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By the time Lainey Wilson showcased for BMG Nashville staff in 2018, she was at a crossroads. She had already been in Nashville for over five years after leaving her small Louisiana hometown of Baskin and was struggling to fit in. Her heavily accented, twangy country vocals and Southern swagger weren’t in fashion as the genre leaned more toward pop, but her attempts to accommodate that style weren’t working either. So she doubled down on her tough-but-vulnerable authenticity. With that attitude, she sang, “She’s a soldier/When I hold her/Up in the air” in her defiant “Middle Finger.” “Take that, Nashville,” she thought.

Wilson, now 30, laughs when she remembers that time. “I just got to a certain point where I’d been in Nashville for so long [and] my give-a-damn was a little busted. I felt like, ‘Why not just say what I want to say how I want to say it?’ That’s one of the thoughts that really set me free.”

That fearlessness — and her robust, honest voice — captivated BMG Nashville president Jon Loba, who had been turned on to Wilson by another artist on his roster, Jimmie Allen.

“[She had] this absolute confidence. And it was an amazing vocal and, even at that time, amazing songs,” says Loba, who immediately signed her to Broken Bow Records. “But it was her narrative in between the music [where] you really got a sense of who she was: this strong woman from a small town in Louisiana who did not want to compromise who she was.”

Five years later, Wilson’s refusal to compromise has taken her to the top of the charts and awards show podiums. Her first album for the label, 2021’s Sayin’ What I’m Thinkin’, included her first No. 1 on Billboard’s Country Airplay chart, “Things a Man Oughta Know.” “Never Say Never,” her duet with Cole Swindell, reached No. 1 seven months later. Her current single, “Heart Like a Truck,” from last year’s Bell Bottom Country, and her feature on HARDY’s “wait in the truck” are racing toward the peak of the chart. With six nods, she led all nominees for November’s Country Music Association Awards, taking home new artist and female vocalist of the year. Between supporting slots for Luke Combs — she’ll appear on his stadium tour this spring and summer after opening his 2022 arena tour — she headlined her first large club tour.

Along the way, Wilson, who co-wrote all but one of the songs on her two albums, developed a signature look — a wide-brim hat and bell bottoms, which she has worn daily for several years — as recognizable as her clear, strong vocals and striking songs. “When I was little, my mom bought me a blue leopard-print pair of bell bottoms I was absolutely obsessed with,” she says. “At one point, she was like, ‘You’ve got to take them off, we’ve got to wash them.’ I’ve always been in love with things that are throwbacks, whether it’s music or stories.” Wilson came by her love of bell bottoms honestly, but they’ve also served a purpose: “Trying to be an artist here in Nashville, a female artist specifically, you’ve got to figure out what you can do that’s a little different to stand out — so I definitely leaned into that as much as I possibly could.”

Not bad for an artist who got her start imitating someone else. Wilson worked her way through high school as a Hannah Montana impersonator. One of her last gigs, at St. Jude’s Children’s Hospital in Memphis, helped prompt her move to Nashville. While performing, she established an intense connection with a little girl recovering from brain surgery. “Everybody in the building was crying as she sang every word to [Miley Cyrus’] ‘The Climb.’ I handed her the microphone, and my Hannah Montana wig was hanging off sideways. She hands me back the microphone and what she meant to say was, ‘Hannah Montana, you’re my star,’ but she said, ‘Hannah Montana, I’m your star.’ And I was like, ‘Yes, you are,’ and I thought, ‘I’ve got to figure out how to do this the rest of my life.’ ”

Wilson’s own climb has been simultaneously exhilarating and exhausting as she navigates how to make a lifelong career in music sustainable. The self-described “homebody” slept in her own bed only 15 nights during her “whirlwind” 2022. “Last year definitely threw me for a little bit of a loop,” she says. But as her ascent continues, this year’s Rulebreaker is finding ways to make the road feel more like home, including bringing her French bulldog, Hippie Mae (who, of course, has her own Instagram account, with a bio reading “owner of that b–ch @laineywilson”), on the road with her, as well as her essential oils, meditation apps and grounding mat.

Those comforts have proved especially key as Wilson’s rise has expanded beyond music. Yellowstone creator Taylor Sheridan designed a recurring role specifically for her this season on TV’s most popular show, which Wilson found the courage to take on after considering what some of her own favorite rule breakers, Reba McEntire and Dolly Parton, would do. (She even has a song on her first Broken Bow album called “WWDD,” short for “What Would Dolly Do.”)

“When it comes to Dolly and Reba, I feel like they really do listen to their heart. I feel like they’re not scared to go outside that box and do things that are a little scary,” she says. “I had never acted a day in my life. But I thought to myself, ‘Dolly and Reba, they’ve always made sure that their music is No. 1, but that has laid the foundation for so many opportunities to come their way.’ And so, if it’s a way for me to share more of my music with the world, even if it is a little scary, you’re dang right I’m going to do it, because that’s what they would do.”

Wilson’s radio hits and Yellowstone role have brought her fame that she’s still wrapping her head around. Late last year, her team posted a video of her onstage with an angle that unintentionally highlighted her posterior and, she says, “The next thing you know, everybody’s TikToks are about my rear end.” The clip went viral and spawned imitators with women showing off their own bountiful booties, but it also invited legions of opinions about Wilson’s body.

“I definitely went down the rabbit hole reading comments,” she says. “A year-and-a-half ago, people didn’t give a rat’s ass to say something bad about me. Now the more well-known you are, the more negative comments you’re going to get … The reason why I take it so personal is because I do believe that words are powerful.”

Wilson is handling what newfound fame throws at her much as she has her career: with an authenticity that harks back to her roots, and on her own terms. She recently purchased 30 acres in Nashville and is renovating the house on the property, bringing in her own creature comforts to create a personal oasis. It’s a far cry from the camper she lived in for her first three years in Nashville. “I’m going to have some horses,” she says, adding that she decided against moving her childhood horse, Tex, up from Louisiana given his advanced age. “I want to be able to go somewhere and turn it all off and just jump on a four-wheeler.”

This story will appear in the Feb. 25, 2023, issue of Billboard.