| East Side Blues | Frankie Lee | 5:30 | |
| I'm the Loneliest Man I Ever Met | Kinky Friedman | 2:48 | |
| Frank's Tavern | Calexico | 4:28 | |
| The L&N Don't Stop Here Anymore | Billy Bragg, Joe Henry | 4:29 | |
| Just Dropped In | Mickey Newbury | 4:15 | |
| Every Time You Leave | Shelby Lynne, Allison Moorer | 2:23 | |
| May We Love | Grayson Capps | 5:03 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| When the Night Falls (with Ry Cooder) - 2006 Remaster | T Bone Burnett, Ry Cooder | 3:57 | |
| Railroad Bill | Billy Bragg, Joe Henry | 2:49 | |
| No Regrets - 2008 Remaster | Tom Rush | 3:51 | |
| Shenandoah | Mickey Newbury | 3:42 | |
| Can You See Her in My Eyes | The Weather Station, Daniel Romano | 3:32 | |
| I Cast a Lonesome Shadow | Charley Crockett | 3:06 | |
| Too Sick To Pray | Phosphorescent | 2:37 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| She's a River | Gurf Morlix | 4:28 | |
| A Certain Kind Of Memory | Kacy & Clayton | 4:44 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Dishes | Jeffrey Foucault | 3:57 | |
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| White Light / White Heat | Ralph Stanley | 1:38 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Over You | T Bone Burnett | 2:20 | |
| Tell Ol' Bill | Bob Dylan | 5:06 | |
| Roll Julia | The Deep Dark Woods | 3:03 | |
| Silent Passage | Marlon Williams | 3:04 | |
| After You're Gone | Iris DeMent | 4:04 | |
| Life is Fine | Tom Rush | 3:39 | |
| If You Want Me To, I’ll Go | Mickey Newbury | 3:38 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Wave | Alejandro Escovedo | 5:26 | |
| Drinking With A Friend | Doug Paisley | 4:18 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Flowers on My Grave | The Revenants | 3:49 | |
| Indiana Rose | Barna Howard | 4:29 | |
| Our Little Town | Blaze Foley | 5:11 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| What of Alicia | Terry Allen | 5:03 | |
| Running to You | Tami Neilson | 3:50 | |
| Shanty Man's Life | Mark Lanegan | 3:10 | |
| You're a Loser | Delaney Davidson | 3:11 | |
| Ol' 55 | Shelby Lynne, Allison Moorer | 5:29 | |
| Wide River To Cross | Levon Helm | 4:51 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Get What You Give | Mick Flannery | 3:10 | |
| Wildflowers | Chris Hillman | 2:51 | |
| That's How Strong My Love Is | Steve Young | 3:41 | |