The Chuck Wicks Show: Unhinged

This Episode balances heart and hot takes as Chuck opens up with a deeply personal deep dive into parenting his son Tucker and what life on the spectrum has taught their family—equal parts honest, challenging, and full of love. From there, Chuck and Sami Shea jump into a real conversation about the culture wars in music: should an artist’s morals or political stance change whether you listen to them? Plus, the story behind Luke Combs naming his cat “Chicka Wicks”—and what that says about the Combs/Wicks connection. Then things come full circle when Cyndi Thomson drops by the studio—yes, that Cyndi Thomson—Chuck’s longtime celebrity crush—bringing music, memories, and a little playful chaos to cap off an unforgettable episode.

Chuck and Sami Shea kick things off with Sami’s latest experiment: AI bangs, ChatGPT “makeovers,” and the very real question of whether technology is helping… or quietly starting beef with her face. From there, the conversation slides into Riley Green’s romantic reputation and the stories swirling around “Country’s Busiest Bachelor” with a certain cheek clapping subplot riding shotgun in the same segment.   Then Ashland Craft stops by the studio to talk music, life on the road, and the grind of building a career in country, and she quickly proves to be a kindred spirit for Sami. Equal parts candid and hilarious, this episode is pure The Chuck Wicks Show: Unhinged—the stuff that would never make it to TV.

Before The Chuck Wicks Show Podcast officially launched, there was the pilot, and the very first guest to step up to the mic was country star ⁠Michael Ray⁠. In this special throwback episode, Chuck revisits that original conversation and shares a never-before-released extended portion of the interview.   Michael Ray, the voice behind the hit “Whiskey and Rain” and multiple chart-topping country singles, has built a reputation as one of country music’s most dynamic performers, earning No. 1 songs, ACM recognition, and millions of streams along the way. In this extended cut, the conversation goes deeper with more stories, more laughs, and a few moments that probably should have stayed on the cutting room floor… but we’re sharing them anyway.   It’s a look back at where the podcast started, with the artist who helped kick it all off.   And don’t worry — The Chuck Wicks Show Podcast will be back next week with all-new episodes.

Chuck and Sami sit down with Charles Kelley, acclaimed solo artist and member of country supergroup Lady A, for an honest conversation about music, creativity, and the experiences that continue to shape his journey. From life beyond the spotlight to the stories behind the songs, it’s a candid look at the artist and the man behind the music.

Chuck and Sami break down the biggest country tours hitting the road in 2026 and why live music is about to have a huge year. Chuck does what he does best — pushing Sami’s buttons — while the two make a passionate case for bringing music videos back in a major way. Plus, CRS New Faces artist John Morgan stops by the studio for a conversation about his music, momentum, and what’s next.

Big decisions, bigger crushes, and the biggest awards show debate. Sami shares the why behind freezing her eggs, Chuck spirals (happily) into his Jason Momoa obsession, and the crew argues about whether the Grammys are starting to feel more political than musical. Plus, Country artist Matt Cooper drops in for a bonus segment you don’t want to miss.

Chuck is back in a truck and, by his own definition, a man again. He and Sami break down why the Golden Globes recognizing podcasts feels like a golden opportunity — and why 'The Chuck Wicks Show' is officially throwing its hat in the ring. Then Chuck asks the question dividing relationships everywhere: is Valentine’s Day actually a holiday just for women? Plus, Broadway star Laura Osnes stops by the studio for a candid, fun conversation you don’t want to miss.

We’re dropping a special bonus episode featuring Chris Kirkpatrick—singer, performer, and founding member of *NSYNC, one of the biggest pop groups of all time. This is a stand-alone extra release outside our normal schedule. Thanks for listening and for supporting the show—make sure you’re following/subscribed so you don’t miss the next official episode.

Chuck and Sami Shea kick off The Chuck Wicks Show podcast with country hitmaker ⁠Drew Baldridge⁠, talking hits, hustle, and how to survive the music business your own way. Then it’s off to Dubai — with wild stories involving ⁠Jason Momoa⁠, ⁠Elizabeth Banks⁠, and a real debate on whether AI belongs in the songwriting room or needs to stay out of it.