| I'm So Free | Lou Reed | 3:09 | |
| Railroad Man | Eels | 4:16 | |
| Wonderful Life | The Felice Brothers | 4:02 | |
| Slowpoke | Crosby, Stills, Nash & Young | 4:31 | |
| Shakedown on 9th Street | Ryan Adams | 2:52 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| You Never Wanted Me | Jackson C. Frank | 3:07 | |
| Sweet Thing - 2006 Remaster | The Waterboys | 7:12 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Sheila | Eric Andersen | 4:36 | |
| Don't Call Me Stranger | Chris Smither | 4:08 | |
| Free Man in Paris | Joni Mitchell | 3:03 | |
| Billy the Kid | Ry Cooder | 3:48 | |
| Rocky World | Daniel Lanois | 2:55 | |
| Katie Cruel | Karen Dalton | 2:22 | |
| Three Chords | Dan Reeder | 0:59 | |
| I Hope That I Don't Fall In Love With You | Tom Waits | 3:53 | |
| Anodyne | Uncle Tupelo | 4:50 | |
| Andalucia | John Cale | 3:54 | |
| Silver & Gold / Before I Grow Too Old | Joe Strummer, The Mescaleros | 2:35 | |
| Unlock more with Songs Like X Pro |
| Bird On the Wire | Tim Hardin | 5:27 | |
| Goldfish - Remastered | Roy Harper | 2:47 | |
| Graceland | Justin Townes Earle | 3:14 | |
| The Night Shift Lullaby | Magnolia Electric Co., Jason Molina | 4:33 | |
| Mohammed's Radio | Warren Zevon | 3:43 | |
| No Banker Left Behind | Ry Cooder | 3:34 | |
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| River Rat Jimmy | Kelly Joe Phelps | 3:32 | |
| Shiloh Town | Tim Hardin | 3:09 | |
| What a Wonderful World | Nick Cave, Shane MacGowan | 3:03 | |
| Life’s Greatest Fool | Gene Clark | 4:42 | |
| Crossroads - 2008 Remaster | Ry Cooder | 4:24 | |
| Roll Um Easy | Little Feat | 2:31 | |
| Southbound Train - Remastered Version | Graham Nash, David Crosby | 3:55 | |
| Strolling Down the Highway | Bert Jansch | 3:06 | |
| As Tears Roll By | Daniel Lanois | 3:55 | |
| Reason to Believe | Karen Dalton | 2:24 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Sin City | The Flying Burrito Brothers | 4:09 | |
| Richland Woman Blues | Mississippi John Hurt | 4:03 | |
| Saturday Sun | Nick Drake | 4:05 | |
| Meet On The Ledge | Fairport Convention | 2:50 | |
| Almost Blue | Elvis Costello & The Attractions | 2:47 | |
| Forget It | Rodríguez | 1:50 | |
| I'm Satisfied | Mississippi John Hurt | 2:54 | |
| Free Ride | Nick Drake | 3:02 | |
| Either Side Of The Same Town | Elvis Costello & The Imposters | 3:59 | |
| One Of These Things First | Nick Drake | 4:49 | |
