| If I Were Stronger | Allison Moorer | 4:08 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
| The Walking Wounded | Rosanne Cash | 5:04 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Helpless | k.d. lang | 4:17 | |
| Cigarettes & Truckstops | Lindi Ortega | 4:28 | |
| Jerusalem Tomorrow | David Olney | 5:09 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Keeps Me Alive | Wynonna, Derek Trucks | 4:11 | |
| Back Home in Arkansas (feat. Rosanne Cash) | Joanne Cash, Rosanne Cash | 3:19 | |
| Shaky Ground | Malcolm Holcombe | 3:35 | |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| They Call Me Hank | Greg Trooper | 4:48 | |
| What They Say | Chris Smither | 2:46 | |
| Blown | Jeffrey Foucault | 2:50 | |
| We Could Pretend | Ruth Moody | 4:35 | |
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| Days Like This | The Belfast Cowboys | 3:36 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Heading Home | Pieta Brown | 3:43 | |
| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| Penny To My Name | Eva Cassidy | 3:41 | |
| You Ain't Worth the Fight | Hannah Aldridge | 3:17 | |
| The Highwayman (feat. Mark Knopfler) | Jimmy Webb, Mark Knopfler | 4:17 | |
| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| You've Changed My Mind | Bonnie Raitt | 4:08 | |
| Baby, Better Start Turnin' Em Down | Rosanne Cash | 4:12 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| Feel Like Going Home | Charlie Rich | 4:45 | |
| Rhythm Of The Rain | Jesse Winchester | 2:49 | |
| The Time I've Wasted | Lori McKenna | 3:33 | |
| Hopes Too High | Tift Merritt | 3:32 | |
| Girl From The North Country | Rosanne Cash | 3:32 | |
| Kathy’s Song - Live | Sarah Jarosz | 3:29 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| The Way We Make A Broken Heart | John Hiatt, Rosanne Cash | 3:18 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| Money Road | Rosanne Cash | 4:00 | |
| Pickin' Time - Live | Gaither, Rosanne Cash | 2:44 | |
| Particle And Wave | Rosanne Cash | 2:12 | |
| Tennessee Flat Top Box - Live | Gaither, Rosanne Cash | 3:20 | |
| Sometimes We Cry | Shana Morrison | 4:42 | |
| The Parting Glass - Bonus Track | Rosanne Cash | 2:40 | |