Ashley Monroe & Charlie Worsham in Chicago

Ashley Monroe is an American country singer-songwriter born in Knoxville, Tennessee, in 1986. Her solo work includes the albums Like a Rose, The Blade and Sparrow, while songs such as “Weed Instead of Roses” and “On to Something Good” helped establish her catalogue. She is also a member of Pistol Annies alongside Miranda Lambert and Angaleena Presley. In 2015, Monroe joined Little Big Town on the Pain Killer Tour before mounting her own headlining dates around The Blade. Her live history also includes repeated appearances as a solo performer at Nashville’s Grand Ole Opry.

Charlie Worsham is an American country singer, songwriter and multi-instrumentalist born in Grenada, Mississippi, in 1985. His music draws on bluegrass and acoustic picking, and he is known for the song “Could It Be” and the albums Rubberband and Beginning of Things. Charlie Worsham hosted the recurring Every Damn Monday series at the Basement East in Nashville, performing with invited guests. That series sits alongside his frequent appearances at the Grand Ole Opry, where Vince Gill formally inducted him as a member in 2023.