| Clear Blue Eyes | Amos Lee | 3:23 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Last Train | Arlo Guthrie | 3:06 | |
| Desert Flowers | Amanda Anne Platt & the Honeycutters | 5:09 | |
| Hometown Blues | Pharis & Jason Romero | 3:05 | |
| I Never Heard You Say | Kimmie Rhodes | 5:38 | |
| Betty Oshawa | Fred Eaglesmith | 3:34 | |
| Are You Happy Now? | Richard Shindell | 4:10 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Storms Are On the Ocean | June Carter Cash | 3:24 | |
| Uphill | Lori McKenna | 3:01 | |
| Higher Ground | Iris DeMent | 3:34 | |
| Still Fighting the War | Slaid Cleaves | 2:56 | |
| Willin' | Richard Shindell | 3:15 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
| Walking Proof | Lilly Hiatt | 3:55 | |
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| The Asp and the Albatross | Freakwater | 3:10 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| People Get Old | Lori McKenna | 3:42 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| Who's Gonna Take the Garbage Out (feat. Iris DeMent) | John Prine, Iris DeMent | 2:41 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Grave Angels | Joe Henry | 5:31 | |
| Guardian Angel | Tim O'Brien | 3:57 | |
| Another Winter Gone | Amanda Anne Platt & the Honeycutters | 4:18 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Sweet Dream | John Hiatt, Jerry Douglas | 4:28 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Angeline | James McMurtry | 4:04 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Someday Soon | Lucy Kaplansky | 4:01 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| After You're Gone | Iris DeMent | 4:04 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Afraid | Ted Hawkins | 4:36 | |
| Streets Of Baltimore | The Little Willies | 3:06 | |