| The Late John Garfield Blues | Sara Watkins | 4:06 | |
| Sometimes the Grass is Really Greener | Robbie Fulks | 3:44 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Hallelujah Shine | The Gourds | 3:36 | |
| Life is Fine | Tom Rush | 3:39 | |
| Betty | Fred Eaglesmith | 2:17 | |
| Fox On The Run | The Country Gentlemen | 2:33 | |
| I'm Tellin' You (feat. Holly Williams) | John Prine, Holly Williams | 1:50 | |
| Wayfaring Stranger | Bill Monroe & His Blue Grass Boys | 4:31 | |
| You're Gonna Make Me Lonesome When You Go | Raul Malo, Pat Flynn, Rob Ickes | 3:45 | |
| The Prisoner’s Song | Mac Wiseman | 2:55 | |
| Midnight Flyer | The Osborne Brothers, Mac Wiseman | 2:00 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| We Must Have Been out of Our Minds (feat. Melba Montgomery) | John Prine, Melba Montgomery | 2:16 | |
| Georgia Hard | Robbie Fulks | 4:14 | |
| Johnny B. Goode | Jim & Jesse | 2:50 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Old Dogs, Children and Watermelon Wine | John Prine, Mac Wiseman | 4:36 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| Borderline | Eliza Gilkyson | 2:42 | |
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| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
| Oh, Mama, Come Home | Jakob Dylan | 2:26 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| How Lucky | Kurt Vile, John Prine | 3:23 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Did She Mention My Name | Mac Wiseman | 2:45 | |
| I Just Lived a Country Song | Robbie Fulks, Linda Gail Lewis | 4:10 | |
| Carryin' on This Way | Dale Watson | 3:46 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Mrs. Hank Williams | Fred Eaglesmith | 4:04 | |
| I Forgot to Remember to Forget | John Prine, Mac Wiseman | 3:01 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Last Train | Arlo Guthrie | 3:06 | |
| Creosote | Son Volt | 4:12 | |
| Sadder Day | Western Centuries | 4:30 | |
| They Killed John Henry | Justin Townes Earle | 2:46 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| You're Through Fooling Me | Patty Loveless | 2:05 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| The Train That Carried My Girl From Town | The Earls Of Leicester | 2:46 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| That High Lonesome Sound | The Nashville Bluegrass Band | 3:11 | |
| Ocean Of Diamonds | Jimmy Martin | 2:34 | |
| In The Real West | Tish Hinojosa | 2:48 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Bramble Rose | Tift Merritt | 4:30 | |