| Dress of Laces | Lyle Lovett | 6:13 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Angel To Be | The Subdudes | 3:41 | |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| This Old Town | Skydiggers | 2:40 | |
| Everything's Gonna Be Alright | Paul Thorn | 4:44 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Wreck You | Lori McKenna | 3:18 | |
| Julia | The Flatlanders | 4:19 | |
| Angel Dream (No. 4) | Tom Petty and the Heartbreakers | 2:27 | |
| Never Cry Again | John Fullbright | 4:14 | |
| The Kenworth of My Dreams | Richard Shindell | 4:05 | |
| Last Man On Earth | Loudon Wainwright III | 5:01 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Which Way Does That Old Pony Run | Lyle Lovett | 4:10 | |
| Different When It Comes To You | Bruce Cockburn | 2:57 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
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| Unforgiven | Bap Kennedy | 3:37 | |
| Don't Think Twice, It's Alright | Drew Holcomb & The Neighbors | 4:39 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Life is Fine | Tom Rush | 3:39 | |
| Not Forgotten You | Kelly Willis | 3:35 | |
| The Gypsy Life | John Gorka | 4:26 | |
| Do It | Jesse Winchester | 1:27 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| Old Before Your Time (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:03 | |
| Detroit or Buffalo | Amanda Shires | 4:08 | |
| Closer to You | The Mastersons | 3:48 | |
| Texas River Song | Lyle Lovett | 4:09 | |
| Walking The Floor Over You | Teddy Thompson | 2:24 | |
| I Drink | Mary Gauthier | 4:30 | |
| Tampa To Tulsa | The Jayhawks | 4:01 | |
| Locket And Key | Donna The Buffalo | 3:19 | |
| Streets Of Baltimore | The Little Willies | 3:06 | |
| Chin Up, Cheer Up | Ryan Adams | 2:58 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Everybody Move It | Teddy Thompson | 2:55 | |
| Six O'Clock News | Kathleen Edwards | 4:36 | |
| Tennessee Jed | Levon Helm | 5:58 | |
| Green-Eyed Girl | Ted Hawkins | 3:27 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
