| Little Ann | The Felice Brothers | 3:23 | |
| My Only Friend | Will Oldham | 4:27 | |
| What Is Not But Could Be If | Silver Jews | 3:07 | |
| Mountain'r Lower | Jessica Pratt | 3:19 | |
| Panic Pure | Vic Chesnutt | 3:05 | |
| Most of the Time | Luna | 4:42 | |
| Demon Lover Improv | Jolie Holland | 4:32 | |
| You Never Wanted Me | Jackson C. Frank | 3:07 | |
| One For The Catholic Girls | Simon Joyner | 6:16 | |
| Run, All You… | Nina Nastasia | 1:39 | |
| Damn Shame | Jolie Holland | 4:50 | |
| Stay All Night | Joan Shelley | 3:04 | |
| Love vs. Porn | Kevin Drew | 3:56 | |
| Can't Change a Thing | Micah P. Hinson | 4:45 | |
| I Believe in You | Lambchop | 3:27 | |
| Just the Other Side of Nowhere (Kris Kristofferson cover) | M. Ward | 4:09 | |
| I Got Mine | Chris Smither | 3:01 | |
| When Your Dream Lovers Die | Townes Van Zandt | 2:12 | |
| Henry Martin | Kacy & Clayton | 6:24 | |
| The Sway | Joan Shelley | 3:22 | |
| Beware of Darkness | Antietam, Will Oldham, Todd Brashear | 3:50 | |
| Unlock more with Songs Like X Pro |
| Days of the Years | The Felice Brothers | 3:58 | |
| Midnight Moonlight | The Be Good Tanyas | 3:45 | |
| Step Away | Joanna Sternberg | 2:49 | |
| No Regrets | Karl Blau | 3:51 | |
| Don't Let Me Go | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 3:37 | |
| Coalminers | Uncle Tupelo | 2:33 | |
| The Greatest Own In Legal History | Stephen Malkmus | 3:47 | |
| Mamah Borthwick (A Sketch) | Conor Oberst | 3:56 | |
| Mountains of the Moon | Lee Ranaldo, Lisa Hannigan, Friends | 3:53 | |
| Many Splendored Thing | Papa M | 3:53 | |
| Pretty, Pt. 1 | Phosphorescent | 2:22 | |
| Song Of Most | Rian Murphy, Will Oldham | 3:29 | |
| The Serpent Is Kind (Compared to Man) | Hiss Golden Messenger | 3:35 | |
| This Is Where | Richard Buckner | 3:46 | |
| You Must Build a Fire | Crooked Fingers | 5:38 | |
| When I Ran off and Left Her | Vic Chesnutt | 2:54 | |
| Lakes Of Canada | Karen Peris, Don Peris, The Innocence Mission | 4:33 | |
| Old Shoes | Tom Waits | 4:25 | |
| The Wheel of Fortune | Josephine Foster | 5:11 | |
| Last of the Hand-Me-Downs | Phosphorescent | 6:10 | |
| The Trials of Harrison Hayes | Willard Grant Conspiracy | 3:16 | |
| May Life Throw You a Pleasant Curve | Bitchin Bajas & Bonnie "Prince" Billy | 3:13 | |
| The Mating of the Doves | The Felice Brothers | 3:48 | |
| Cracked Windshield | Hiss Golden Messenger | 5:07 | |
| Stubborn Beast | Jolie Holland | 4:06 | |
| Cheap Summer Dress | Tyler Ramsey | 4:46 | |
| My Old Record | Delaney Davidson, Marlon Williams | 5:08 | |
| All These Vicious Dogs | Will Oldham | 2:23 | |
