Dolly Parton grew up listening to the Grand Ole Opry on the radio with her family in East Tennessee. Her father loved the show, and Dolly dreamed of singing on it. She moved to Nashville in 1964 and became an Opry member in January 1969. On October 12, 2019, she celebrated fifty years of membership in front of a sold-out crowd. She joked that after half a century at the Opry, she’d been given only thirty minutes. She’d have to stick to the classics. Her friends took care of a few more. Emmylou Harris, Dierks Bentley, Hank Williams Jr., Chris Janson, Lady A, Margo Price and Toby Keith were among the artists who came to honor her and sing songs from her catalog. Toby chose “Kentucky Gambler,” one of his favorites among the songs Dolly had written. His family later said he was thrilled she’d asked him to be there. NBC aired *Dolly Parton: 50 Years at the Opry* on November 26. As a girl, Dolly had listened from home and imagined what it would be like to sing on that stage. Fifty years into her Opry membership, she still had more songs than she could fit into her set.
By the time Dolly Parton celebrated 50 years at the Grand Ole Opry, she had already spent decades working with nearly every kind of country artist imaginable. So when Toby…