| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Carved In Stone | The Subdudes | 3:14 | |
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Drag Queens In Limousines | Mary Gauthier | 5:39 | |
| Shut It Tight (with Richard Thompson) - 2006 Remaster | T Bone Burnett, Richard Thompson | 2:58 | |
| Angeline | James McMurtry | 4:04 | |
| Cocaine - 2018 Remaster | Jackson Browne | 4:53 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Bright Side Of The Road | Raul Malo, Pat Flynn, Rob Ickes | 4:18 | |
| San Francisco Mable Joy | Mickey Newbury | 6:48 | |
| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| The Man Who Comes Around | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 3:23 | |
| Take It Easy | Jackson Browne & David Lindley | 4:13 | |
| Our Town | Iris DeMent | 5:00 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Postcard from Mexico | Kieran Kane, Kevin Welch, Fats Kaplin | 2:34 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Country Home | Jesse Colin Young | 4:04 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
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| It Makes No Difference | Shannon McNally | 5:27 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| The Devil's Real | Chris Smither | 4:59 | |
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | |
| Oh Marianne | Peter Wolf | 4:19 | |
| You Made Me Feel for You | Shannon McNally | 2:57 | |
| Orphan of the Storm | Mudcrutch | 4:06 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Get Together - SongAid | Jesse Colin Young, Steve Miller | 4:49 | |
| Good Times | Ray Bonneville | 3:55 | |
| Every Time You Leave | Shelby Lynne, Allison Moorer | 2:23 | |
| Sad Eyed Lady of the Lowlands (Live) | Old Crow Medicine Show | 9:27 | |
| Vinyl Records | Todd Snider | 2:29 | |
| She Thinks I Still Care | Teddy Thompson | 3:46 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Jukebox | The Honeycutters | 4:36 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Wrote A Song For Everyone | Mavis Staples | 3:47 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Killing the Blues | Chris Smither | 5:49 | |
| Humble & Kind | Lori McKenna | 4:03 | |
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | |
| Out of the Snow - Remastered | Amazing Rhythm Aces | 3:37 | |
| Rocks into Sand | Bill Kirchen | 3:26 | |
| If I Needed You | Townes Van Zandt | 3:44 | |
| Please Be With Me | Cowboy | 3:42 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |