| Circus of Life | Kinky Friedman | 3:33 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Rocks into Sand | Bill Kirchen | 3:26 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| It's Just You (with Iris Dement) | Keith Sykes, Iris DeMent | 3:21 | |
| Faraway Eyes | The Handsome Family | 4:26 | |
| Deportees | Arlo Guthrie | 3:50 | |
| To Beat the Devil | Kris Kristofferson | 4:41 | |
| Do It | Jesse Winchester | 1:27 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Hearts on Fire - 2002 Remaster | Gram Parsons | 3:52 | |
| Bigger Boat (feat. Randy Newman) | Brandy Clark, Randy Newman | 3:34 | |
| The Poet Game | Greg Brown | 5:32 | |
| It Is What It Is | Malcolm Holcombe, Iris DeMent | 5:00 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Barbershop Blue | Mirabelle Defoe | 3:16 | |
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| You Must Go | Lilly Hiatt | 5:02 | |
| Here in California | Kate Wolf | 5:30 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| North | Blackie & The Rodeo Kings | 3:20 | |
| Like a White Stone | Iris DeMent | 3:42 | |
| Ford Econoline | Chuck Prophet | 3:41 | |
| Life is Fine | Tom Rush | 3:39 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Warriors Of Love | Iris DeMent | 5:39 | |
| Valerie | Patti Scialfa | 4:58 | |
| Guadalupe | Gretchen Peters | 5:39 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Boomtown | Greg Brown | 3:19 | |
| I Ain't Got No Home | Bruce Springsteen | 3:40 | |
| Hickory Wind - Alternate Version | Gram Parsons | 4:15 | |
| I Was in the House When the House Burned Down | Warren Zevon | 3:04 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| People Get Old | Lori McKenna | 3:42 | |
| It Must Be Someone Else’s Fault | Courtney Marie Andrews | 3:18 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Geronimo | Shannon McNally | 3:50 | |
| I Drink | Mary Gauthier | 4:30 | |
| It'll Shine When It Shines | The Ozark Mountain Daredevils | 3:38 | |
| Cold & Bitter Tears | Ted Hawkins | 2:14 | |
| Till The Rivers All Run Dry | Pete Townshend, Ronnie Lane | 3:52 | |
