| # | Title | Artist | Rating | Length |
|---|
| 1 | Cold Cold Heart | Johnny Cash | | 2:21 |
| 2 | All I Really Want to Do | The Byrds | 3 | 2:06 |
| 3 | Why Do They Leave? | Ryan Adams | 2 | 3:40 |
| 4 | Time Has Told Me | Kelly Willis | | 4:38 |
| 5 | Tonight I Think I’m Gonna Go Downtown | The Flatlanders | | 2:57 |
| 6 | No One Is Gonna Love You Better | Heather Myles | | 3:15 |
| 7 | You’ll Get No More Out of Me | The Lynn Morris Band | | 3:07 |
| 8 | Working on a Building | Ralph Stanley | | 2:44 |
| 9 | I Am a Man of Constant Sorrow | The Soggy Bottom Boys | 4 | 3:10 |
| 10 | Didn’t Leave Nobody but the Baby | Emmylou Harris, Alison Krauss & Gillian Welch | 3.65 | 1:58 |
| 11 | Three Cigarettes in an Ashtray | Patsy Cline | 3.75 | 2:16 |
| 12 | A Good Year for the Roses | Johnny Paycheck | | 3:16 |
| 13 | Mansion on the Hill | The Whitstein Brothers | | 2:25 |
| 14 | Blue Eyes Crying in the Rain | Johnny Russell | | 2:27 |
| 15 | The Shelter of Your Arms | Willie Nelson | | 2:44 |