Shooter Jennings Confirms New Waylon Jennings Documentary Featuring Rare Willie Nelson Interview

Waylon Jennings may have been gone for over twenty years, but his outlaw spirit continues to echo through American music. And now, thanks to his son Shooter Jennings, fans will soon get a closer look at the man behind the legend. Shooter has officially confirmed that a brand-new Waylon Jennings documentary is underway — and it already includes a rare, newly filmed interview with Willie Nelson.

A Fan Question Turns Into Breaking News

The announcement surfaced unexpectedly. After a fan questioned on social media why numerous documentaries were being made about “artists who didn’t matter” while none existed for Waylon, Shooter responded with information that electrified the country music community.

He revealed that the long-awaited documentary is not only happening but already deep in production, with filmmaker Greg Olliver — known for Lemmy and Chasing Whiskey — directing the project.

Shooter added a massive detail:
Willie Nelson was interviewed for the film just one day prior.

A Documentary Years in the Making

Shooter’s confirmation went beyond a simple update. He noted that Olliver had also filmed him working on Songbird, the first of three posthumous Waylon Jennings albums released in 2025. These albums were built from long-lost recordings tracked by Waylon between 1973 and 1984.

Shooter discovered the tapes in forgotten archives — music already beautifully captured, raw and powerful. His role focused on preserving that authenticity while adding gentle modern enhancements.

“This project has given me an entirely new chapter in my relationship with my father,” Shooter shared earlier this year. “The passion and soul on these tapes is as alive today as when they were recorded.”

The documentary is expected to include this emotional journey — from discovering the tapes to completing the albums.

What Fans Can Expect

Although no release date has been announced, the anticipation is already massive. With Greg Olliver behind the camera, viewers can likely expect:

• Rare studio footage

Unseen clips from Waylon’s recording sessions and personal archives.

• Behind-the-scenes moments

The process of excavating old tapes, restoring them, and shaping them into completed albums.

• Intimate reflections

Shooter’s personal perspective as both producer and son.

• Exclusive interviews

Including the standout moment: Willie Nelson sharing his memories of Waylon.

• A deeper look into the outlaw era

Exploring the brotherhood among Waylon, Willie, Johnny Cash, and Kris Kristofferson — the legendary Highwaymen.

This documentary is positioned to become the most revealing and definitive portrait of Waylon Jennings ever made.

A Legacy Larger Than Life

Waylon Jennings changed country music forever. From rebelling against Nashville’s polished sound to pioneering the outlaw movement, his influence remains unmatched. His partnership with Willie Nelson produced some of the genre’s most iconic songs, and their friendship became one of its most enduring stories.

With Willie participating in the film, the documentary promises to highlight not just Waylon’s creativity, but also the human relationships that shaped him.

A Son Preserving a Legend

What makes this project extraordinary is Shooter’s direct involvement. This is not a distant filmmaker analyzing a star from the outside — it is a son honoring the father who shaped him, personally guiding the world through Waylon’s life, music, and legacy.

By merging the rediscovered recordings, family archives, and fresh interviews, Shooter and Olliver aim to reveal Waylon as both a towering musical figure and a deeply human artist.

Waylon Jennings: The Story Continues

More than two decades after his passing, Waylon’s influence is still growing. His music refuses to fade. His rebellious spirit still inspires. And now, thanks to Shooter Jennings, fans will soon get an unprecedented look at the heart, grit, and genius that made Waylon one of country music’s greatest icons.

One thing is clear:
The legend isn’t just alive — it’s getting louder.