| Right Down The Line | Lucius | 3:55 | |
| Bless Your Foolish Heart | Jesse Winchester | 3:09 | |
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| I Will Be Your Shield | Billy Bragg | 3:31 | |
| Scare Me to Death | Joe Henry | 4:54 | |
| You Turn Me On, I'm a Radio - Acoustic | Aoife O'Donovan | 3:21 | |
| Cowboy Romance | Natalie Merchant | 6:07 | |
| Blue River | Eric Andersen | 4:45 | |
| My Favorite Picture of You | Guy Clark | 3:32 | |
| What's So Funny 'Bout Peace, Love and Understanding? | Nick Lowe | 4:03 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| Mission | Joe Henry | 3:42 | |
| Restless Farewell | Mark Knopfler | 5:51 | |
| Levi Stubbs' Tears | Billy Bragg | 3:31 | |
| All of My Memories | Kathleen Edwards | 4:56 | |
| Since You Went Away | Kris Delmhorst | 3:06 | |
| Quiet Corners & Empty Spaces | The Jayhawks | 3:06 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
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| Forgive Me Annabelle | Rodney Crowell | 4:10 | |
| You Can Close Your Eyes - 2019 Remaster | James Taylor | 2:29 | |
| Jersey Girl | Tom Waits | 5:11 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
| When My Morning Comes Around | Iris DeMent | 3:51 | |
| L.A. Freeway | Guy Clark | 4:56 | |
| Unforgiven | Tim Hardin | 3:22 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Goodnight Irene | Kelly Joe Phelps | 5:39 | |
| Human Thing | The Be Good Tanyas | 4:08 | |
| Love Is Our Cross To Bear | John Gorka | 4:16 | |
| House Carpenter | Natalie Merchant | 6:00 | |
| I Ain't Got No Home | Bruce Springsteen | 3:40 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| God I'm Missing You | Rodney Crowell | 3:54 | |
| The Dutchman | John Gorka | 4:48 | |
| Hallelujah (Iām a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Graceland | Justin Townes Earle | 3:14 | |
| The Littlest Birds | The Be Good Tanyas | 4:09 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Lay Me Down | Crosby & Nash | 3:36 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| Song That I Know | Joe Henry | 4:34 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
| Someday Some Morning Sometime | Billy Bragg, Wilco | 2:51 | |
| Roll On | The Little Willies | 3:06 | |