| Someone to Weep for Me | Bonny Light Horseman, Anaïs Mitchell, Eric D. Johnson, Josh Kaufman | 3:21 | |
| A Case of You | Tristen | 4:20 | |
| Till I See You Again | Mary Gauthier | 3:44 | |
| I’m In Asheville | John Hiatt, Jerry Douglas | 3:26 | |
| Keep It on A Burner | Margo Cilker | 4:27 | |
| That's All I Know About Arkansas | John Leventhal, Rosanne Cash | 3:39 | |
| What Am I Living For | Cat Clyde, Jeremie Albino | 2:42 | |
| If I Wanted To | Doug Paisley | 2:53 | |
| Whole | Sunny War | 3:19 | |
| Queen Of Spades | Julianna Riolino | 4:06 | |
| Kathy | Luther Dickinson, Allison Russell, Birds of Chicago | 4:17 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Front Porchin' | Parker Millsap | 3:53 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| The Whole Night Sky - Alternate Version | Bruce Cockburn | 3:49 | |
| The Spur | Joan Shelley | 3:52 | |
| America | Courtney Marie Andrews, Molly Sarlé, Liz Cooper | 4:11 | |
| A Lifetime to Find | Wilco | 4:07 | |
| Some Strange Notion | Rachel Baiman | 2:42 | |
| In Fields | Josh Ritter | 2:55 | |
| Beautiful Man | Alison Prestwood, Rodney Crowell | 4:34 | |
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| Hand Over My Heart | The Secret Sisters | 4:17 | |
| Simply Belong To You | Shinyribs | 3:02 | |
| Liquor And Love | Theo Lawrence | 2:20 | |
| Gentle On My Mind | Dylan LeBlanc | 4:05 | |
| California | Bonny Light Horseman, Anaïs Mitchell, Eric D. Johnson, Josh Kaufman | 3:16 | |
| New View | H.C. McEntire | 3:21 | |
| Lonely Time | Chris Smither | 3:22 | |
| Home | Joan Shelley | 4:24 | |
| Shipwreck Man | Andrew Combs | 2:21 | |
| Truckers and Troubadours | Mary Gauthier | 3:47 | |
| Chimayo | Nikki Lane | 3:21 | |
| Tragic Head | Daniel Romano, The Outfit | 4:08 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| That Just About Does It | Kristina Murray, Logan Ledger | 3:48 | |
| Joke’s On Me | Rachel Baiman | 2:46 | |
| The Storm | Dori Freeman | 3:07 | |
| Upside Down | Watchhouse | 4:08 | |
| The Last Tear | Lilly Hiatt | 3:31 | |
| Ready To Move On | Rodney Crowell | 4:14 | |
| Went to See the Gypsy | The Cactus Blossoms | 3:12 | |
| Drowning in Plain Sight | The Delines | 4:44 | |
| Sold My Soul | Cut Worms | 6:11 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| We Used to Live Here | Fruit Bats | 2:44 | |
| Stoplight Kisses | The Cactus Blossoms | 2:16 | |
| Miss Fort Erie | Hayden | 4:28 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |