When was Jelly Roll first arrested? Country singer recommended for a pardon by Tennessee Board of Parole for crimes committed in his youth

Country Musician Jelly Roll Testifies To Senate Hearing On Stopping The Flow Of Fentanyl - Source: Getty
Pardon Progress: Jelly Roll’s Fight to Rewrite His Past (Image via Getty)

Jelly Roll, the country singer and rapper, was first arrested at age 14 for drug-related charges, as per People magazine. This was the start of his criminal history that included over 40 incarcerations. On April 22, 2025, the Tennessee Board of Parole unanimously recommended a pardon for his past offenses; advancing a request initially made by Nashville Sheriff Daron Hall in 2024.

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The decision now rests with Governor Bill Lee, who will determine whether to grant clemency. Jelly Roll, born Jason DeFord, testified to the board during the 1-hour, 45-minute hearing, as per the Associated Press, stating:

“I want to be an inspiration for people who are now where I used to be — to let them know that change is truly possible. One of the reasons I’m asking for your recommendation for this pardon is because I’m looking to take my message of redemption through the power of music and faith through the rest of the world.”
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Sheriff Hall, a key witness, shared on X that the board’s recommendation followed his 2023 petition, calling it a step toward “redemption.” If approved, the pardon would ease international travel restrictions tied to his felony record, a hurdle he faced during recent tours. The artist’s legal struggles began in his teens, including an adult conviction for a crime committed as a juvenile.

In a 2022 interview with People magazine, Jelly described spending three years in juvenile detention; recalling the “darkest moments” of being separated from his family during holidays. Despite these challenges, he has publicly framed his past as a catalyst for his music career and advocacy for second chances.

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Jelly Roll’s path from juvenile detention to a parole board hearing

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Jelly Roll’s criminal record spans three decades, beginning with his first arrest at 14 for drug possession. By his teens, he faced adult charges, leading to a cycle of incarcerations, primarily for drug offenses, according to People magazine. His 2022 interview with People magazine highlighted the emotional toll of juvenile detention; including a Thanksgiving spent alone at 15.

The Tennessee Board of Parole’s April 2025 hearing included testimony from Sheriff Hall and others, with one member recusing themselves. Jelly emphasized his desire to expand his “message of redemption” globally, referencing difficulties booking international shows due to his record.

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Jelly Roll finally broke through international barriers in July 2024, landing his first overseas concert in Canada after years of visa denials tied to his felony record. This milestone came as his country music career soared, fueled by tracks like Save Me that channel his troubled past into chart success.

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His push for criminal justice reform, especially around nonviolent drug cases, mirrors growing debates about second chances and rehabilitation. Since taking office in 2019, Governor Lee has greenlit 90+ pardons as per the Associated Press. A pardon for Jelly Roll wouldn’t just clear his path for global tours, it’d cement his role as a comeback advocate.

As of April 2025, no timeline has been set for Governor Lee’s decision. Jelly Roll’s team has not publicly commented, but the artist told the Associated Press the hearing felt “special,” regardless of the outcome.

His journey from juvenile detention to Grammy-nominated artist remains a focal point in debates about redemption, fame, and the lasting impact of youthful mistakes.

Edited by Meghna
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