| Renegade Picker | Steve Young | 3:10 | |
| Cornbread | The Band Of Heathens | 4:45 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| Borderless Love | The Flatlanders | 3:16 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Loretta | Luke Bell | 3:58 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| Karla Faye | Mary Gauthier | 4:39 | |
| I Can't Dance - 2006 Remaster | Gram Parsons | 2:24 | |
| I Pity the Mother and the Father (When the Kids Move Away) | Amazing Rhythm Aces | 2:07 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Hank Williams Said It Best | Guy Clark | 4:43 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Downtown Tonight | John Gorka | 3:05 | |
| Oval Room | Blaze Foley | 4:04 | |
| Help Me Now | Chris Smither | 3:36 | |
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| Midnight Train | David Rawlings | 3:18 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| East of Eden | Tom Rush | 3:29 | |
| Boomtown | Greg Brown | 3:19 | |
| Carmelita | Warren Zevon | 3:34 | |
| Snake Farm | Ray Wylie Hubbard | 3:53 | |
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | |
| A Prayer Like Any Other (For Nikke) [feat. Fats Kaplin] | Kieran Kane, Kevin Welch, Fats Kaplin | 3:45 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Somebody Else's Troubles | Steve Goodman | 3:43 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Drunken Poet's Dream | Ray Wylie Hubbard | 4:20 | |
| Pretty Boy Floyd (with John Leventhal) | Rosanne Cash, John Leventhal | 3:45 | |
| Turn for the Worse | The Bottle Rockets | 2:57 | |
| Windfall - 2015 Remaster | Son Volt | 2:59 | |
| Worrisome Years | Greg Brown | 4:08 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Green Mountains and Me | Slaid Cleaves | 3:44 | |
| Three Men Stood Tall | Tom T. Hall, Guy Clark, CB Stubblefield, Steve Fromholz | 2:50 | |
| It'll Shine When It Shines | The Ozark Mountain Daredevils | 3:38 | |
| I Drink | Mary Gauthier | 4:30 | |
| Home Grown Tomatoes - Live | Country's Family Reunion, Guy Clark | 1:09 | |
| I'm A One Woman Man | Steve Young | 2:13 | |
| Horses | Slaid Cleaves | 3:12 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |