| Roll Um Easy | Little Feat | 2:31 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| What They Say | Chris Smither | 2:46 | |
| Blue River | Eric Andersen | 4:45 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Snowin' on Raton | Gretchen Peters | 4:23 | |
| Tambourine Man | Gene Clark | 5:37 | |
| Tequila Sunrise - 2013 Remaster | Eagles | 2:53 | |
| Don't Know What I Was Thinking | Teddy Thompson | 3:40 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Man of God | Eliza Gilkyson | 4:27 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| The Water is Wide | John Gorka | 4:28 | |
| If I Should Fall Behind | Bruce Springsteen | 2:57 | |
| Don't Think Twice, It's Alright | Drew Holcomb & The Neighbors | 4:39 | |
| A Satisfied Mind | Eilen Jewell | 5:04 | |
| Prairie in the Sky | Gretchen Peters | 4:40 | |
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| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Lovin' in My Baby's Eyes | Taj Mahal | 2:40 | |
| Where I Go | Natalie Merchant | 4:02 | |
| Trouble | Ray LaMontagne | 4:01 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Emmylou | First Aid Kit | 4:18 | |
| Fire and Rain - 2019 Remaster | James Taylor | 3:23 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| Half A Million Miles | The Kennedys | 3:45 | |
| Suite: Judy Blue Eyes - 2005 Remaster | Crosby, Stills & Nash | 7:24 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Rainbow | Robert Plant | 4:16 | |
| Bells Of Rhymney | Chris Hillman | 3:47 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Gentle On My Mind | Alison Krauss | 3:34 | |
| Once Were Brothers | Robbie Robertson | 4:24 | |
| Harm's Swift Way | Robert Plant | 4:16 | |
| Streets Of London | Tony Rice | 4:00 | |
| Will I See You In Heaven | The Jayhawks | 3:39 | |
| Down Low | Teddy Thompson | 5:52 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| San Francisco Days | Chris Isaak | 2:58 | |
| Reason To Believe | Tim Hardin | 1:59 | |
| 1952 Vincent Black Lightning | Richard Thompson | 4:43 | |
| Going Where the Lonely Go | Robert Plant, Alison Krauss | 4:10 | |
| It'll All Work Out | Tom Petty and the Heartbreakers | 3:11 | |
| Some Other Time, Some Other Place | Peter Wolf | 3:49 | |