Episode 266, Swing, hits some instrumental and vocal highlights of popular swing music from the late 1930s into the early 1960s. Performers include Ella Fitzgerald, Ray Noble, Frank Sinatra, Glenn Miller, Benny Goodman, Bobby Darin, Judy Garland, and eight more.
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| Episode 263 | Breaking up | |
| Playlist | ||
| 1 | Seven Lonely Days | Georgia Gibbs & Glenn Osser |
| 2 | I’ll Never Smile Again | Frank Sinatra |
| 3 | That’s When Your Heartaches Begin | The Ink Spots |
| 4 | All Alone Am I | Brenda Lee |
| 5 | Heartbreak Hotel | Elvis Presley |
| 6 | Cry Me A River | Ella Fitzgerald |
| 7 | The Man That Got Away | Judy Garland |
| 8 | Walk Away | Matt Monro |
| 9 | Boo Hoo | Guy Lombardo & His Royal Canadians |
| 10 | Thank God and Greyhound | Roy Clark |
| 11 | Will Your Lawyer Talk to God? | Kitty Wells |
| 12 | Crying | Roy Orbison |
| 13 | She’s Got You | Patsy Cline |
| 14 | I Fall to Pieces | Wanda Jackson |
| 15 | Tears on My Pillow | Little Anthony & The Imperials |
| 16 | Somebody Else is Taking My Place | Connie Francis |
| 17 | The End of the World | Skeeter Davis |
| 18 | I Fall to Pieces | David Hartley |