This influential singer-songwriter got off to a rough start in life, but is remembered today as a country music legend, working-class hero and a pioneer of the Bakersfield country sound. He passed away the day of his 79th birthday.

His lover leaves on an airplane in this lonely 1969 song.

The Shadow artist starred as Buddy Holly in the 1987 film, La Bamba, about the life and career of Ritchie Valens. Someday, someway, you’ll figure out who it is.

The 5 O’Clock Shadow is presented by Flying Dog Brewery.