| Teardrops Will Fall | Ry Cooder | 3:05 | ||
| Stripping Cane | Jeffrey Foucault | 4:25 | ||
| Arlene | The Handsome Family | 3:37 | ||
| Railroad Man | Eels | 4:16 | ||
| Straight Time | Bruce Springsteen | 3:25 | ||
| World of Adventure | John Lurie, Tom Waits | 0:41 | ||
| My Old Drunk Friend | Freakwater | 3:33 | ||
| Mostly Water | Bap Kennedy | 3:23 | ||
| Blue Mountain | Bob Weir | 3:54 | ||
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | ||
| Down on the Lower East Side | Justin Townes Earle | 3:06 | ||
| Oh Soul | Mary Gauthier | 5:26 | ||
| Box Canyon | Jackson C. Frank | 3:04 | ||
| I Forgive It All | Mudcrutch | 4:13 | ||
| Jungle Lullaby | C.W. Stoneking | 4:46 | ||
| Take It With Me | Tom Waits | 4:24 | ||
| Lover's Lane | Micah P. Hinson | 3:02 | ||
| Song to the Siren | Tim Buckley | 3:28 | ||
| Delta Momma Blues | Hurray For The Riff Raff | 3:48 | ||
| Love Hurts - 1973 Live Version | Gram Parsons | 5:36 | ||
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | ||
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| Katie Cruel | Karen Dalton | 2:22 | ||
| Angeline | James McMurtry | 4:04 | ||
| Acuff-Rose | Uncle Tupelo | 2:35 | ||
| Rosie | Tom Waits | 4:02 | ||
| Good Luck Charm | C.W. Stoneking | 2:45 | ||
| Bird on the Wire | Leonard Cohen | 3:23 | ||
| The Whiskey Makes You Sweeter | Laura Cantrell | 5:07 | ||
| Day After Tomorrow | Tom Waits | 5:58 | ||
| Wonderful Life | The Felice Brothers | 4:02 | ||
| Blue and Wonder | Richard Buckner | 3:47 | ||
| Hobo's Lullaby | Arlo Guthrie | 3:57 | ||
| My Winding Wheel | Ryan Adams | 3:12 | ||
| Turn Out My Lights | Justin Townes Earle | 3:32 | ||
| Looks Like I'm Up Shit Creek Again | Tom Waits | 3:03 | ||
| Powderfinger | Cowboy Junkies | 5:45 | ||
| Missin' You | Little Feat | 2:21 | ||
| After the Rain | Chuck Prophet | 3:35 | ||
| Nobody Wants to Be You | Dan Reeder | 2:08 | ||
| Up Against the Wall | The Be Good Tanyas | 3:19 | ||
| Blackjack David | Dave Alvin | 4:59 | ||
| Four In The Morning | Jesse Colin Young | 3:25 | ||
| Galbraith Street | Ron Sexsmith | 3:05 | ||
| Hoping Machine | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:52 | ||
| Please Be With Me | Cowboy | 3:42 | ||
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | ||
| Wild Horses | Leon Russell | 3:37 | ||
| Make Me A Pallet On Your Floor | Mississippi John Hurt | 4:33 | ||
| Green Rocky Road | Tim Hardin | 2:18 | ||
