Dierks Bentley’s Driving, Sheryl Crow is Shotgun

David Oakleaf got his first taste of fame when he made it to the top five finalists on CMT’s Can You Duet in 2008. And now? Now he’s in the backseat playing sideman to Dierks Bentley and Sheryl Crow. As Bentley and Crow were driving around Nashville for an episode of Carpool Karaoke, Bentley remarked… Read more »