How Zach Bryan Wound Up Dating a Barstool Sports Personality

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Country singer Zach Bryan has had one of the fastest rises to fame in recent history, going from relative obscurity to Grammy-nominated, arena-filling superstardom in what seems like a matter of months. But is he enjoying his whirlwind success alongside a wife or girlfriend?

Keep reading for everything we know about Bryan’s relationship status and dating history.

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Is Zach Bryan married?

As of Sept. 2023, Zach Bryan is not currently married. However, he was married to Rose Madden from 2020 to 2021.

To put his short-lived union into the context of his career: Bryan released his first album, DeAnn, back in 2019 while he was still serving in the U.S. Navy, having enlisted at age 17. He released another album, Elisabeth, in 2020, and as his music started going viral online, the mainstream country industry took notice. In April 2021, he made his Grand Ole Opry debut, performing the songs “Oklahoma City” and “Sweet DeAnn.”

Six months later and then divorced, Bryan announced that he was leaving the Navy to focus on his music career full-time. Now he's recording with Kacey Musgraves and selling out stadiums. “I was like, don’t put your guitar down, keep going, something’s going to happen,” Bryan told The New York Times in September 2022, reflecting on the years he spent honing his craft. “Not because I felt driven. Not because I wanted to be famous. Not because I wanted to be rich. I literally just would sit there and think about my mom and be like, ‘Something is telling me not to stop doing this.’”

Who is Zach Bryan’s wife?

Bryan was married to ex-wife Rose Madden while he was still in the military, so not much is known about her or their relationship, given that it happened before his rise to fame. The twosome got married in July 2020 in Colchuk Lake, Washington. Madden stays relatively quiet on social media, but some reports have suggested she has also served in the military.

How long was Zach Bryan married?

Bryan married Madden in July 2020. Just one year later, the duo called it quits, though neither of them has ever spoken publicly about what caused their split. They have both since deleted all traces of each other from their social media accounts.

Related: Who Is Dolly Parton's Husband? 

Why did Zach Bryan get divorced?

Neither Bryan nor Madden have ever revealed what led to their divorce after one year of marriage. When Madden returned to social media in July 2021 after a lengthy absence, she'd notably wiped all photos of Bryan from her feed and captioned a solo photo, “She’s ba—ack ;-).”

Does Zach Bryan have kids?

Bryan doesn’t have any children. For now, he’s focused on his career—even though he’s a somewhat reluctant superstar. “I never in my life envisioned being a musician, ever. Period. No. And I was thinking about it yesterday, how crazy my reality is now,” he said during an August 2023 interview on Joe Rogan’s podcast. “Like, coming back to Oklahoma and being around people, and people coming to get me in diners and being like, ‘Take a picture with me.’ I’m like, ‘What is going on, man?’”

Who else has Zach Bryan dated?

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After his split from Madden, Bryan dated education program coordinator Deb Peifer. Bryan made frequent appearances on Peifer’s social media accounts in 2022, but earlier this year, Bryan confirmed that the duo had split. “For transparency and with respect I am letting everyone know Debra and [I] went our separate ways about a week and a half ago,” he tweeted on May 31, 2023. At the time, Bryan said their split was mutual and they ended their relationships with happy memories of their “good times.”

Who is Zach Bryan dating now?

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Bryan is currently dating Barstool Sports host Brianna LaPaglia, aka Brianna Chickenfry. LaPaglia confirmed her romance with Bryan in July 2023, revealing on her “PlanBri Uncut” podcast that she had been “hanging out” with the musician for three weeks. “It’s fun, it’s casual and yeah, I just wanted to address it because the whole internet is freaking the f-ck out,” she explained. “But we’re just hanging out, we're having fun, and that’s where I’ve been. That’s what I’ve been doing and that’s what I’m going to be doing for a little bit. We’ll see where it goes, and I’m happy.”

One month later, LaPaglia confirmed that she calls herself Bryan’s girlfriend.

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How did Zach Bryan meet Brianna Chickenfry?

Bryan met LaPaglia in May 2023 at the Academy of Country Music Awards, where Bryan took home the trophy for New Male Artist of the Year. At the time, both of them were dating other people, but LaPaglia couldn’t help gushing over Bryan after their encounter, calling him the “nicest man” she’d ever met in a video shared via her YouTube channel.

That same month, Bryan confirmed that he and Deb Peifer decided to part ways. “Things are mutual between us, we’re leaving with plenty [of] memories and good times,” he tweeted in May 2023. “I beg so much that everyone respects her and my privacy through a hard time.”

One month later, LaPaglia attended Bryan’s concert in New York City, and after the show, Bryan slid into her DMs. After questions arose about when LaPaglia and Bryan split from their respective partners, LaPaglia slammed the idea that anyone had cheated.

“People break up and get into new relationships,” she said during an August 2023 episode of her “BFFs” podcast. “This is so normal. What is the point of a grace period?”

What is Brianna Chickenfry famous for?

Brianna Chickenfry—whose real name is Brianna LaPaglia—first rose to fame as a TikTok personality. By late 2020, her videos had became so popular that she landed a job with Barstool Sports, who gave her a podcast called “PlanBri Uncut.” She also hosts the “BFFs” podcast with Josh Richards and Barstool founder Dave Portnoy.

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