| Memphis Rain | Aaron Lee Tasjan | 3:38 | |
| Heart Over Mind - GemsOnVHS Field Recording | Todd Day Wait, GemsOnVHS | 2:22 | |
| Another Despair | Malcolm Holcombe | 2:42 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Diamonds To Dust | Gurf Morlix | 3:26 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Rock N Roll | Grayson Capps | 3:42 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Devil May Care | Sarah Shook & the Disarmers | 2:48 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Wild Birds | Western Centuries | 4:25 | |
| Busted | William Elliott Whitmore | 2:44 | |
| Over Alameda | Justin Townes Earle | 4:08 | |
| On Tennessee Land | Malcolm Holcombe | 2:19 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| The Way I Should | Iris DeMent | 4:26 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Refugee Blues | Aaron Lee Tasjan | 3:54 | |
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| Temperance River Blues | Charlie Parr | 4:16 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| One More Second | Gurf Morlix | 5:06 | |
| One Too Many Mornings | The Band | 5:13 | |
| Walking Boss | Willie Watson | 2:48 | |
| The Way She Looked at You | Sarah Shook & the Disarmers | 4:20 | |
| A Steady Heart | Malcolm Holcombe | 2:30 | |
| Sailin' On Through | Terry Allen, The Panhandle Mystery Band | 4:03 | |
| You Can't Save Everybody (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:12 | |
| 65 Falcon | Rod Picott | 3:27 | |
| Righteous Ways | Scott H. Biram | 2:51 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| The Wolf | Gill Landry | 4:54 | |
| You Made Me Feel for You | Shannon McNally | 2:57 | |
| St. Brendan's Isle | Jake Xerxes Fussell | 3:52 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| Lindsey Button | David Rawlings | 5:03 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Vaquero | James McMurtry | 4:41 | |
| Bag of Weed | Grayson Capps | 5:44 | |
| Esther | Ramsay Midwood | 4:37 | |
| Geronimo | Shannon McNally | 3:50 | |
| Trail Of Broken Hearts | Delaney Davidson, Marlon Williams | 2:01 | |
| Fisherman's Friend | Ramsay Midwood | 4:58 | |
| Patrick Russell | Tom Russell, Iris DeMent | 4:20 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
