What happens when two legendary artists, who have sold over 180 million records combined and shaped the landscape of country music for decades, come together for one unforgettable performance? You get a moment of pure magic.
That’s exactly what unfolded at the 50th CMA Awards in Nashville on November 2, 2016, when George Strait and Alan Jackson, both three-time CMA Entertainers of the Year, united on stage. Their duet, a medley of Jackson’s deeply emotional “Remember When” and Strait’s reflective “Troubadour”, created a performance that brought the audience to their feet and cemented their legacy as the heart and soul of country music.
The performance began with Alan Jackson delivering “Remember When”, his 2003 hit that captures the bittersweet journey of love and life. As his rich, soulful voice filled the arena, the crowd was visibly moved. Then, George Strait joined him to perform “Troubadour”, the title track from Strait’s 2008 album. Their harmonies blended seamlessly, creating a wave of raw emotion that washed over the audience.
As they sang, a backdrop of iconic images and highlights from past CMA Awards played on the big screen, honoring the genre’s rich history and the contributions of countless country music legends. The moment wasn’t just a performance; it was a celebration of everything country music stands for—stories of life, love, and resilience told through powerful melodies and heartfelt lyrics.
For Alan Jackson, the performance carried a special meaning. Reflecting on his career, he shared how much the CMA Awards had always meant to him. “I’ve been on many stages, won every award there is, but the CMA Awards have always been the highlight for me,” he said. “Being asked to be part of this historic event is truly an honor.”
For fans, the duet was more than just a musical collaboration—it was a rare moment of seeing two legends at the peak of their storytelling power, reminding everyone why their music continues to resonate across generations. Their voices, filled with authenticity and emotion, turned the performance into a timeless memory that celebrated the enduring power of country music.