In sad news today (Dec. 10), CBS announced that the final episode of The Late Show With David Letterman will air on May 20, 2015.
It follows the April announcement of his retirement after 32 years as the beloved curmudgeon of late-night TV. Letterman took over his Late Show post when Johnny Carson left in 1992, and was also the host of Late Night With David Letterman for a decade before that.
He’s leaving the time slot in good hands — Stephen Colbert, host of Comedy Central’s The Colbert Report, will take over — But Letterman’s absence will no doubt be felt for a long time to come.
We’ll miss his cranky interviews and nightly monologue, but also his affinity for country music.
Do you know what he said about Billy Currington‘s “People Are Crazy”?
“This song will change your life,” he gushed. “You’re not going to do any better than this song here. If I were the people running country music, I would shut it down now.”
In his honor, here are the rest of our picks for the 10 best country performances in Late Show With David Letterman history.
Johnny Cash, “Don’t Take Your Guns to Town”
Hank Williams Jr., “A Country Boy Can Survive”
Jason Aldean, “She’s Country”
Taylor Swift, “Love Story”
Willie Nelson, “Always on My Mind (freestyle)”
Carrie Underwood, “Good Girl”
Jamey Johnson, “In Color”
Sturgill Simpson, “Life of Sin”
Loretta Lynn and Jack White, “Portland, Oregon”
Bonus: Letterman was a big fan of Randy Houser early in his career. He specifically requested Houser come on the show to perform “Anything Goes.” It was his network TV debut.