| When the Nights Are Cold | Joe Ely | 2:53 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Our Town | Iris DeMent | 5:00 | |
| Closer To The Light | Bruce Cockburn | 4:10 | |
| By The Time I Get To Phoenix (feat. Glen Campbell) | Jimmy Webb, Glen Campbell | 4:05 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
| You're Running Wild - 2003 Remaster | Emmylou Harris with Rodney Crowell | 1:43 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Is It Really Love at All | Eric Andersen | 5:20 | |
| Delta Momma Blues | Hurray For The Riff Raff | 3:48 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Blue River | Rick Danko, Eric Andersen, Jonas Fjeld | 4:48 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Wedding Bells / Let's Turn Back the Years (feat. Lucinda Williams) | John Prine, Lucinda Williams | 3:47 | |
| Buckets of Rain - Live | Neko Case | 2:48 | |
| New Paint | Loudon Wainwright III | 3:00 | |
| Canola Fields | James McMurtry | 4:49 | |
| Bird On the Wire | Tim Hardin | 5:27 | |
| Back into Your World | Son Volt | 3:45 | |
| The Hula Hula Boys - 2007 Remaster | Warren Zevon | 3:02 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
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| Missin' You | Little Feat | 2:21 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Everybody Knows | The Jayhawks | 4:10 | |
| Ship Out On The Sea | The Be Good Tanyas | 4:17 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Love Is Our Cross To Bear | John Gorka | 4:16 | |
| The Night's Too Long | Lucinda Williams | 4:16 | |
| Irene Wilde | Alejandro Escovedo | 2:51 | |
| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| Don't Think Twice, It's All Right | Indigo Girls | 3:21 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| Driving Home | Cheryl Wheeler | 4:50 | |
| I Remember | T Bone Burnett | 3:40 | |
| Ventura | Lucinda Williams | 4:41 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| Westby | Kathleen Edwards | 2:26 | |
| Easy As The Rain | The Little Willies | 3:15 | |
| Drunken Angel | Lucinda Williams | 3:20 | |
| Close The Door Lightly When You Go | Eric Andersen | 3:30 | |
| Six O'Clock News | Kathleen Edwards | 4:36 | |
| Tampa To Tulsa | The Jayhawks | 4:01 | |
| A Father And A Son | Loudon Wainwright III | 3:21 | |
| Roll On | The Little Willies | 3:06 | |