IN 2004, TOBY KEITH GAVE BLAKE SHELTON A CAREER-CHANGING TOUR SLOT—THEN HIT HIM WITH ONE LINE BLAKE NEVER FORGOT. Blake was already a rising country singer, but opening for Toby meant facing more than 20,000 people a night, thousands of whom might never have heard his name. He later called the tour one of the biggest breaks of his early career. So what did Toby say when Blake finally felt comfortable enough to tease him after an awards show? Nearly twenty years later, on September 28, 2023, Blake presented Toby with the inaugural Country Music Icon Award. Toby joked about wearing skinny jeans, thanked his family and fans, then sang “Don’t Let the Old Man In” as his wife, Tricia, watched through tears. Just over four months later, Toby died at 62—and Blake’s farewell made that old line from the road land very differently.
Blake Shelton, Toby Keith, and the One Road-Trip Lesson That Stuck for Years In 2004, Blake Shelton was still building…