See Jelly Roll's career, weight loss transformation in photos

Grammy-winning music star Jelly Roll has become a beloved artist since he first burst onto the country scene with his blend of singing and rapping.

The artist, who has been open about his health and weight loss journey and previous incarceration, has captivated fans with his personal lyrics and genre-bending style.

Scroll to see his career in photos, starting his latest win for best contemporary country album at the 2026 Grammys. Jelly Roll posed with his awardson Feb. 1, 2026, in Los Angeles.

Mike Blake, REUTERS

Jelly Roll poses at the Tin Roof on April 12, 2022, in Nashville.

Stephanie Amador / The Tennessean

Jelly Roll poses with fans after a ceremony for his first country No.1 song, "Son of a Sinner", at BMI on Jan. 18, 2023, in Nashville.

Mark Zaleski / The Tennessean

Jelly Roll high-fives Megan Moroney as she takes the stage during an Opry NextStage Live event on May 10, 2023 in Texas.

Andrew Nelles / The Tennessean

Jelly Roll and wife Bunnie XO arrive for the 58th ACM Awards at the Ford Center at the Star on May 11, 2023.

Andrew Nelles / Tennessean.com

Jelly Roll performs during CMA Fest at Nissan Stadium on June 9, 2023, in Nashville.

Abbey Cutrer For The Tennessean

Jelly Roll arrives on the red carpet before the 2023 NHL Awards at Bridgestone Arena on June 26, 2023 in Nashville.

Christopher Hanewinckel, Imagn Images

Jelly Roll performs at Pine Knob Music Theatre in Clarkston, Mich., Aug. 17, 2023.

Sarahbeth Maney, Detroit Free Press

Jelly Roll stands backstage holding his CMA award at Bridgestone Arena in Nashville on Nov. 8, 2023.

Nicole Hester / The Tennessean

Jelly Roll and his wife, Bunnie XO, walk the red carpet during the 57th annual Country Music Association Awards in Nashville on Nov. 8, 2023.

Andrew Nelles, The Tennessean

Jelly Roll gestures to the crowd during his performance at the Stagecoach music festival in Indio, California, April 26, 2024.

Taya Gray/The Desert Sun

Jelly Roll attends a pep rally at his alma-mater, Antioch High School in Antioch, Tennessee, on May 8, 2024.

Nicole Hester / The Tennessean

Jelly Roll wins the music event of the year award alongside Lainey Wilson at the 59th ACM Awards on May 16, 2024.

Andrew Nelles / The Tennessean

Jelly Roll and wife Bunnie Xo walk the carpet at the 59th ACM Awards at the Ford Center at the Star in Frisco, Texas, May 16, 2024.

Andrew Nelles / The Tennessean

Jelly Roll performs during CMA Fest at Nissan Stadium in Nashville, on June 8, 2024.

Andrew Nelles / The Tennessean

Jelly Roll onstage at CMA Fest.

Andrew Nelles / The Tennessean

Jelly Roll stands for a photo after being interviewed during CMA Fest.

Nicole Hester / The Tennessean

Jelly Roll performs in front of a sold out Grandstand at the Iowa State Fair on Aug. 10, 2024.

Reese Strickland/For The Register

Jelly Roll at the 76th Emmy Awards at the Peacock Theater on Sept. 15, 2024 in Los Angeles.

Dan MacMedan, For USA TODAY

Keith Urban and Jelly Roll perform onstage during the 58th annual Country Music Association Awards in Nashville on Nov. 20, 2024.

Denny Simmons / The Tennessean

Jelly Roll hits off the tee box at the 16th hole during the Phoenix Open Annexus Pro-Am at TPC Scottsdale on Feb. 5, 2025.

Patrick Breen/The Republic

Jelly Roll and wife Bunnie XO arrive on the red carpet before the 60th Academy of Country Music Awards in Frisco, Texas on May 8, 2025.

Andrew Nelles / The Tennessean

Jelly Roll watches as the Titans head out to the field before the game against the Seattle Seahawks at Nissan Stadium in Nashville on Nov. 23, 2025.

Andrew Nelles / The Tennessean

Jelly Roll and wife Bunnie XO attend the Clive Davis party in Beverly Hills, California on Jan. 31, 2026.

Mario Anzuoni, REUTERS

See Jelly Roll's life and career in photos