7 min read

Jelly Roll, the country and rap artist celebrated for his heartfelt lyrics and compelling storytelling, recently grabbed attention with a surprising move during one of his shows.
His commitment to supporting others and promoting second chances shone brightly in Chesterfield, Virginia, where he shared the stage with a group of talented inmates who made a lasting impression on both him and the crowd.
Keep reading for more details!
For Jelly Roll, stopping by jail facilities while on tour isn’t just an afterthought—it’s part of who he is.
He’s dedicated to performing for incarcerated individuals and reminding them that life has room for hope and change.
But during his recent visit to Chesterfield, he flipped the script: instead of performing, he handed the spotlight over to the inmates.
One inmate named Ejay brought the house down with a stirring rendition of Jelly Roll’s song, “Unpretty.” It was so powerful that Jelly couldn’t help but react with excitement.
“Who’s this motherf—ker that’s been singing his a— off?” he exclaimed, as captured in a highlights reel he shared. For that moment, Jelly wasn’t a star—he was a fan.
As Jelly Roll left the jail and geared up for his arena show in Charlottesville, Virginia, he couldn’t shake the memory of the talent he had just witnessed.
That’s when an idea hit him: What if those talented men could show their skills on a bigger stage?
Without hesitation, he made some phone calls to the sheriff and arranged for four of the inmates to be released for a few hours to join him at his show.
This wasn’t just any group of inmates; these were members of the Helping Addicts Recover Progressively (HARP) program, a peer-to-peer recovery initiative that focuses on rehabilitation through a six-month voluntary, inpatient stay.
When showtime rolled around, the crowd had no idea what was coming.
The four HARP program members took the stage, not in jail uniforms, but in regular street clothes, ready to showcase their musical abilities in front of a sea of cheering fans.
They didn’t disappoint. With an acoustic guitar strumming, a rap verse, and soulful voices belting out the chorus of “Unpretty,” the moment felt electric, raw, and real.
Jelly Roll didn’t just watch—he shared the stage, creating a collaborative atmosphere that highlighted the unity and humanity in that moment.
Fans captured the performance on their phones, documenting a scene that was as unexpected as it was powerful.
It wasn’t just about a show; it was about a message. Jelly Roll made it clear why this was so important to him:
“My hope with bringing these men out on stage with me is that they can see a larger picture of what life can become. The place they’re in now is not the end, and the future can be so much more than their wildest dreams.”
This wasn’t just for the men onstage but for everyone in the crowd who needed a reminder that change is possible.
The HARP program itself is no stranger to recognition, especially on TikTok, where its positive approach to rehabilitation has garnered attention.
Jelly Roll’s connection with the program dates back to 2023 when he made his first visit to the Chesterfield facility and voiced his admiration for its mission.
Jelly Roll’s 2024 Beautifully Broken Tour came to an end in October, but it concluded on an inspiring note that resonated far beyond music.
It underscored his commitment to advocating for second chances and using his platform to uplift others.
As he now turns his attention to the 2024 CMA Awards, where he’s nominated in multiple categories including Entertainer of the Year, it’s clear that his reach goes well beyond the music charts.
Jelly Roll’s life story adds even more depth to his recent act of bringing inmates onstage for a powerful performance.
Born Jason Bradley DeFord in Antioch, Tennessee, the artist’s path to becoming an award-winning country singer was filled with hardship and redemption.
His teenage years were marked by run-ins with the law, accumulating around 40 arrests for drug-related offenses, shoplifting, and even aggravated robbery at 16, a crime for which he was charged as an adult.
Despite serving over a year in prison, the repercussions of his actions still follow him to this day.
However, with the steadfast support of his wife, Alyssa “Bunnie XO” DeFord, whom he married in 2016, Jelly Roll made a profound transformation.
His past fuels his current work as a drug prevention advocate and a voice for second chances.
He once donated over $200,000 to the Davidson County Juvenile Detention Center to create a music studio and even testified before Congress supporting anti-fentanyl legislation, declaring, “I was a part of the problem. I am here now, standing as a man that wants to be a part of the solution.”
This journey of personal redemption ties seamlessly into his decision to bring members of the HARP program onstage during his show.
It reflects his belief that people can change their paths and that their current circumstances do not have to define their future.
Album Title | Release Year | Notable Songs | Genre |
---|---|---|---|
The Big Sal Story | 2012 | Pain No More, One of These Days | Hip-hop/Rap |
Whiskey, Weed & Waffle House | 2013 | Pop Another Pill, Ridin All Alone | Hip-hop/Rap |
Therapeutic Music 5 | 2015 | Love Me, Train Tracks | Hip-hop/Rap |
Sobriety Sucks | 2016 | Hungover in a Church Pew, Demons | Hip-hop/Country |
Addiction Kills | 2017 | Glitter, Only | Hip-hop/Country Fusion |
Goodnight Nashville | 2018 | Bottle and Mary Jane, Love the Heartless | Country/Hip-hop Fusion |
A Beautiful Disaster | 2020 | Creature, Same Asshole | Rap Rock/Country |
Self Medicated | 2020 | Save Me, Overdose | Rap Rock/Country |
Ballads of the Broken | 2021 | Son of a Sinner, Dead Man Walking | Country/Rock |
Whitsitt Chapel | 2023 | Need a Favor, Dancing with the Devil | Country/Rock |
Beautifully Broken | 2024 | I Am Not Okay, Liar, Get By | Country/Rock |
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