A singer and songwriter whose music combines a contemporary lyrical outlook with a sound that harks back to country music of the '60s, Kelsey Waldon was born in the rural Kentucky community of Monkey's Eyebrow. She grew up listening to classic country music and absorbed the influences of artists like Loretta Lynn, George Jones, and Merle Haggard, as well as bluegrass icons like Ralph Stanley and Ricky Skaggs and celebrated songwriters like Guy Clark. When Waldon was 13, her parents split up, and she took up the guitar as she turned to music to make sense of the pain of growing...