WATCH: Chris Stapleton Performs ‘You Should Probably Leave’ with Jimmy Fallon on Guitar

Jimmy Fallon, Chris Stapleton; Photo by Sean Gallagher, NBC
Jimmy Fallon, Chris Stapleton; Photo by Sean Gallagher, NBC

When Chris Stapleton‘s longtime producer and collaborator, Dave Cobb, had to bow out of his performance alongside the superstar on The Tonight Show on Tuesday evening, Jimmy Fallon was quick to step in. 

“I got a text last night from Chris saying that his guitarist, Dave Cobb, has an earache and so he could not travel. He couldn’t fly on a plane. He’s fine, he just couldn’t fly,” Fallon revealed. “He said, ‘I need a guitarist’ and I said to Chris, ‘say no more.'”

Before Stapleton arrived in New York for his performance, the pair hopped on a FaceTime call to practice.  

“You tried to teach me the lick and the chords of the song and I’m going to try my best,” laughed Fallon as he made his way to the stage to join Stapleton and his wife, Morgane for the performance. 

The Tonight Show host held his own alongside the current five-time CMA Awards nominee for a performance of “You Should Probably Leave.” Click below to watch. 

“You Should Probably Leave” is featured on Stapleton’s latest album, Starting Over

Stapleton leads the pack of CMA nominees with nods in five categories: Entertainer of the Year, Male Vocalist of the Year, Album of the Year (Starting Over), Single of the Year (“Starting Over”) and Song of the Year (“Starting Over”). He also earned additional producer credits in both the Album of the Year and Single of the Year categories. 

The five-time GRAMMY winner is in the midst of his All-American Road Show tour. Upcoming stops on the run include New York’s Madison Square Garden, two nights at Nashville’s Bridgestone Arena and Washington State’s Gorge Amphitheatre. 

Next spring, Stapleton will headline “A Concert for Kentucky”—a special performance to be held at University of Kentucky’s Kroger Field on April 23, 2022. The concert is the first ever held at UK’s Kroger Field and will feature very special guests Willie Nelson and Family, Sheryl Crow and Yola. 100% of the concert’s net proceeds will benefit Stapleton’s newly created Outlaw State of Kind Hometown Fund.