| Lucky Stars | Christopher Paul Stelling | 3:39 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | |
| Misty Morning Rain | Ray LaMontagne | 5:39 | |
| I Sang The Song | Mac Wiseman, John Prine, Peter Cooper, Thomm Jutz | 3:35 | |
| Decent Man | James McMurtry | 4:48 | |
| Virgin Guitar | John Craigie | 3:47 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| I Hope That I Don't Fall In Love With You | Tom Waits | 3:53 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Adios to California | John Hiatt | 3:47 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Rocky Mountain Healin' | Ray LaMontagne | 4:15 | |
| I Am the Road | The Cactus Blossoms | 2:47 | |
| Angel Dream (No. 2) | Tom Petty and the Heartbreakers | 2:28 | |
| Train Song | Watchhouse | 2:02 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Father | Robert Ellis | 4:57 | |
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| Mississippi | The Cactus Blossoms | 4:01 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| Mexican Home (feat. John Prine) | Chris Knight, John Prine | 5:05 | |
| It's Been A Long Time | Fred Eaglesmith | 2:52 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| I Don't Know That Guy | Greg Brown | 4:49 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| Let the Mystery Be | Iris DeMent | 2:46 | |
| It's a Big Old Goofy World | John Prine | 5:10 | |
| Echo | Watchhouse | 3:21 | |
| Strange Fascination | Chatham County Line, Sharon Van Etten | 4:18 | |
| Knockin' on Your Screen Door | John Prine | 2:19 | |
| Only a River | Bob Weir | 5:28 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| Thoughts and Prayers | Drive-By Truckers | 5:21 | |
| Look at Miss Ohio | Gillian Welch | 4:14 | |
| Spring Wind | Greg Brown | 4:34 | |
| Only Love | John Prine | 3:29 | |
| Honey on My Tongue | Steep Canyon Rangers | 3:23 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Worried Mind | Eilen Jewell | 3:15 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| King Of California | Dave Alvin | 4:50 | |
| Empty Spaces | Mary Gauthier | 3:43 | |
| Follow | Richie Havens | 6:20 | |
| The Weary Kind | Ryan Bingham | 4:18 | |
| Eachother [Feat. Jackson Browne, Marcus King, & Lucius] | Grace Potter, Jackson Browne, Marcus King, Lucius | 4:02 | |
| Long Black Veil | Rosanne Cash, Jeff Tweedy | 3:10 | |