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 ...

Chris Stapleton's "Tennessee Whiskey" becomes the third song in U.S. history to earn a coveted double diamond award, joining hits by Post Malone and Bruno Mars.

1 Justin Timberlake and Chris Stapleton, "Say Something." Since they stole the CMAs in 2015, I've waited for them to collaborate. Might J.T. invite his pal onstage at halftime? 2 Ben Platt, Grammy ...