| Keep It Clean | Willie Watson | 3:35 | |
| Gimme a Ride to Heaven Boy | Terry Allen, The Panhandle Mystery Band | 4:59 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| Oh, Mama, Come Home | Jakob Dylan | 2:26 | |
| Kings And Queens | Loudon Wainwright III | 2:20 | |
| Moonshiner | Uncle Tupelo | 4:23 | |
| Souvenirs | John Prine | 3:42 | |
| Story of You | The Flatlanders | 2:00 | |
| You Got to Me | James McMurtry | 5:23 | |
| It's a Cheating Situation (feat. Dolores Keane) | John Prine, Dolores Keane | 2:56 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| Taos to Tennessee | Tish Hinojosa | 2:57 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Angeline | James McMurtry | 4:04 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Roll Um Easy | Little Feat | 2:31 | |
| Willy the Wandering Gypsy and Me | Billy Joe Shaver | 2:29 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Come On Over My House | David Rawlings | 3:42 | |
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| Loose Talk (feat. Connie Smith) | John Prine, Connie Smith | 2:44 | |
| Jesus & Elvis | Greg Brown | 3:38 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Brothers | Mary Gauthier | 2:50 | |
| Doncha Miss That Water | Malcolm Holcombe | 2:45 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| Black Rose | Billy Joe Shaver | 2:44 | |
| Milwaukee Here I Come (feat. Melba Montgomery) | John Prine, Melba Montgomery | 2:21 | |
| Last Train | Arlo Guthrie | 3:06 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Freak Flag | Greg Brown | 4:19 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Terms of My Surrender | John Hiatt | 3:29 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Mohammed's Radio | Warren Zevon | 3:43 | |
| Egg & Daughter Nite, Lincoln Nebraska, 1967 (Crazy Bone) | John Prine | 4:05 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Just Us Kids | James McMurtry | 5:08 | |
| No Place Like The Right Time | Donna The Buffalo | 4:22 | |
| Afraid | Ted Hawkins | 4:36 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Summer Wages | Ian & Sylvia | 3:29 | |
| There Stands The Glass | Ted Hawkins | 2:33 | |
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | |
| Just Say She's A Rhymer | Mary Gauthier | 4:17 | |
| Ain't That Pretty | Ted Hawkins | 2:58 | |