| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| Please, Please, Please | Andrew Combs | 4:27 | |
| Dear Mary | Linda Thompson, Teddy Thompson, Kamila Thompson, Richard Thompson | 3:29 | |
| Never Knew You Loved Me Too | Teddy Thompson, Kelly Jones | 2:32 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Cry | Slaid Cleaves | 3:51 | |
| Tell Me Again | Ron Sexsmith | 2:36 | |
| Westward Ho | Richmond Fontaine | 2:33 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Down On Our Own Shield | Jakob Dylan | 3:40 | |
| Indian Queens | Nick Lowe | 3:42 | |
| Dark Angel (with Rodney Crowell) | Gretchen Peters | 3:43 | |
| Sweeten the Distance | Dori Freeman, Teddy Thompson | 5:12 | |
| You've Got Me Where You Want Me | Chuck Prophet | 3:27 | |
| Don't Skip Out on Me | Richmond Fontaine | 4:07 | |
| Here I Am Broken Hearted (feat. Teddy Thompson) | Linda Thompson, Teddy Thompson | 4:19 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
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| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| A New Love (Can Be Found) | Daniel Romano | 3:33 | |
| Out of the Picture - 2015 Remaster | Son Volt | 3:48 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Senor (Tales Of Yankee Power) | Richard Shindell | 4:53 | |
| Ain't Too Good at Losing | Dylan LeBlanc | 4:10 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Mahogany Dread | Hiss Golden Messenger | 4:06 | |
| There's a Whole Lotta Heaven | Iris DeMent | 3:35 | |
| The Bottom of the World | Bottom of the World | 4:30 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| No Regrets - 2008 Remaster | Tom Rush | 3:51 | |
| Jane | Golden Smog | 4:29 | |
| The One That Lives Too Far | John Fullbright | 4:08 | |
| After All These Years - 2006 Remaster | T Bone Burnett | 3:12 | |
| Listening To The Wind That Blows | Billy Bragg, Wilco | 5:03 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Listen Joe | Golden Smog | 5:12 | |
| She Thinks I Still Care | Teddy Thompson | 3:19 | |
| Just A Wave, Not The Water | Jimmie Dale Gilmore | 4:47 | |
| Altered State | Teddy Thompson | 4:30 | |
| Hoping Machine | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:52 | |
| Where I Am Now | Shelby Lynne | 3:40 | |
| Every River | Kim Richey | 3:59 | |
| It's So Sweet | Jenni Muldaur, Teddy Thompson | 2:25 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Heart With No Companion | Ron Sexsmith | 3:09 | |