| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Wichita - Revival Outtake | Gillian Welch | 2:50 | |
| Long Way from Tupelo | Paul Thorn | 4:21 | |
| Tears Only Run One Way | Robbie Fulks | 2:49 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Creosote | Son Volt | 4:12 | |
| I Was Drunk | Alejandro Escovedo | 4:53 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| Lines Around Your Eyes | Lucinda Williams | 2:45 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| People Get Old | Lori McKenna | 3:42 | |
| Hush, Sorrow | Buddy & Julie Miller, Buddy Miller, Julie Miller | 4:02 | |
| My Dog and Me | John Hiatt & The Goners | 3:15 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| Thank God for the Road | The Flatlanders | 5:00 | |
| Turn for the Worse | The Bottle Rockets | 2:57 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Wedding Song | The Honeycutters | 4:06 | |
| The Good Guys (Dick Tracy) | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
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| Country Morning Music | Keith Sykes | 2:27 | |
| Wait A Minute | The Seldom Scene | 3:35 | |
| Keen Rambler | John Hiatt, Jerry Douglas | 3:25 | |
| Drivin' | Robert Ellis | 2:46 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| New Madrid | Uncle Tupelo | 3:31 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| See the Elephant | James McMurtry | 4:25 | |
| All the Way to Jericho | The Gourds | 3:55 | |
| Lincoln Town | John Hiatt | 4:03 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| Where There's a Road | Robbie Fulks | 3:54 | |
| Sadder Day | Western Centuries | 4:30 | |
| Piss & Moan Blues | The Gourds | 3:17 | |
| Millionaire | Kevin Welch | 3:59 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Panhead | Otis Gibbs | 6:14 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Too Drunk To Dream | Whiskeytown | 2:53 | |
| The Observations Of A Crow | Marty Stuart | 5:26 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| River Of Fools | Logan Ledger | 3:11 | |
| Raise The Dead | Colvin & Earle | 2:51 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Keep Your Distance | Buddy & Julie Miller | 3:49 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |