Show 73, “Saddest Songs,” uses music to explore variations of grief, loss, heartbreak, and loneliness, and ends with a song suggesting that breaking up isn’t always what it seems. Performers include George Hamilton IV, Elvis Presley, Skeeter Davis, Brenda Lee, Nancy Sinatra, and Pat Boone.
| Show 73 | Saddest songs | |
| Playlist | ||
| 1 | I Fall to Pieces | Patsy Cline |
| 2 | Soldier’s Last Letter | George Hamilton IV |
| 3 | Blue Side of Lonesome | Jim Reeves |
| 4 | Seven Lonely Days | Giselle McKenzie |
| 5 | Since I Don’t Have You | The Skyliners |
| 6 | Old Shep | Elvis |
| 7 | The Blizzard | Jim Reeves |
| 8 | Begin the Beguine | Pat Boone |
| 9 | Learning the Blues | Frank Sinatra |
| 10 | All By Myself | Nancy Sinatra |
| 11 | Somewhere Along the Way | Tommy Sands |
| 12 | Åre You Lonesome Tonight | Al Jolson |
| 13 | All Alone Am I | Brenda Lee |
| 14 | End of the World | Skeeter Davis |
| 15 | Unbreak My Heart | Toni Braxton |
| 16 | Thank God and Greyhound | Roy Clark |
| 17 | I’m Always Chasing Rainbows | Liberace |
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