| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| The Dutchman | Steve Goodman | 4:19 | |
| Sweet Georgia | Malcolm Holcombe | 3:17 | |
| Last Night Of The World | Bruce Cockburn | 4:51 | |
| Beyond the Iron Gate | Richard Shindell | 4:32 | |
| Gentle Arms of Eden | Dave Carter, Tracy Grammer | 3:03 | |
| Desert Flowers | Amanda Anne Platt & the Honeycutters | 5:09 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Che Guevara T-Shirt | Richard Shindell | 5:27 | |
| Ruby and Carlos | James McMurtry | 6:35 | |
| The Blue Whale | Jack Hardy, Brian Mitchell, Eddy Lawrence, Richard Shindell, David Massengill, Richard Meyer, Jeff Wilkinson | 3:37 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Clear Blue Eyes | Amos Lee | 3:23 | |
| Land of the Bottom Line | John Gorka | 3:33 | |
| The Ballad Of Mary Magdalene | Richard Shindell | 5:02 | |
| Swimming Song | Lucy Kaplansky | 3:01 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Power and Glory | Dave Carter, Tracy Grammer | 2:45 | |
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| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Hazel's House | Richard Shindell | 3:20 | |
| Carolina in the Pines (with Indigo Girls) | Alison Brown, Indigo Girls | 4:57 | |
| Come See About Me | Tom Rush | 2:50 | |
| These Hills | Iris DeMent | 3:40 | |
| Deep Water | Amy Helm | 4:08 | |
| One of Us Must Know (Sooner or Later) (Live) | Old Crow Medicine Show | 4:59 | |
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | |
| Make My Mind Up | Molly Tuttle | 3:31 | |
| To Live Is To Fly | Cowboy Junkies | 4:53 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| I Still Miss Someone | Darrell Scott, Danny Thompson, Kenny Malone | 4:13 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| Dublin Boys | Antje Duvekot | 3:27 | |
| One Foot in the Grave | Kieran Kane, Rayna Gellert | 3:00 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| Time Between Trains | Susan Werner | 5:15 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Gentle Soldier of My Soul | Dave Carter, Tracy Grammer | 3:28 | |
| Cathedrals | Cry Cry Cry | 3:36 | |
| Thunder Road | Sara Watkins | 4:58 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Farewell to St. Dolores (feat. Lucy Kaplansky & Richard Shindell) | Pine Hill Project, Lucy Kaplansky, Richard Shindell | 5:11 | |
