| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Closet Full of Bones | Dead Fingers, Taylor Hollingsworth | 3:03 | |
| Downbound Train | Joe Pug | 4:05 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Hard On You | Daniel Romano | 3:27 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| That's Where I'm From | Robbie Fulks | 6:08 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
| Song About a Man | Deer Tick | 3:26 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| I've Been Gone | Zoe Muth and the Lost High Rollers | 4:28 | |
| Silver Lining | Carl Anderson | 2:30 | |
| Thrice All American | Neko Case | 3:13 | |
| What Will You Do? | Caitlin Cary | 4:12 | |
| Hard Is the Fall | Jay Farrar | 2:29 | |
| Lo Siento, Spanishburg, WVA | Scott Miller | 3:58 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Slate | Uncle Tupelo | 3:24 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Evening | Israel Nash | 4:03 | |
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| Black Rain, Black Rain | A.A. Bondy | 3:14 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Shallow Heart, Shallow Water | Caitlin Cary | 4:40 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Detroit or Buffalo | Amanda Shires | 4:08 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| Time is Everything | Viv & Riley | 3:05 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Lakeside | Blue Mountain | 3:11 | |
| Don't Skip Out on Me | Richmond Fontaine | 4:07 | |
| Rhapsody | Alejandro Escovedo | 4:04 | |
| Hymn #76 | Joe Pug | 3:37 | |
| Pay No Attention to Alice | Patterson Hood | 3:11 | |
| The Bottom of the World | Bottom of the World | 4:30 | |
| Cello Girl | Caitlin Cary | 4:39 | |
| Let's Go Running | Blue Mountain | 4:49 | |
| Daisychain | Richard Buckner | 3:07 | |
| (Untold Pretties) | Patterson Hood | 3:44 | |
| Houston, TX | Deer Tick | 3:44 | |
| Bluebonnet (feat. Caitlin Cary) | Nicholas Altobelli, Caitlin Cary | 2:08 | |
| Watch Me Fall | Uncle Tupelo | 2:12 | |
| Hard Way To Fall | Ryan Adams & The Cardinals | 4:04 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
