| Whip-poor-will | Magnolia Electric Co., Jason Molina | 4:12 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Studebaker | Warren Zevon | 2:26 | |
| Left a Slide | Son Volt | 5:10 | |
| Wingless Angels | Bow Thayer, Levon Helm | 4:06 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| Laughing River | Greg Brown | 6:23 | |
| Yup | David Rawlings | 4:33 | |
| Creosote | Son Volt | 4:12 | |
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | |
| Drummer Down | Hiss Golden Messenger | 2:51 | |
| I Fell into Painting Houses in Phoenix, Arizona | Richmond Fontaine | 3:27 | |
| Lament | The Gourds | 4:50 | |
| Boxcar | Shovels & Rope | 4:41 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
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| Heart on a Shelf | The Good Luck Thrift Store Outfit | 4:24 | |
| Things | Paul Westerberg | 3:22 | |
| January in Louisiana | Fifth On The Floor | 3:20 | |
| I Am the Song | Hiss Golden Messenger | 2:48 | |
| Winner's Casino | Richmond Fontaine | 4:06 | |
| Whiskey in My Whiskey | The Felice Brothers | 3:48 | |
| I Was in the House When the House Burned Down | Warren Zevon | 3:04 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Daisychain | Richard Buckner | 3:07 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| After the Damage | Patterson Hood | 4:34 | |
| The El | Rhett Miller | 3:09 | |
| Don't It Drag On | Chris Smither | 3:12 | |
| Over You | Sarah Shook & the Disarmers | 3:11 | |
| Hanging on to You | Jay Farrar | 2:51 | |
| Before I Wake | John Doe, The Sadies | 2:31 | |
| Out of the Picture - 2015 Remaster | Son Volt | 3:48 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| ZZQ | Blue Mountain | 3:09 | |
| Laminated Cat | Jeff Tweedy | 3:49 | |
| Seven Shells | Fred Eaglesmith | 2:23 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| Turn On Tune In Drop Out With Me | Cracker | 4:11 | |
| Lil' Wallet Picture | Richard Buckner | 4:32 | |
| Your Sister Cried | Mary Gauthier | 5:00 | |
| When You Come Down | Cracker | 4:04 | |
