Few American entertainers have had the explosive impact, wide-ranging appeal, and continuing popularity of country music superstar Hank Williams. Such Williams standards as "Your Cheatin' Heart," "I'm So Lonesome I Could Cry," "Jambalaya," and "I Saw the Light" have entered the pantheon of great American song while Williams's very name remains synonymous with the genre he helped define. Sing a Sad Songs tells the story of Hank Williams's rise from impoverished Alabama roots, his coming of age during and after World War II, his meteoric climb to national acclaim and star status on the Grand Ole Opry, his star-crossed marriages and recurring health problems, the chronic bouts with alcoholism and the alienation it caused in those he loved and sang for, and finally his tragic death at twenty-nine and subsequent emergence as a folk hero.

In addition, the book includes an essential discography compiled by Bob Pinson of the Country Music Foundation.