| Long May You Run | The Stills-Young Band | 3:56 | |
| I Have Met My Love Today | John Prine | 1:50 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
| Train Song | Watchhouse | 2:02 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| My Sweet Annette | Drive-By Truckers | 3:51 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Last Of My Kind | Jason Isbell and the 400 Unit | 4:22 | |
| The Dutchman | Steve Goodman | 4:19 | |
| These Blues | Eilen Jewell | 2:45 | |
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | |
| Mexican Cowboy | Willie Watson | 3:53 | |
| A Song for You - 2002 Remaster | Gram Parsons | 5:00 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Mississippi Phone Booth | John Hiatt, Jerry Douglas | 3:06 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| Memories | Swamp Dogg, John Prine | 4:47 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Dreamsicle | Jason Isbell and the 400 Unit | 3:44 | |
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| She Is My Everything | John Prine | 4:25 | |
| Hickory Wind | The Byrds | 3:31 | |
| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | |
| Banana Republics (Studio Cut) | Steve Goodman | 3:45 | |
| In a Town This Size (feat. Dolores Keane) | John Prine, Dolores Keane | 3:31 | |
| Forever Young - From NBC's Parenthood | Rhiannon Giddens, Iron & Wine | 4:21 | |
| Walking Down the Line | Eilen Jewell | 3:37 | |
| Color of the Blues (feat. Susan Tedeschi) | John Prine, Susan Tedeschi | 2:54 | |
| Five Hearts Breaking | Alejandro Escovedo | 4:10 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| You Got to Me | James McMurtry | 5:23 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Til a Tear Becomes a Rose (feat. Fiona Prine) | John Prine, Fiona Prine | 2:50 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Just Say She's A Rhymer | Mary Gauthier | 4:17 | |
| Wide River To Cross | Levon Helm | 4:51 | |
| Dimming Of The Day / Dargai - Edit | Richard & Linda Thompson | 3:48 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Lydia | Slaid Cleaves | 4:40 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| Mercy Now | Mary Gauthier | 5:50 | |
| Treat Me Like A Saturday Night - 2022 Remaster | Joe Ely | 3:03 | |
| 16 Days | Whiskeytown | 3:54 | |
| Hey Me, Hey Mama | Sierra Ferrell | 3:30 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Alcohol And Pills | Fred Eaglesmith | 3:58 | |