| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| Speed of the Sound of Loneliness | Nanci Griffith | 4:20 | |
| Willin' | Richard Shindell | 3:15 | |
| Talk to Me of Mendocino | Kate & Anna McGarrigle | 3:10 | |
| Down on Penny's Farm | Natalie Merchant | 3:43 | |
| Black Muddy Water | Norma Waterson | 4:21 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| Wild Roses | Kimmie Rhodes | 3:06 | |
| If I Had a Gun | Diana Jones | 3:41 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| The Sacred Now | Iris DeMent | 4:12 | |
| Biloxi | Jesse Winchester | 3:19 | |
| Cat-Eye Willie Claims His Lover | Dave Carter, Tracy Grammer | 4:06 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Leaning On the Everlasting Arms | Iris DeMent | 2:53 | |
| Who's Gonna Take the Garbage Out (feat. Iris DeMent) | John Prine, Iris DeMent | 2:41 | |
| Snowin' on Raton | Gretchen Peters | 4:23 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
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| The Dutchman | Steve Goodman | 4:19 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Torn and Wrinkled | Malcolm Holcombe, Iris DeMent | 3:15 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| Song for the Life | Rodney Crowell | 4:42 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Catch the Wind | Kimmie Rhodes | 3:14 | |
| Ballad of the Poor Child | Ana Egge, Iris DeMent | 3:00 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| Mr. Bojangles | David Bromberg | 7:28 | |
| This Morning I Am Born Again | Lucy Kaplansky | 3:06 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Go On Ahead and Go Home | Iris DeMent | 3:44 | |
| Dallas | The Flatlanders | 3:01 | |
| No Depression In Heaven | Sheryl Crow | 3:20 | |
| Powderfinger | Cowboy Junkies | 5:45 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Things We Said Today | Mary McCaslin | 3:02 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Six O'Clock News | Kathleen Edwards | 4:36 | |
| Tomorrow Is A Long Time | Nickel Creek | 3:36 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Persuasion | Richard Thompson, Teddy Thompson | 4:38 | |
| So Long, So Wrong | Alison Krauss & Union Station | 3:23 | |
| I'm Alright | Kim Richey | 4:01 | |
| If Wishes Were Horses | Claire Lynch | 2:36 | |