Jelly Roll - aka Jason Bradley DeFord - is a rapper-turned-country singer who knows exactly how it feels to be an underdog in America. Before becoming the chart-topping, Grammy-nominated country music phenomenon, Jason was a broke, homeless convict facing a potential 20-year sentence.
The “Son of a Sinner” hitmaker was born and bred in Nashville, Tennessee, on December 4, 1984. He was raised in the city’s Antioch neighborhood, “where somebody would get shot once a week,” as he shared on the Q with Tom Power podcast.
Now, the country music sensation is starting anew outside the jail cell and making headlines with his exceptionally sentimental songwriting. Jelly Roll landed his first-ever No. 1 on the Billboard 200 albums, accepted his first CMA Award (he dropped and shattered it!), and was nominated for two coveted Grammy Awards.
Roll astonished not just fervent fans but himself. “I woke up and couldn’t believe it! Thank y’all again… wow, wow, wow,” he expressed shock on Instagram. His journey from rock bottom to country stardom is awe-inspiring, as are the millions of dollars he has accumulated.
What Is Jelly Roll’s Net Worth?
Jelly Roll boasts a well-deserved net worth of $20 million (per Celebrity Net Worth). His massive wealth mainly consists of money from album sales, concert performances, streaming revenue, and some side business ventures.
Music was Jason Bradley DeFord’s ultimate path to redemption following his jail time.
As William Arthur Ward aptly said, “Adversity causes some men to break; others to break records.” Jason committed to becoming the musician he always wanted to be as a kid.
“I just remember thinking, ‘I want to make music that makes people feel like this music makes my mother feel,’” he recalled in an interview with the Bobby Bones Show.
Jason indeed delivered. He showcased a remarkable aptitude for rap at around the age of 9 or 10 when he wrote his very first song (per Biography). By the time he became an eighth-grade student, the ambitious singer had begun handing out mixtapes of his own music, and the location was none other than a humble high school parking lot.
Jelly Roll was basically homeless from 2010 through 2015, a breakthrough period in his life where he committed to earning money off his music. “My wife at the time was an escort, a high-end escort, in Vegas,” the chart-topper recalled (per E! News).
“She grew up in Vegas. And at the time, I was [doing] $500 shows, living in that white van. I didn’t have a key to an apartment."
Once the former prisoner was set free, he uploaded a YouTube video clip titled “10 Minute Freestyle,” in which he wholeheartedly freestyled rapping about imprisonment, drug dealing, and other topics related to what he had been through.
One astonished commenter wrote about Jelly’s raw talent: “I still can't believe this man is a chart-topping country artist. [It] blows my mind, honestly. This guy worked hard for everything he got.”
Speaking of top charts, Roll’s full-length collaboration album with rapper Haystak, Strictly Business (2011), peaked at No. 67 on Billboard’s Top R&B/Hip-Hop Albums chart.
The rising rapper partnered again with fellow rapper Lil Wyte, among the first artists to believe in him, in 2013 for the album No Filter, which ranked No. 17 on the Top Rap Albums chart.
Roll achieved a massive milestone in mid-October 2024 with the release of his megahit album, Beautifully Broken. The 22-track album deeply explores the gravity of mental health issues and addiction. The record-breaking album proved that the Grammy nominee does not mind sharing the spotlight, collaborating with stars like Wiz Khalifa, Ilsey, and MGK in Beautifully Broken, which became the No. 1 album on the Billboard 200 chart (per Billboard).
Jelly Roll’s Rags-to-Riches Success Story
Jelly Roll opened up about his remarkable transition from a troubled life in jail to the top of the charts during Billboard’s cover story interview with Melinda Newman.
At only the age of 16, young Roll was arrested for aggravated robbery and later charged as an adult. He faced a potential 20-year sentence but eventually served more than a year for his charge, along with over seven years of probation.
“I never want to overlook the fact that it was a heinous crime,” he shared in a remorseful voice. “This is a grown man looking back at a 16-year-old kid that made the worst decision that he could have made in life and people could have got hurt and, by the grace of God, thankfully, nobody did.”
While the country star seemed to regret the path he took in the past, he was still angry at the fact that America’s justice system did not offer him much chance at rehabilitation, ranting about his potential 20-year sentence, “They were talking about giving me more time than I’d been alive.”
Jason went on, “I hadn’t hit my last growth spurt. I was charged as an adult years before I could buy a beer, lease an apartment, get a pack of cigarettes … I feel like the justice system at that point kind of parked me on my only set path.”
Tennessee strictly adheres to its zero-tolerance policy for violence. Consequently, Jelly Roll will have to deal with the fact that his past charge will remain on his record and affect his entire life.
The country music superstar can't vote, acquire a firearm, or even volunteer at most nonprofit organizations. He couldn’t even have a passport until recently, which inevitably hampered his work as a rising global musician. “The trick is when America finally says, ‘We’ll let you leave,’ the amount of countries that won’t let you come in … We had to cancel my London debut show,” he complained.
Jelly Roll was deprived of playing golf in a fancy community with its own course. He had the money but not the social status. “Imagine changing your life in such a way that you can afford the kind of house in this community I was looking at,” he said. “My money was welcome, but I wasn’t, all because of something I did [almost] 24 years ago.”
“I’d love to move back to that neighborhood and ride around in my golf cart blaring gangster rap music, flipping people off,” Jason said as he chuckled. “I’m joking, but I’m not.”
Beyond the Stage: Jelly Roll’s Surprising Business Acumen
Despite the underdog image Jelly Roll often portrays and embraces, he is a canny businessman and a social media influencer with a huge fanbase of over 9.5 million on TikTok and 4.8 million on Instagram.
The singer capitalized on his tremendous success in the music industry to build his merch. Fans can relish the super cool album-inspired merch, along with other awesome collectible designs like the vintage Jelly Roll face, angel demon, dead man walking, and surprisingly adorable teddy bear bad apple (Jason is indeed a gentle giant at heart!).
Roll took this life-changing decision seriously, committing religiously to healthy eating habits and workout routines. All his hard work ultimately paid off, as he lost 110 lbs by 2024.
Jason was given his nickname by his mother, who suffered from mental health issues and drug addiction, because he used to be a “chubby kid.”
The singer did not enjoy his now-stage name, revealing in a 2024 Taste of Country Nights podcast that he prefers to be simply called Jelly. “Delete the Roll, man,” he asked.
Jelly Roll opened up about his past struggles as an overweight person, recalling in his Instagram video.
Now, the country music sensation is getting in shape. He ran his first 5K last year and is now committed to helping others become the best versions of themselves through his Losers Run Club.
Jelly Roll’s “Modern American Fairy Tale”
It’s no secret that Jelly Roll is living the ultimate American dream, the country music sensation admitted in a New York Times interview in 2024.
A few years earlier, in 2021, the Tennessee native announced on social media that he and his wife, Bunnie XO, had finally achieved their 5-year goal of purchasing their dream house. He took the occasion to address criticism of his singing skills and his wife being called a “Golddigger” despite meeting her when he “was dead broke.”
“Hope you’re ready tonight, Bunnie, I’m showing up drunk and naked,” he humorously ended his post.
When you’re as rich and famous as Jason Aldean, it’s only natural to splurge — sometimes that means buying so many cars you end up with a full-on collection (per Billboard). He proudly showed off his lineup of classic vehicles while appearing on WWE superstar John Cena’s show What Drives You.
Among his favorites? He received a red 1976 Cadillac El Dorado and a Ram 1500 Laramie truck as a Father’s Day gift — fully customized by his wife. “Dude, she made it my dream truck… it drives me,” he said, referring to the vehicle adorned with his signature skull logo on both the front and back.
Jelly Roll has accumulated so much wealth that he developed a secret spending habit, which he isn't particularly proud of. “Don’t judge me for this, y’all,” he said while speaking to Audacy’s Sabrina from Queens.
“I promise I grew up very humble, but I only wear socks once. I buy socks in bulk…it’s the most frivolous thing I’ve done with my success” (per Billboard).
The “Need a Favor” singer had to explain himself further, addressing fans, “I’m sorry, I hope I didn’t let nobody down with that, but when you’re fat, you can’t have stinky feet too, so you gotta have fresh socks!”.
Jelly Roll’s journey is impressive both artistically and financially. If you're curious about how his net worth compares, don’t miss our celebrity net worth collection featuring athletes, actors, and more.