| All These Blues Go Walkin' By (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 3:21 | |
| Swimming Song | Kate & Anna McGarrigle | 2:29 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Willin' | Little Feat | 2:54 | |
| Old Shoes | Tom Waits | 4:25 | |
| It Is What It Is | Malcolm Holcombe, Iris DeMent | 5:00 | |
| I Remember Everything | John Prine | 2:43 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Two Seconds | Laura Cantrell | 3:58 | |
| Way Over Yonder | The Small Glories | 4:41 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| The Brand New Tennessee Waltz | Jesse Winchester | 3:08 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| American Tune | Paul Simon | 3:45 | |
| Hello in There | John Prine | 4:32 | |
| Love Minus Zero/No Limit - Live | Eliza Gilkyson | 3:57 | |
| In the Pines | Billy Bragg, Joe Henry | 3:31 | |
| Please Help Me, I'm Falling | Kieran Kane, Rayna Gellert | 3:34 | |
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| Wasteland of the Free | Iris DeMent | 5:15 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Your Mother And I | Loudon Wainwright III | 2:33 | |
| Midnight Special | Willie Watson | 4:38 | |
| Leaning On the Everlasting Arms | Iris DeMent | 2:53 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| That's the Way That the World Goes 'Round | John Prine | 3:20 | |
| Higher Ground | Iris DeMent | 3:34 | |
| Buffalo Gals Redux | Eliza Gilkyson | 2:39 | |
| The Beast in Me | Nick Lowe | 2:28 | |
| Carmelita | Warren Zevon | 3:34 | |
| Dark As A Dungeon | Merle Travis | 3:59 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| I Make The Dough, You Get The Glory | Kathleen Edwards | 4:37 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Blackbird | Mary McCaslin | 2:25 | |
| In The Real West | Tish Hinojosa | 2:48 | |
| Wild Horses | The Flying Burrito Brothers | 6:20 | |
| If I Needed You | Townes Van Zandt | 3:44 | |
| Hang Me, Oh Hang Me | Dave Van Ronk | 3:10 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Mercy Now | Mary Gauthier | 5:50 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Revenge Of Scorpio | Ted Hawkins | 2:45 | |
| Love At The Five & Dime | Nanci Griffith | 4:39 | |
| Early Mornin' Rain | Gordon Lightfoot | 3:08 | |
| (I’m Gonna Get Over This) Some Day | Logan Ledger | 2:52 | |
