| Boots of Spanish Leather | Nanci Griffith | 6:13 | |
| Where Does The Time Go? | Karen Peris, Mike Bitts, Don Peris, The Innocence Mission | 3:31 | |
| Hearts and Bones | Paul Simon | 5:39 | |
| The Eye | Waxahatchee | 4:18 | |
| Every Time the Sun Comes Up | Sharon Van Etten | 4:22 | |
| For The Rabbits | Caitlin Rose | 4:51 | |
| After the Gold Rush | k.d. lang | 4:00 | |
| Urge for Going - 2008 Remaster | Tom Rush | 5:51 | |
| The Poet Game | Greg Brown | 5:32 | |
| Heart Like a Wheel | Kate & Anna McGarrigle | 3:12 | |
| Break the Spell | Courtney Marie Andrews | 4:22 | |
| Far, Far Away - 2017 Remaster | Wilco | 3:20 | |
| Shelley My Love | Nick Lowe | 3:14 | |
| Something To Believe In | King Creosote | 3:14 | |
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| Deeper Well (#1) | Emmylou Harris | 2:18 | |
| Giant of Illinois | The Handsome Family | 3:03 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Gravity of the Situation | Vic Chesnutt | 4:09 | |
| Wonderful Life | The Felice Brothers | 4:02 | |
| Frightened By The Sound | Justin Townes Earle | 3:45 | |
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| The Roundabout | Ryley Walker | 4:41 | |
| Silver Raven | Gene Clark | 4:53 | |
| Goin' Back to Harlan | Emmylou Harris | 4:52 | |
| Am I That Lonely Tonight? | Justin Townes Earle | 3:04 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Slate | Uncle Tupelo | 3:24 | |
| Cosmonaut (feat. Emmylou Harris) | The Bootleggers, Emmylou Harris | 3:42 | |
| Helpless | Crosby, Stills, Nash & Young | 3:37 | |
| Doralee | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 4:10 | |
| Detroit or Buffalo | Barbara Keith | 4:31 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Reason to Believe | Karen Dalton | 2:24 | |
| Betting On Trains | Hem | 2:44 | |
| Deeper Well (#3) | Emmylou Harris | 3:04 | |
| Anew Day | Mary Margaret O'Hara | 3:13 | |
| Right Now | Mark Knopfler, Emmylou Harris | 3:32 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Eisler On The Go | Billy Bragg, Wilco | 2:57 | |
| Engine To Turn | Tift Merritt | 2:51 | |
| Biloxi | Ted Hawkins | 4:41 | |
| Percy's Song | Fairport Convention | 6:52 | |
| Flying Cowboys | Rickie Lee Jones | 5:05 | |
| Nick Of Time | Bonnie Raitt | 3:52 | |
| If This Is Goodbye | Mark Knopfler, Emmylou Harris | 4:44 | |
| Birds And Ships | Billy Bragg, Wilco, Natalie Merchant | 2:15 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Trouble | Yusuf / Cat Stevens | 2:52 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |