| Brother, Do You Know the Road? | Hiss Golden Messenger | 6:09 | |
| Tennessee Whiskey | Harry Dean Stanton | 2:19 | |
| The Great Void | Micah P. Hinson | 5:46 | |
| The Bridge | Joan Shelley, Bonnie Prince Billy | 2:09 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| Scattered Leaves | The Be Good Tanyas | 4:47 | |
| Prison On Route 41 | Calexico, Iron & Wine | 4:10 | |
| Forever and a Day | Giant Sand | 6:26 | |
| How Long | C.W. Stoneking | 3:13 | |
| Every Now and Then | Howe Gelb, Arizona Amp and Alternator | 1:40 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| A Song for You - 2002 Remaster | Gram Parsons | 5:00 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| East Virginia | Nora Brown | 4:33 | |
| Holding a Monument | Herman Düne | 3:53 | |
| Afterglow | Arthur & Yu | 3:47 | |
| The Night Shift Lullaby | Magnolia Electric Co., Jason Molina | 4:33 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Detained | Giant Sand | 3:13 | |
| Leave The Light On | Chris Smither | 3:47 | |
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| She Don't Own Me | Micah P. Hinson | 5:34 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| America's Open Roads | Cicada Rhythm | 2:45 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Pinnacle Mountain Silver Mine | Jake Xerxes Fussell | 4:18 | |
| Human Thing | The Be Good Tanyas | 4:08 | |
| Gin in Me | Stanley Brinks and The Wave Pictures, Stanley Brinks | 3:12 | |
| Betty Lonely | Vic Chesnutt | 4:26 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Without a Word | Giant Sand | 3:39 | |
| You Lost Sight on Me | Micah P. Hinson | 4:02 | |
| Fear of Trains | William Elliott Whitmore | 4:00 | |
| The Bottom of the World | Bottom of the World | 4:30 | |
| The Forty-Ninth Parallel | Kacy & Clayton | 2:26 | |
| In the Misty Garden/Should’ve Been Home With You | Blaze Foley | 4:36 | |
| Lover's Lane | Micah P. Hinson | 3:02 | |
| Alberta | Snooks Eaglin | 2:41 | |
| Katie Cruel | Karen Dalton | 2:22 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| Can Do | Giant Sand | 3:08 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| The Lady From Abilene | Micah P. Hinson | 2:39 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Let The Mermaids Flirt With Me | Logan Ledger | 4:26 | |
