| Jerusalem Tomorrow | David Olney | 5:09 | ||
| Corinne Died On The Battlefield | Preservation Hall Jazz Band, Tom Waits | 3:16 | ||
| Rock Bottom Riser | Smog | 5:44 | ||
| It's so True | Spain | 4:32 | ||
| Sweet Louise | Pete Molinari | 4:04 | ||
| Madame George - 1999 Remaster | Van Morrison | 9:45 | ||
| Get Out Get Out Get Out | Jason Molina | 3:27 | ||
| Don't Get Hung up in Your Soul | Richard Hawley | 4:17 | ||
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | ||
| Mining For Gold | Cowboy Junkies | 1:32 | ||
| Ol' 55 | Tom Waits | 3:56 | ||
| Love of My Life | Richard Hawley | 3:20 | ||
| Frozen in Time | Adam Green | 2:12 | ||
| The Road to the Stars | Molly Drake | 1:47 | ||
| Slowpoke | Crosby, Stills, Nash & Young | 4:31 | ||
| When We Had Faces | Gavin Clark | 4:46 | ||
| Bird On the Wire | Tim Hardin | 5:27 | ||
| Death of a Salesman | Low | 2:28 | ||
| School Days | Loudon Wainwright III | 3:05 | ||
| Alice | Tom Waits | 4:28 | ||
| Sing a Song for You - Take 11 | Tim Buckley | 5:43 | ||
| Unlock more with Songs Like X Pro | ||||
| Sunshine in Chicago | Sun Kil Moon | 2:34 | ||
| I'm So Lonesome I Could Cry | Yo La Tengo | 2:51 | ||
| The Thirty-third of August | Mickey Newbury | 5:42 | ||
| Everlasting Arms | Mike Scott | 2:54 | ||
| Jungle Lullaby | C.W. Stoneking | 4:46 | ||
| Courting Blues | Bert Jansch | 4:02 | ||
| Motel Blues | Loudon Wainwright III | 2:47 | ||
| Our Darkness | Richard Hawley | 4:07 | ||
| I Know It's Pathetic but That Was the Greatest Night of My Life | Sun Kil Moon | 1:47 | ||
| Candy | Morphine | 3:14 | ||
| The Riverbed | Madrugada | 4:45 | ||
| Ballad of Easy Rider | The Byrds | 2:04 | ||
| Song for the Asking | Simon & Garfunkel | 1:50 | ||
| Beast For Thee | Bonnie Prince Billy, Matt Sweeney | 3:41 | ||
| What Keeps Mankind Alive | Tom Waits | 2:09 | ||
| City of Dreams | Bill Fay | 6:10 | ||
| Never Let Go | Tom Waits | 3:13 | ||
| Bleecker Street - Demo - 1964 | Simon & Garfunkel | 2:42 | ||
| I Never Talk to Strangers | Bette Midler, Tom Waits | 3:40 | ||
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | ||
| The Art Teacher | Rufus Wainwright | 3:51 | ||
| I Want You | Elvis Costello & The Attractions | 6:41 | ||
| When The Roses Bloom Again | Billy Bragg, Wilco | 4:07 | ||
| Forget It | Rodríguez | 1:50 | ||
| Duchess | Scott Walker | 2:48 | ||
| Black Sheep Boy | Tim Hardin | 1:53 | ||
| All The Pretty Little Horses (Vocals - Nick Cave) | Current 93, Nick Cave | 3:08 | ||
| Lullabye | Emitt Rhodes | 1:05 | ||
