| Where I'm From | Shelby Lynne | 3:50 | |
| Torn and Wrinkled | Malcolm Holcombe, Iris DeMent | 3:15 | |
| She Thinks I Still Care | Teddy Thompson | 3:46 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| Pretty Girl | Diana Jones | 3:10 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| East of Eden | Tom Rush | 3:29 | |
| Here in California | Kate Wolf | 5:30 | |
| I'm a Mess | Nick Lowe | 3:10 | |
| The Silver Tongued Devil and I | Kris Kristofferson | 4:17 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | |
| Willin' | Richard Shindell | 3:15 | |
| Boots of Spanish Leather | Nanci Griffith | 6:13 | |
| Espiritu Santo Bay | Kimmie Rhodes | 5:03 | |
| To Beat the Devil | Kris Kristofferson | 4:41 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Take It Easy | Jackson Browne | 3:51 | |
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| Life is Fine | Tom Rush | 3:39 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Two Little Feet | Greg Brown | 4:50 | |
| That's All It Took - 2002 Remaster | Gram Parsons | 3:01 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| No Time to Cry | Iris DeMent | 6:48 | |
| Everybody Knows | The Jayhawks | 4:10 | |
| Buckets of Rain - Live | Neko Case | 2:48 | |
| Dreams Like This | Greg Trooper | 3:42 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Doncha Miss That Water | Malcolm Holcombe | 2:45 | |
| Billy 4 | Gretchen Peters | 5:36 | |
| My Town | Kate & Anna McGarrigle | 3:00 | |
| It's Just You (with Iris Dement) | Keith Sykes, Iris DeMent | 3:21 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Postcard from Mexico | Kieran Kane, Kevin Welch, Fats Kaplin | 2:34 | |
| Vinyl Records | Todd Snider | 2:29 | |
| Tennessee Whiskey | Harry Dean Stanton | 2:19 | |
| Wreck You | Lori McKenna | 3:18 | |
| Broken | Tift Merritt | 3:44 | |
| Please Be With Me | Cowboy | 3:42 | |
| Train Leaves Here This Mornin | Dillard & Clark | 3:48 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| I Can't Get You Off Of My Mind | Bob Dylan | 2:55 | |
| Wide River To Cross | Levon Helm | 4:51 | |
| Tomorrow Is A Long Time | Sandy Denny | 3:54 | |
| I Love It When She Lies | Greg Trooper | 3:32 | |