| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Mother Earth | Willie Watson | 3:36 | |
| Pilgrim's Progress | Kris Kristofferson | 2:14 | |
| How Am I Ever Gonna Be Me? | Scott Miller | 4:14 | |
| Biloxi | Jesse Winchester | 3:19 | |
| Song of the Bird | The Cactus Blossoms | 2:29 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Something Fine - Remastered | Jackson Browne | 3:48 | |
| La Despedida (The Parting) | Terry Allen | 5:03 | |
| Romeo's Tune | Nicki Bluhm | 3:53 | |
| Man Over | Robinella and the CCstringband | 3:57 | |
| Pinnacle Mountain Silver Mine | Jake Xerxes Fussell | 4:18 | |
| Back Home Again | Old Crow Medicine Show | 4:22 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Shooting Star | Danny O'Keefe | 2:39 | |
| I Don't Always Miss You | Dan Reeder | 2:31 | |
| Pay No Attention to Alice | Patterson Hood | 3:11 | |
| Old Time River Man | Robert Ellis, Courtney Hartman | 3:45 | |
| Tortilla Moon | Scott Ballew | 3:24 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Midnight Train | David Rawlings | 3:18 | |
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| Stadium Inn | Jonny Fritz | 2:44 | |
| Somebody Else's Troubles | Steve Goodman | 3:43 | |
| Stagger Mountain Tragedy | Kris Kristofferson | 2:53 | |
| Nothing's Right | Will Stewart | 2:52 | |
| Highway Song | Aztec Two-Step | 6:38 | |
| Star Girl | Jake Xerxes Fussell | 4:04 | |
| Out on the Rise | The Deslondes | 5:11 | |
| Rachel's Song | James McMurtry | 4:39 | |
| Raft to Freedom | Dan Reeder | 1:21 | |
| Don't Deny | John Craigie | 3:33 | |
| Mary | Kassi Valazza | 7:05 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| There Oughta Be a Law Against Sunny Southern California (Jabo I, II, III) | Terry Allen | 4:29 | |
| A Losing Song | Daniel Romano | 3:30 | |
| I'm A One Woman Man | Steve Young | 2:13 | |
| Goin' Down To Memphis - Demo Version | John Martyn | 3:01 | |
| I Don't Dream Anymore | Logan Ledger | 3:58 | |
| Song Of Love And Peace | Cowboy | 2:39 | |
| Sympathy For A Train | Jamie Oldaker, Willis Alan Ramsey | 6:25 | |
| Four Days Of Rain | The Flying Burrito Brothers | 3:39 | |
| Dump The Dog | Loudon Wainwright III | 2:08 | |
| Dallas | Jimmie Dale Gilmore, The Flatlanders | 2:48 | |
| That's How Strong My Love Is | Steve Young | 3:41 | |
| You Can't Always Get What You Want | Bill Morrissey, Greg Brown | 4:46 | |
| Heaven's Toll | Ramsay Midwood | 3:02 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |