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Home » This Past Weekend: #630 with Stephen Wilson Jr. (Transcript)

This Past Weekend: #630 with Stephen Wilson Jr. (Transcript)

Here is the full transcript of country artist Stephen Wilson Jr.’s interview on This Past Weekend w/ Theo Von, #630, December 23, 2025.

Brief Notes: In this deeply moving episode of This Past Weekend, country artist Stephen Wilson Jr. joins Theo Von for an emotional conversation about growing up in southern Indiana, being raised by a single father who was a boxer, and how those roots shaped his life and music. He reflects on hunting for food as a kid, finding his voice through country and classic rock, and carrying forward his dad’s fighting spirit after being nominated for “New Artist of the Year” at the CMAs.

The two also dive into Stephen’s complex relationship with faith, wild Pentecostal church memories, and why he believes it’s never too late to rewrite your story, no matter where you start. Along the way, there are plenty of Midwestern food tangents, small-town characters, and darkly funny stories that keep the conversation as entertaining as it is heartfelt.

Introduction

THEO VON: Today’s guest is a musician and a songwriter originally by way of Southern Indiana. He’s got that voice in him. He’s got that power in him. He’s got it. He’s got it. He has a new single, “Gary,” that’s out now and a sold out tour in the spring. I’m thankful to finally get to sit down with Mr. Stephen Wilson Jr. Man.

STEPHEN WILSON JR.: I’m just such a fan of yours on all levels. Your podcast and your comedy and thanks. And your humanity. So yeah, it’s an honor to be here.

THEO VON: I appreciate it. Stephen Wilson Jr., thank you so much. Dude, it’s really cool. I think this is one of those moments where I feel, yeah, like just so lucky that I get to. That some of this job has ended up like this, like getting to talk to people that, that yes, some people would love to sit down with, you know. So thanks so much, man. I appreciate it.

You have, you just had, you had a pretty decent run at the CMAs this year.

STEPHEN WILSON JR.: Yeah, it was a, you know, new—

CMA Nomination

THEO VON: Artist of the year.

STEPHEN WILSON JR.: Yes, I was nominated for new artist of the year, which blew my mind.

THEO VON: And did you win? Red Clay Strays won? Who? Zach.

STEPHEN WILSON JR.: Top won.

THEO VON: Zach. Top won.

STEPHEN WILSON JR.: Very well deserved. That man has had a big year and I’m a big fan of his and yes, that’s very happy for him. And I was really rooting for everybody but myself. I didn’t really think I even had a prayer’s chance in hell of winning, but I was just like, honestly being nominated was a huge win for me because, you know, I wasn’t supposed to be there on paper.

You know, like there’s a lot of, there’s a lot of things that like I contradict. And so just being there, you know, it meant a lot just to be out there. And it was really wild when I remember when they said my name and it didn’t feel like that’s somebody else. Oh yeah, that’s not me.

THEO VON: That’s like a— Oh, for sure. Well, do you think of yourself as country music?

Growing Up Country

STEPHEN WILSON JR.: I do, yeah. I am a country boy. I grew up in the country, so I am very country just by, by culture. And I cannot help but write country songs. I grew up listening to country music and classic rock. I grew up in body shops and it was all classic rock and country music, old school and 90s and so that was kind of my pedigree, my listening pedigree.

And then I grew up very country, very agrarian, kind of hunting for our own food. And I ate a lot of squirrels growing up. And rabbits and— Yeah, we just grew up very country. Wasn’t trendy at all either. It was like, just a means of survival.

My dad was raising three kids on his own, and so he just went out and killed food. It was a lot cheaper than buying it at the grocery store. Like, you know, one slug, one deer slug could feed you for, like, three months. So, like, that’s the way he looked at it.

THEO VON: Oh, there’s a beautiful group right there. You guys kids, huh?

STEPHEN WILSON JR.: That’s my dad and his three little ones, and that’s me.

THEO VON: That you on the bottom left there? Kind of middle?

STEPHEN WILSON JR.: Yeah, in the middle, yeah.

THEO VON: And who’s that dime on his lap? Huh? And I mean that respectfully as a child. Who’s that beautiful young lady?

Family Portrait

STEPHEN WILSON JR.: Yeah, that’s my little sister, Lacy J. Lacey J. Lacey J. Yeah, Named after Lacy J. Dalton, another country singer. And, yeah, she’s his little girl. And she is. She is beautiful, and she’s a beautiful person in general. She’s really kept our family.

Like, me and my brother right there, we’re like Irish twins. We’re only like, a year and a few months apart, so we’re like— We were. We grew up beating the hell out of each other. We were both boxers.

My dad right there in this picture, he had just won, you know, the Golden Gloves for, like, the third or fourth time in a row. And, you know, he was probably just running over to, like, Owen Mills or somewhere at Walmart, grabbing this picture real quick. So just so, like, just so there’s proof that we existed and proof that he did this.

And I always find it wild that he had time to even snap, snip, snap that picture amidst his life, it was so crazy.

THEO VON: Well, and for a dad to put that together, that didn’t, you know, that wasn’t really the dad world. So he was a single dad raising you guys?

A Single Dad’s Sacrifice

STEPHEN WILSON JR.: Yeah, he was driving a bus in the morning and then working at a body shop and training to be a boxer.