On Nov. 4, 2015, Chris Stapleton was a buzzed-about songwriter with his debut album as an artist nominated for a CMA Award. When the clock struck midnight, he was a three-time CMA Awards winner who ...

Over a decade has passed since that historic moment at the CMA Awards, but Stapleton still remembers getting the chance to perform with Timberlake. Discussing his ongoing career with Dax Shepard on ...

On top of that, Stapleton rose to fame just 11 years ago with the release of his Traveller album and his crowd-stunning, career-making performance with Justin Timberlake at the 2015 CMA Awards.

Upon its initial release, Stapleton’s debut album debuted at No. 14 on the chart. However, after Chris Stapleton and Justin Timberlake performed “Tennessee Whiskey” at the 2015 CMA Awards, the album ...