5 Reasons Why The Post Malone And Jelly Roll Friendship Is The Hottest Crossover In Music Right Now (2025 Update)

The musical partnership between Post Malone and Jelly Roll is not just a passing trend; it is the most compelling and authentic crossover story dominating the industry as of December 2025. What started as a mutual respect between two artists with deeply similar personal histories has exploded into a full-blown professional alliance, highlighted by their joint track "Losers" and Jelly Roll’s prominent role on Post Malone’s massive "The BIG ASS Stadium Tour" throughout 2025.

This dynamic duo, once seen as mere rappers, has redefined modern country and rock, proving that authenticity and vulnerability resonate across all genres. Their recent joint performances, including a highly-praised set at the 2025 Video Music Awards (VMAs) and surprise appearances at festivals like Coachella, confirm their status as a powerhouse team, with fans eagerly awaiting the rumored follow-up collaboration that Jelly Roll himself has hinted is in the works. The connection is real, the music is fresh, and the impact on the music landscape is undeniable.

The Complete Biography: Post Malone and Jelly Roll

The foundation of their powerful collaboration lies in their remarkably parallel journeys from hip-hop roots to genre-defying stardom. Understanding their individual biographies reveals why their combined narrative is so compelling.

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Post Malone (Austin Richard Post)

• Real Name: Austin Richard Post
• Born: July 4, 1995
• Hometown/Origin: Syracuse, New York
• Key Career Milestones: Rose to fame with the 2015 single "White Iverson." Known for his distinct blend of hip-hop, pop, rock, and trap. His 2024 album, F-1 Trillion, cemented his successful crossover into the country music genre.
• Musical Style: A genre-blending artist whose music often features melancholic themes, expressive vocals, and a mix of acoustic and electronic elements.

Jelly Roll (Jason Bradley DeFord)

• Real Name: Jason Bradley DeFord
• Born: December 4, 1984
• Hometown/Origin: Nashville, Tennessee (specifically the Antioch neighborhood)
• Key Career Milestones: Began his career in the early 2000s in the hip-hop scene. Achieved mainstream success and critical acclaim after pivoting to rock and country with hits like "Son of a Sinner" and "Need a Favor."
• Musical Style: Characterized by raw, authentic, and emotionally charged lyrics that often discuss his past struggles with addiction, incarceration, and redemption, blending Southern rock, country, and rap.

The "Losers" Anthem: How a Single Song Defined a Movement

The track "Losers," featuring Jelly Roll and released on Post Malone’s country-focused 2024 album, *F-1 Trillion*, is more than just a collaboration; it is the foundational text of their joint musical philosophy.

An Underdog Story for the Ages

The song's title, "Losers," is a deliberate reclamation of a label, turning perceived failure into a badge of honor. For both artists, whose careers are built on overcoming adversity—Jelly Roll’s history with the justice system and Post Malone’s early struggles in the industry—the theme of the underdog is deeply personal. The lyrics resonate with anyone who has ever felt like an outsider, a common thread that instantly connects their diverse fan bases.

The Live Performance Phenomenon

The power of "Losers" is most evident in their joint live performances. Throughout 2025, Jelly Roll has joined Post Malone on "The BIG ASS Stadium Tour," where their nightly duet of "Losers" has become a tour highlight. These performances, including a highly-publicized rendition at the 2025 VMAs, showcase their undeniable chemistry and vocal synergy. The energy is a perfect storm of Post Malone's rock-infused country sensibilities and Jelly Roll's raw, soulful delivery.

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More Than Music: The Authentic Friendship That Transcends Genre

Beyond the recording studio and the stage, the relationship between Austin Richard Post and Jason Bradley DeFord is characterized by a genuine, heartfelt friendship that has captured the public's imagination. This authenticity is a key reason for their combined topical authority and massive appeal.

A Mutual Respect and Genuine Heart

Jelly Roll has been vocal about his gratitude for Post Malone, publicly stating that Posty has "one of the most genuine hearts" he has ever met and that their friendship "means more to me than you will ever know." This public display of affection and respect, often shared during emotional on-stage moments on the 2025 tour, has endeared them to fans who value sincerity over celebrity posturing.

The Shared Love for Traditional Country

Despite their roots in rap and their current genre-blending success, both artists share a deep, authentic love for classic country music. This common ground further solidifies their bond and their country crossover credibility. Videos of the two giving impromptu performances, such as singing Toby Keith or Post Malone covering George Strait, circulate widely, proving their connection to the genre is not a commercial move but a genuine passion.

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The Touring Partnership: The BIG ASS Stadium Tour 2025

The decision to have Jelly Roll as a special guest on "The BIG ASS Stadium Tour" across 2025 was a masterstroke, solidifying their professional alliance. Venues like T-Mobile Park and Oracle Park have hosted their joint performances, turning each show into a cultural event. This touring partnership allows their respective fan bases—the hip-hop/rock crowd and the country/rock crowd—to merge, creating a powerful, unified audience that celebrates genre fluidity.

What’s Next: Rumors of a Follow-Up Collaboration

The success of "Losers" and the undeniable chemistry on stage have naturally led to widespread speculation about a second collaboration. In interviews, Jelly Roll has seemingly confirmed that new music is a strong possibility.

When asked about a follow-up, Jelly Roll hinted that he and Post Malone are "currently cooking up" more music together. Given the success of their first track and their shared artistic direction, a new song would likely continue the theme of authenticity, genre-blending, and the underdog narrative. Fans are speculating on whether the new track will lean more heavily into Post Malone's rock-country style or Jelly Roll's signature Southern rock/hip-hop blend, but either way, it is guaranteed to be a major event in the music world.

The ongoing professional and personal relationship between Post Malone and Jelly Roll is a testament to the fact that talent and authenticity can break down any genre barrier. Their story is a powerful narrative of two men who found common ground in their struggles and their art, creating a musical movement that is both fresh and deeply resonant with millions of fans worldwide.