| I Got Mine | Chris Smither | 3:01 | |
| Damn Shame | Jolie Holland | 4:50 | |
| Bed Is For Sleeping | Matt Sweeney, Bonnie Prince Billy | 2:56 | |
| I'm Gonna Love The Hell Out Of You | Silver Jews | 2:57 | |
| El Capitan | Will Johnson | 3:14 | |
| Punishing Sun | Giant Sand | 3:13 | |
| Until I Find You | Doug Paisley, Bonnie Prince Billy | 5:34 | |
| The Way | Will Oldham | 3:31 | |
| For You | Carly Johnson, Bonnie Prince Billy | 4:21 | |
| Coral and Tar | Bonnie Prince Billy | 3:37 | |
| 86 | The Marquis de Tren, Bonnie Prince Billy | 2:10 | |
| No More Workhorse Blues | Palace Brothers | 3:29 | |
| Wait Up | Uncle Tupelo | 2:09 | |
| The Serpent Is Kind (Compared to Man) | Hiss Golden Messenger | 3:35 | |
| Lucinda Williams | Vic Chesnutt | 2:47 | |
| Devoted To You | Dawn McCarthy, Bonnie Prince Billy | 2:24 | |
| Relations | Jackson C. Frank | 3:47 | |
| Drinking of the Wine | Jake Xerxes Fussell | 4:43 | |
| Sending | Cat Casual & the Final Word, Bonnie Prince Billy | 3:26 | |
| Tomorrow | Espers | 4:06 | |
| December, 1999 | Jolie Holland | 3:36 | |
| Unlock more with Songs Like X Pro |
| Suffering Jukebox | Silver Jews | 4:21 | |
| Kentucky Is Water | Bonnie Prince Billy | 4:06 | |
| Love Is Worth Suffering For | Simon Joyner | 3:19 | |
| Strange Affair | Will Oldham | 3:23 | |
| Step Away | Joanna Sternberg | 2:49 | |
| Party Barge | Silver Jews | 2:54 | |
| You'll Never Go to Heaven | Michael Hurley | 2:39 | |
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| Last of the Hand-Me-Downs | Phosphorescent | 6:10 | |
| Mountain'r Lower | Jessica Pratt | 3:19 | |
| Whither Thou Goest | Palace Brothers | 2:02 | |
| Isadora Duncan | Vic Chesnutt | 4:35 | |
| Where Will I Be | Emmylou Harris | 4:15 | |
| Demon Lover Improv | Jolie Holland | 4:32 | |
| 25 | The Marquis de Tren, Bonnie Prince Billy | 3:08 | |
| (I Was Drunk At The) Pulpit | Palace Brothers | 3:51 | |
| Love and Hate | Dan Reeder | 0:58 | |
| I Was Young When I Left Home | Antony, Bryce Dessner | 4:55 | |
| Lilac Sky | Kira Skov, Bonnie Prince Billy | 5:09 | |
| When Thy Song | Bonnie Prince Billy, Bryce Dessner, eighth blackbird | 4:17 | |
| The Greatest Own In Legal History | Stephen Malkmus | 3:47 | |
| The River St. Johns | Jake Xerxes Fussell | 3:38 | |
| Rest Hun, It's 2020 | Thee Conductor, Bonnie Prince Billy | 1:01 | |
| Even Here We Are | Paul Westerberg | 1:41 | |
| O How I Enjoy The Light | Palace Music | 2:39 | |
| Wide Eyes | Hayden | 2:11 | |
| A Minor Place | Bonnie Prince Billy | 3:43 | |
| The Way | Bonnie Prince Billy | 3:48 | |
