| Life Has Its Little Ups And Downs | Charlie Rich | 3:41 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| Adios to California | John Hiatt | 3:47 | |
| The Junkie and the Juicehead, Minus Me | Kris Kristofferson | 3:21 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Highwayman | Willie Nelson, Kris Kristofferson, Shooter Jennings, Jamey Johnson | 3:06 | |
| Just the Other Side of Nowhere | Kris Kristofferson | 3:36 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Ghost Of Tom Joad | Pete Seeger, Bruce Springsteen | 4:26 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| When A Cowboy Trades His Spurs For Wings | Gillian Welch, David Rawlings | 3:03 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Four Strong Winds | Conor Oberst, Gillian Welch, Dave Rawlings | 4:24 | |
| Out of the Snow - Remastered | Amazing Rhythm Aces | 3:37 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
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| Six White Horses | Gillian Welch | 3:38 | |
| Nobody Wins | Kris Kristofferson | 4:06 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| King Of The Road | Roger Miller | 2:24 | |
| Hard Promises to Keep | Kimmie Rhodes | 4:49 | |
| Home Is Where The Hurt Is | JP Harris | 3:10 | |
| I Got a Pig in a Pen | Ralph Stanley, Gillian Welch, Dave Rawlings | 1:58 | |
| Tell the Devil I'm Gettin' there as Fast as I Can | Ray Wylie Hubbard | 5:47 | |
| Angel Flight | Darden Smith | 3:59 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Yup | David Rawlings | 4:33 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| One Too Many Mornings | The Highwaymen, Willie Nelson, Johnny Cash, Waylon Jennings, Kris Kristofferson | 2:35 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| Steel Rail Blues | Gordon Lightfoot | 2:49 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Who's Gonna Feed Them Hogs | Tom T. Hall | 2:36 | |
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | |
| Something To Me | Tift Merritt | 4:09 | |
| Bound For Glory | Neil Young | 5:48 | |
| Alabama Song | Allison Moorer | 3:53 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| The Bottle Let Me Down | Merle Haggard & The Strangers | 2:48 | |
