| In the Light | Pieta Brown, Calexico | 3:20 | |
| Kill Switch | T Bone Burnett | 2:55 | |
| The Long Black Veil (with Mick Jagger) | The Chieftains, Mick Jagger | 3:37 | |
| Restless Farewell | Mark Knopfler | 5:51 | |
| Fourth Time Around | Yo La Tengo | 5:07 | |
| Catcher Song | Great Lake Swimmers | 4:11 | |
| The Daily Growl | Lambchop | 6:36 | |
| Blues Can't Even Find Me | John Hiatt | 3:34 | |
| Lady Be Good (feat. Willie Nelson) | Johnny Gimble, Willie Nelson | 4:14 | |
| Failed Christian | Nick Lowe | 3:56 | |
| I Fell into Painting Houses in Phoenix, Arizona | Richmond Fontaine | 3:27 | |
| I Couldn't Believe It Was True | Willie Nelson | 1:32 | |
| Words of December | Malcolm Holcombe | 3:42 | |
| The Pilgrim, Chapter 33 | Kris Kristofferson | 3:09 | |
| I Am the Big Easy | Ray Bonneville | 4:37 | |
| Keeper Of The Flame | Calexico, Françoiz Breut | 4:27 | |
| Storm Across the Sea | Chuck Prophet | 4:16 | |
| Marie | Townes Van Zandt, Willie Nelson | 4:59 | |
| House Of The Rising Sun | The Be Good Tanyas | 3:49 | |
| Dark Eyes | Iron & Wine, Calexico | 4:29 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
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| Lost Love | Giant Sand | 3:40 | |
| Bend to the Road | Calexico | 3:17 | |
| Is It Like Today | Eliza Gilkyson | 5:49 | |
| I'm a Mess | Nick Lowe | 3:10 | |
| Death Is Not the End | Nick Cave & The Bad Seeds | 4:26 | |
| Beyond the Shore | Willard Grant Conspiracy | 3:13 | |
| Sally Ann - Remastered Version | Natalie Merchant | 5:49 | |
| Here Come the Philistines - Fixed | T Bone Burnett | 3:31 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| The Whiskey Makes You Sweeter | Laura Cantrell | 5:07 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Flirted With You All My Life | Vic Chesnutt | 4:41 | |
| Guilty As a Saint | Chuck Prophet | 3:52 | |
| What Was It You Wanted - Live at Madison Square Garden, New York, NY - October 1992 | Willie Nelson | 5:46 | |
| Me & Jiggs | Josh Ritter | 3:04 | |
| Wonderful Life | The Felice Brothers | 4:02 | |
| Down on the Lower East Side | Justin Townes Earle | 3:06 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Both Sides Now | Willie Nelson | 3:01 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| For The Turnstiles | The Be Good Tanyas | 4:26 | |
| Am I That Lonely Tonight? | Justin Townes Earle | 3:04 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Chicago | Ramsay Midwood | 4:50 | |
| Just Dropped In (To See What Condition My Condition Was In) | Willie Nelson | 3:42 | |
| Tell Me It Ain't So | Micah P. Hinson | 4:09 | |
| He Was A Friend Of Mine | Willie Nelson | 4:39 | |
| Tower Of Song | Martha Wainwright | 3:44 | |
