| Rachel's Song | James McMurtry | 4:39 | |
| Wasteland | Dead Man Winter | 4:42 | |
| Champaign, Illinois | Old 97's | 3:25 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Just Because I Do | My Morning Jacket | 2:55 | |
| Catching On - 2015 Remaster | Son Volt | 3:59 | |
| Sweet as John Hurt | Hiss Golden Messenger | 4:50 | |
| Hurricane Party | James McMurtry | 5:56 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Front Porch | Slobberbone | 3:32 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Barstool Boys | Marah | 3:04 | |
| Belgium or Peru | Cuff the Duke | 3:20 | |
| Sausalito | Conor Oberst | 3:10 | |
| Ionlanthe | James McMurtry | 4:30 | |
| One Fast Move or I'm Gone | Jay Farrar, Benjamin Gibbard | 4:15 | |
| Ain't No More Cane | Son Volt | 4:49 | |
| The Weekend | Dave Rawlings Machine | 5:29 | |
| Color of a Lonely Heart Is Blue | Old 97's | 5:51 | |
| Nicotine | Dead Man Winter | 3:20 | |
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| Always On The Ride | Richmond Fontaine | 3:36 | |
| Childish Things | James McMurtry | 4:35 | |
| Swannanoa | Water Liars | 3:43 | |
| Officer Down | Carolyn Mark, NQ Arbuckle | 3:57 | |
| Wedding Day in Funeralville | Conor Oberst and the Mystic Valley Band | 2:09 | |
| Wink | Blue Mountain | 3:17 | |
| Sweet Lil' gal (23rd/1st) | Ryan Adams | 3:38 | |
| Meadow of a Dream | The Felice Brothers | 4:00 | |
| I Don't Fall Much, Anymore | Barna Howard | 3:44 | |
| Quiet Corners & Empty Spaces | The Jayhawks | 3:06 | |
| All the Best | My Morning Jacket | 3:16 | |
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | |
| Ruby and Carlos | James McMurtry | 6:35 | |
| Pecan Pie | Golden Smog | 2:53 | |
| Walkin' | Phosphorescent | 3:44 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Say It Like You Mean It | Hiss Golden Messenger | 2:52 | |
| To Be the One | Ryan Adams | 3:00 | |
| Out of the Picture - 2015 Remaster | Son Volt | 3:48 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| It's A Wonderful Lie | Paul Westerberg | 2:47 | |
| Ariel Ramirez | Richard Buckner | 2:17 | |
| Dynamite | Son Volt | 2:48 | |
| Lil' Wallet Picture | Richard Buckner | 4:32 | |
| Two Hearts | The Jayhawks | 3:22 | |
| Born Into A Light | Ryan Adams & The Cardinals | 2:16 | |
