Willie Nelson & Steven Tyler – “One Time Too Many” & “Once Is Enough” Live at Farm Aid 25: A Country-Rock Jam That Raised Millions

Introduction: A Night to Remember

Willie Nelson and Steven Tyler, Farm Aid 25 (Milwaukee, WI) (October 2,  2005) | www.stillisstillmoving.com

On October 2, 2010, the echoes of history, music, and purpose met under the lights of Miller Park in Milwaukee, Wisconsin. Farm Aid 25 was never just another concert. It was a movement, a mission, and—on this night—a melting pot of musical icons. Amid legends like Neil Young, Dave Matthews, and John Mellencamp, one unlikely duo brought the house down: Willie Nelson and Steven Tyler. Their unexpected mash-up of “One Time Too Many” and “Once Is Enough” was more than just a performance—it was an unrepeatable cultural moment.

Farm Aid 25: More Than a Music Festival

Steven Tyler and Willie Nelson

Launched in 1985 by Willie Nelson, Neil Young, and John Mellencamp, Farm Aid aimed to save the family farm. By its 25th anniversary, it had raised over $36 million to support farmers across America. The 2010 edition, attended by more than 35,000 fans and raising upwards of $2 million, showcased the cause’s enduring relevance. While names like Norah Jones and Kenny Chesney wowed the audience, it was the raw, blues-infused duet between Nelson and Tyler that became its most talked-about moment.

Two Legends, One Stage

"Willie Nelson and Friends: Live and Kickin'" Premiers on USA Network on May 26, 2003 - Rehearsal and Backstage

The crowd gasped as Steven Tyler, known for his rock-god swagger with Aerosmith, took the stage beside country’s most iconic outlaw. Their shared track, originally co-written by Tyler and Richard Supa in the ’80s and revived with Nelson in the early 2000s, had never been performed live like this. The synergy was instant. Tyler brought a gritty edge and flamboyant presence; Nelson, his signature calm and sincerity.

The Performance: Wild, Unexpected, and Soulful

American musicians Steven Tyler and Willie Nelson perform at the Farm Aid 25th Anniversary Concert at Miller Park, Milwaukee, Wisconsin, October 2,...

Opening with the sultry harmonica licks and twangy chords of “One Time Too Many,” the duet simmered with tension and tease. Tyler’s raspy belts intertwined with Nelson’s weathered vocals, while the band delivered a steady country-rock backbone. When they segued into “Once Is Enough,” the tempo picked up. Tyler danced, Nelson grinned, and the audience cheered as two very different musical spirits collided in joyful harmony.

Though there is no official footage from Farm Aid’s cameras, fan videos from that night have amassed hundreds of thousands of views on YouTube. It’s a testament to the staying power of that moment—the kind fans never forget, even if it only happened once.

Behind the Song: A Track with a Twist

Steven Tyler and Willie Nelson during "Willie Nelson and Friends: Live and Kickin'" Premiers on USA Network on May 26, 2003 - Rehearsal and Backstage...

“One Time Too Many”/”Once Is Enough” was never a chart-topper, but it became a cult favorite among fans of both artists. Its lyrics tell a story of temptation, regret, and that all-too-human desire for “just one more” chance. Nelson recorded it with Tyler in 2003, but it lived mostly in whispers—until Farm Aid 25 gave it the spotlight it deserved.

Legacy: Farm Aid’s Most Unexpected Duet

Steven Tyler and Willie Nelson during "Willie Nelson and Friends: Live and Kickin'" Premiers on USA Network on May 26, 2003 - Rehearsal and Backstage...

In a night filled with legends, Willie and Steven proved that age, genre, and even vocal style don’t matter when there’s mutual respect. They didn’t just sing together; they had a conversation through music. And in doing so, they reminded us that Farm Aid isn’t just about country or rock—it’s about coming together for a shared purpose. A song that once flew under the radar became a showstopper because of two giants who dared to collide.

Conclusion: Lightning in a Bottle

Willie Nelson and Steven Tyler’s duet at Farm Aid 25 wasn’t choreographed, glossy, or overproduced. It was honest, messy, thrilling, and unforgettable. In just a few minutes, they made history and paid tribute to America’s heartland with grit and soul. For many, it was the highlight of the night—a reminder that the most powerful moments in music often come from the most unexpected places.

Watch the legendary performance here:

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