| The Way It Dimmed | Amanda Shires | 2:11 | |
| Brady | Backyard Tire Fire | 4:06 | |
| Lies I Chose to Believe | John Moreland | 3:41 | |
| All The Money I Had Is Gone | The Deep Dark Woods | 4:08 | |
| Train Song | Watchhouse | 2:02 | |
| People Get Old | Lori McKenna | 3:42 | |
| Little White Lies | Deer Tick | 3:39 | |
| It's Been A Long Time | Fred Eaglesmith | 2:52 | |
| She Was The World To Me | Daniel Romano | 4:55 | |
| Messenger | Joe Pug | 4:23 | |
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Dying of the Pines | The Gourds | 4:36 | |
| To a Scrapyard Bus Stop | Charlie Parr | 4:13 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Birmingham | Shovels & Rope | 4:00 | |
| Unsophisticated Heart | Joe Pug | 3:06 | |
| Oh Julia | John Moreland | 3:47 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Airplane | David Rawlings | 4:44 | |
| Daydreaming | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:50 | |
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| Sausalito | Conor Oberst | 3:10 | |
| Old Ties and Companions | Watchhouse | 3:08 | |
| Wasteland | Dead Man Winter | 4:42 | |
| Unwed Fathers (feat. Liz Isenberg) | Deer Tick, Liz Isenberg | 3:39 | |
| Kristine | Joe Purdy | 3:54 | |
| Devil's in the Jukebox (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 3:59 | |
| January in Louisiana | Fifth On The Floor | 3:20 | |
| Boxcar | Shovels & Rope | 4:41 | |
| Two Girls | The Gourds | 3:35 | |
| Steady as the Rising Sun | Robert Ellis | 4:09 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| County Line | Susto | 3:21 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Trade All the Lights (feat. Lydia Loveless) | Caleb Caudle, Lydia Loveless | 3:38 | |
| After the Rain | Chuck Prophet | 3:35 | |
| One Fast Move or I'm Gone | Jay Farrar, Benjamin Gibbard | 4:15 | |
| Wine Lips | Lydia Loveless | 3:42 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| The Maker | Willie Nelson | 5:08 | |
| Tampa To Tulsa | The Jayhawks | 4:01 | |
| A Thing Called Rain | Jackie Greene | 4:35 | |
| Drunken Angel | Lucinda Williams | 3:20 | |
| I Still Miss Someone - Acoustic Version | Whiskeytown | 2:24 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| Lo-Fi Tennessee Mountain Angel (For Kathy Poindexter) | Whiskeytown | 4:32 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Write A Letter Home | Jackie Greene | 4:47 | |
| Laid A Highway | Tift Merritt | 3:53 | |