| Don't Skip Out on Me | Richmond Fontaine | 4:07 | |
| Pony | Tom Waits | 4:32 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Billy the Kid | Ry Cooder | 3:48 | |
| I'm Your Late Night Evening Prostitute | Tom Waits | 3:16 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| Bird on the Wire | Leonard Cohen | 3:23 | |
| Slowpoke | Crosby, Stills, Nash & Young | 4:31 | |
| Wedding Day | Alejandro Escovedo | 3:53 | |
| I Fell into Painting Houses in Phoenix, Arizona | Richmond Fontaine | 3:27 | |
| On The Nickel | Tom Waits | 6:19 | |
| How Can a Poor Man Stand Such Times and Live? | Ry Cooder | 2:46 | |
| Damn Sam (I Love a Woman That Rains) | Ryan Adams | 2:08 | |
| I Ain't Got No Home | Bruce Springsteen | 3:40 | |
| Next Door Down | Stacey Earle | 4:35 | |
| I Dreamed I Saw St. Augustine | John Doe | 3:13 | |
| Don't Wake the Scarecrow | The Felice Brothers | 4:56 | |
| Everybody Lies | Leo Kottke | 2:49 | |
| Cowboy Song | Dan Reeder | 2:35 | |
| What Do We Do Now | John Hiatt | 2:58 | |
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| Shiver Me Timbers | Tom Waits | 4:26 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Willin' | Little Feat | 2:54 | |
| Indiana Rose | Barna Howard | 4:29 | |
| Powderfinger | Cowboy Junkies | 5:45 | |
| Still Feeling Blue - 2002 Remaster | Gram Parsons | 2:43 | |
| East Side Blues | Frankie Lee | 5:30 | |
| Carmelita | Warren Zevon | 3:34 | |
| Going Going Gone | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:12 | |
| Goodbye California | Jolie Holland | 3:28 | |
| I Drink | Mary Gauthier | 3:47 | |
| How Long | C.W. Stoneking | 3:13 | |
| Mutineer | Jason Isbell, Amanda Shires | 3:01 | |
| Last Leaf | Tom Waits | 2:55 | |
| World of Adventure | John Lurie, Tom Waits | 0:41 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
| Lovesick Blues | Ryan Adams | 3:23 | |
| Run Honey Run | John Martyn | 2:34 | |
| The Lady Came From Baltimore | Tim Hardin | 1:49 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Let The Mermaids Flirt With Me | Mississippi John Hurt | 3:21 | |
| Hoping Machine | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:52 | |
| Goin' Down To Memphis - Demo Version | John Martyn | 3:01 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| Manhattan Island Serenade | Leon Russell | 3:25 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Blues On The Ceiling | Karen Dalton | 3:37 | |