| Smile When You Call Me That | Jakob Dylan | 3:59 | |
| I Forgive It All | Mudcrutch | 4:13 | |
| Still Be Around | Uncle Tupelo | 2:44 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Tennessee Blues | Steve Earle | 2:39 | |
| Follow You Down | Alejandro Escovedo | 4:04 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| 36 Cents | The Bacon Brothers | 4:24 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| The Long Black Veil | Iron & Wine | 2:52 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| The Ransom | Madison Violet | 3:37 | |
| Two Time Loser | The Deep Dark Woods | 4:27 | |
| My Favorite Picture of You | Guy Clark | 3:32 | |
| Morning Song for Sally | Nanci Griffith | 4:55 | |
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| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Cry for Me | Sam Outlaw | 2:38 | |
| More Than I Can Do | Steve Earle | 2:37 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| South of the River | Ray Wylie Hubbard | 4:06 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Acuff-Rose | Uncle Tupelo | 2:35 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Lorraine's Song | Grayson Capps | 4:06 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| To Love Somebody | Slobberbone | 3:35 | |
| Mr. Bojangles | Jerry Jeff Walker | 5:28 | |
| Old Before Your Time (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:03 | |
| Standing In The Doorway | Bonnie Raitt | 5:19 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| St. Olav's Gate | Tom Russell, Nanci Griffith | 3:10 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| Out In The Rain | Julie Miller | 4:20 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |
| I Still Miss Someone - Acoustic Version | Whiskeytown | 2:24 | |
| Let Your Loss Be Your Lesson | Robert Plant, Alison Krauss | 4:01 | |
| Will I See You In Heaven | The Jayhawks | 3:39 | |
