman, this 115-proof powerhouse roars like a Comanche wind through caliche dust and cedar breaks. Toasted caramel, roasted nuts, and a peppery finish—it’s the frontier in a bottle. As the sun sets over the hills, Mitch sings a haunting rendition of Jamey Johnson’s In Color, reminding us that true history isn’t in the pages—it’s in the scars, the sunsets, and the stories passed between brothers.
This episode is more than a tasting. It’s a living tribute to blood, battle, and the stubborn beauty of the Texas Hill Country. Two brothers. Two whiskeys. Two songs. One bond—unshakable, undeniable, and deeply American.
This is The Whiskey Trip.
Cheers, y’all.
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Special Summer Offer: Exclusively on Apple Podcasts, try our Dateline Premium subscription completely free for one month! With Dateline Premium, you get every episode ad-free plus exclusive bonus content.
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!