| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | |
| Ballad of Lou the Welterweight | The Felice Brothers | 5:00 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| Alimony | Ry Cooder | 2:55 | |
| Don't Look Back | Jackson C. Frank | 2:57 | |
| Rainy Day Resolution | Bill Wilson | 3:35 | |
| I Used to Be a King | Graham Nash | 4:41 | |
| Samson and the Warden | Loudon Wainwright III | 3:07 | |
| The I Don't Know Where I'm Going But I'm Going Nowhere In A Hurry Blues | Steve Goodman | 2:31 | |
| These Days | Tom Rush | 2:38 | |
| Sweet Louise | Pete Molinari | 4:04 | |
| Six Volts | Fred Eaglesmith | 2:23 | |
| Graceland | Justin Townes Earle | 3:14 | |
| You Should Have Wrote a Book | Dan Reeder | 2:51 | |
| I Can't Help but Wonder Where I'm Bound | Tom Paxton | 3:41 | |
| Luxury Liner | The International Submarine Band | 2:48 | |
| New Paint | Loudon Wainwright III | 3:00 | |
| Accidentally Like a Martyr | Warren Zevon | 3:42 | |
| Big Mouth USA | Jim Ford | 3:13 | |
| Can't Get Away from My Love | Jackson C. Frank | 2:50 | |
| Unlock more with Songs Like X Pro |
| Betty | Fred Eaglesmith | 2:17 | |
| Nocturnal Stumblebutt | Loudon Wainwright III | 3:46 | |
| Shiloh Town | Tim Hardin | 3:09 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Down Down Down - Demo | Buffalo Springfield | 2:15 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| Passing Through - Live | Leonard Cohen | 4:05 | |
| Just the Other Side of Nowhere | Kris Kristofferson | 3:36 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| You Couldn't Get Arrested | Green On Red | 5:49 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| In My Own Dream | Karen Dalton | 4:18 | |
| Love and Hate | Dan Reeder | 0:58 | |
| San Francisco Mable Joy | Mickey Newbury | 6:48 | |
| Kimbie | Jackson C. Frank | 3:14 | |
| Raggy Levy | Jake Xerxes Fussell | 3:59 | |
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| Starry Eyes | Roky Erickson, Lou Ann Barton | 3:38 | |
| Unrequited to the Nth Degree | Loudon Wainwright III, Kate McGarrigle | 3:15 | |
| What of Alicia | Terry Allen | 5:03 | |
| Goin' Down To Memphis - Demo Version | John Martyn | 3:01 | |
| Dusty Box Car Wall | Eric Andersen | 2:29 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| April Fool | Pete Townshend, Ronnie Lane | 3:34 | |
| Withered And Died | Richard & Linda Thompson | 3:26 | |
| Cod'ine | Buffy Sainte-Marie | 5:07 | |
