| Long Island Sound | James McMurtry | 6:47 | ||
| Lost Lover's Eyes | Vince Herman | 3:23 | ||
| Hi Fi Love | Adam Carroll | 4:13 | ||
| How the Mighty Have Fallen | Margo Price | 3:11 | ||
| If I Could Make You My Own | Dori Freeman | 3:22 | ||
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | ||
| The Way I Should | Iris DeMent | 4:26 | ||
| If I Were a Carpenter (feat. Kelsey Waldon) | JP Harris, Kelsey Waldon | 3:10 | ||
| Humble & Kind | Lori McKenna | 4:03 | ||
| Perfect | The Mastersons | 4:03 | ||
| Copper Canteen | James McMurtry | 4:37 | ||
| Whole Blue Heart | Lillie Mae | 4:10 | ||
| Wasted and Rollin' | Amanda Shires | 3:52 | ||
| You're Still On My Mind | Carrie Rodriguez | 2:56 | ||
| Lifeline | Bruce Robison | 3:29 | ||
| Canola Fields | James McMurtry | 4:49 | ||
| Home Is Where The Hurt Is | JP Harris | 3:10 | ||
| One Red Rose | Iris DeMent | 3:07 | ||
| River Girl | Kelley Mickwee | 4:47 | ||
| After the Storm | The Flatlanders | 3:52 | ||
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | ||
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| Aunt Peg's New Old Man | Robbie Fulks | 3:01 | ||
| Young and Angry Again | Lori McKenna | 3:37 | ||
| This Old Town | Skydiggers | 2:40 | ||
| Girl She Used to Be | Chatham County Line | 2:50 | ||
| 3/4 Time | Sam Lewis | 3:39 | ||
| End Like That | Bruce Robison | 4:39 | ||
| Detroit or Buffalo | Amanda Shires | 4:08 | ||
| It's Never Too Late to Call | Paul Thorn | 3:01 | ||
| Childish Things | James McMurtry | 4:35 | ||
| What It Takes | Fred Eaglesmith | 3:57 | ||
| Jukebox | The Honeycutters | 4:36 | ||
| Lake of Fire | Bruce Robison | 5:09 | ||
| Love Will Win the War | Darden Smith | 3:54 | ||
| No Later than Soon | Jim Lauderdale | 2:56 | ||
| Angel from Montgomery | Bonnie Raitt | 4:11 | ||
| In Times of Cold | Ray Wylie Hubbard | 4:15 | ||
| Winsome Smile | Chris Smither | 3:34 | ||
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | ||
| The War After the War | Mary Gauthier | 3:44 | ||
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | ||
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | ||
| Rice Birds | Adam Carroll | 4:42 | ||
| Trouble Me Anytime | Mary Bragg | 3:43 | ||
| Plastic Jesus | Gal Holiday And The Honky Tonk Revue | 4:03 | ||
| Bottom Of The World | Alejandro Escovedo | 3:04 | ||
| Alcohol And Pills | Fred Eaglesmith | 3:58 | ||
| Hotel Amarillo | Caroline Spence | 4:00 | ||
| Not A Drop Of Rain | Robert Earl Keen | 4:09 | ||
