It’s around 11 a.m. on a Tuesday, a few hours before Riley Green’s Duck Blind will open, and its eponymous proprietor is giving a tour of his Nashville bar and restaurant. The multistory complex in Midtown features a few private areas where the singer-songwriter and his friends can hang, including a small lounge that doubles as a podcast studio and a cozy outdoor porch with recliners where Green intends to hold screenings of some of his favorite movies, like Tin Cup, Secondhand Lions and Bull Durham.
Though he’s only 36, Green laments that the younger generation, raised on TikTok videos and Instagram Reels, doesn’t have “the temperament to sit down and watch Shawshank Redemption. And because they don’t, they’ll never be decent people,” he says. That’s a strong indictment and he’s kidding — but only slightly: “You don’t think that at some point in your life you’re a better person because you watched that movie?”
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The get-off-my-lawn rant is ultimately good-natured; Green admits he’s a bit of an old soul, which he credits to his upbringing in Jacksonville, Ala. (population: 15,000). “The majority of my [youth], all four of my grandparents I saw every day. My great-grandmother was alive until 2020,” he says. “I think that’s where I get a lot of the more traditional values.”
A nostalgia for simpler times is reflected in Green’s back-to-basics country sound and in many of his songs — most notably his 2019 triple-platinum smash, “I Wish Grandpas Never Died.” (Though both had died by the time he wrote it, he gave his two grandfathers songwriting credits “as a sign of respect,” he says.)
But in the past year, Green has also leaned into his playful, romantic side — and it has kicked his career into overdrive. His flirty duet with Ella Langley, “you look like you love me,” which recalls classic country songs from the ’70s and ’80s like Dolly Parton’s “I Will Always Love You” and George Jones’ “He Stopped Loving Her Today” with its spoken interludes, won musical event of the year at the 2024 Country Music Association Awards and three trophies at May’s Academy of Country Music Awards, including single of the year. Green admits he wasn’t sure the track (on which he’s the featured artist) would do well, but it reached No. 1 on Country Airplay and No. 30 on the all-genre Billboard Hot 100. “I thought the talking verses were probably too traditional to be a big hit on country radio,” he says, “and I’m so glad I was wrong.”
Riley Green
Eric Ryan Anderson
With fans looking at him in a new light, Green and his camp smartly followed “you look like you love me” (and its sultry video) with “Worst Way,” a sly, sexy song with an even steamier video that plays up Green’s leading-man charisma (and re-creates a love scene from Bull Durham).
Though he played guitar in high school, it wasn’t until Green was in college at his hometown’s Jacksonville State University (where he was also quarterback on the football team) that he got serious about music. He started playing four-hour shifts in local bars and restaurants, filling his sets with covers of songs like Jamey Johnson’s “In Color,” which he still plays every show. (In a full-circle moment, Johnson will open for Green on tour this fall.) But Green didn’t rely on outside material for long. “I never thought of myself as a great singer, [but] I knew how to entertain people,” he says. “When I started writing songs, that was how I saw I could set myself apart from somebody who was more talented as a singer or player.”
While Green writes with many top-tier country songwriters, some of his most acclaimed and diverse songs were penned solo, including “I Wish Grandpas Never Died,” “Worst Way,” “Don’t Mind If I Do” (another Langley duet) and “Jesus Saves,” about a homeless veteran. “From a songwriter standpoint, Riley has really embraced his versatility,” says Jimmy Harnen, president/CEO of Green’s label, Nashville Harbor/Big Machine Label Group. “He’s at the point in his career where he’s not afraid to express what he’s feeling and seeing around him.”
BMLG founder and CEO Scott Borchetta recalls a conversation he had with Green two years ago that helped focus the artist for the future. “He said, ‘I’m writing so much and I need to get it out.’ So we set it up to where he could go into our studio anytime he wanted to just start letting all of this music out, and then that led to trying some different production styles. We really focused on his vocals more than ever and had him try a couple different things. And through this, I think he discovered a new voice and discovered his own attractiveness and sexuality, and that wasn’t there when we signed him.”
Riley Green
Eric Ryan Anderson
Billboard’s 2025 Country Power Players Groundbreaker, who had never been on a plane before he signed his record deal with Nashville Harbor in 2018, is now expanding his audience beyond America. He opened for Morgan Wallen in front of 50,000 people at London’s BST Hyde Park last July 4, played several shows in Australia in October and headlined a string of Canadian dates this spring. He jokes that Canadian fans were severely disappointed that his Instagram-famous dog, Carl the Cowboy Corgi, didn’t tag along: “Everywhere we went, in my meet-and-greet people would come in, they’d be looking at my feet to see if he was there. They didn’t care about me at all.”
Carl and Green’s other two dogs were at his 680-acre Alabama farm, which Green only managed to visit five times last year. His trips there could become even less frequent. “Riley called me about a year ago and asked about Tim McGraw and how did Tim [get into acting],” Borchetta says. “That’s something that he is going to spend some energy on, and I think we could see another gear with him in that space.”
“When things are going well, you’ve got to go. ‘Make hay while the sun is shining’ is what Granddaddy would say,” Green says. “And I feel like that’s where I am. Things are going really well.”
This story appears in the May 31, 2025, issue of Billboard.