| Six O'Clock News | John Prine | 2:51 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| A Life of Illusion | Joe Walsh | 3:30 | |
| One Toke Over the Line | Brewer & Shipley | 3:19 | |
| Adios to California | John Hiatt | 3:47 | |
| Corinna - From "The Natch'l Blues" | Taj Mahal | 3:02 | |
| When I Get to Heaven | John Prine | 3:42 | |
| Oval Room | Blaze Foley | 4:04 | |
| Look at Miss Ohio | Gillian Welch | 4:14 | |
| Take It Easy - 2013 Remaster | Eagles | 3:31 | |
| Codeine | Jason Isbell and the 400 Unit | 5:44 | |
| Canola Fields | James McMurtry | 4:49 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| Crossing Muddy Waters | John Hiatt | 4:05 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| Bears | Lyle Lovett | 3:05 | |
| Into the Mystic - 2013 Remaster | Van Morrison | 3:25 | |
| My Sweet Annette | Drive-By Truckers | 3:51 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| (Looking For) The Heart Of Saturday Night | Tom Waits | 3:53 | |
| I Can Help | Charley Crockett | 3:38 | |
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| Dallas | The Flatlanders | 3:01 | |
| Caroline (feat. Belle Plaine) | Colter Wall, Belle Plaine | 2:53 | |
| That's the Way That the World Goes 'Round | John Prine | 3:20 | |
| Domino - 1999 Remaster | Van Morrison | 3:09 | |
| Amie | Pure Prairie League | 4:19 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| How Lucky | Kurt Vile, John Prine | 3:23 | |
| Big Cheeseburgers & Good French Fries | Blaze Foley | 2:14 | |
| Stay with Me | Faces | 4:39 | |
| Sweet Revenge | John Prine | 2:41 | |
| How To Forget | Jason Isbell | 4:04 | |
| To Be Young (Is to Be Sad, Is to Be High) | Ryan Adams | 3:04 | |
| Forget the Flowers - 2017 Remaster | Wilco | 2:45 | |
| I'm On Fire | Town Mountain | 3:33 | |
| Suite: Judy Blue Eyes - 2005 Remaster | Crosby, Stills & Nash | 7:24 | |
| She Is My Everything | John Prine | 4:25 | |
| Last Of My Kind | Jason Isbell and the 400 Unit | 4:22 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Gone | John Hiatt | 2:57 | |
| Coal Miner's Daughter - Single Version | Loretta Lynn | 3:00 | |
| Gypsy Moth | Hoyt Axton | 3:15 | |
| Ain't Wastin' Time No More | Allman Brothers Band | 3:41 | |
| The Night They Drove Old Dixie Down | Joan Baez | 3:26 | |
| No Hard Feelings | The Avett Brothers | 5:14 | |
| After Midnight | J.J. Cale | 2:23 | |
| Where Rainbows Never Die | The Steeldrivers | 3:49 | |
| Matty Groves | Doc Watson | 6:07 | |
| I Think I'll Just Stay Here And Drink | Merle Haggard | 3:50 | |
