| Time Stands Still | Chris Smither | 3:45 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| Cowboy Singer | Dave Carter, Tracy Grammer | 3:44 | |
| Misery and Gin | Jaime Wyatt | 4:24 | |
| Norrtalje Prison | Chip Taylor, The New Ukrainians | 6:29 | |
| God's Acre | Kimmie Rhodes | 3:35 | |
| Waltzing's For Dreamers | Carrie Rodriguez | 3:26 | |
| Leave The Light On | Chris Smither | 3:47 | |
| You Don't Have the Heart for It | Red Molly | 3:49 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Out of the Snow - Remastered | Amazing Rhythm Aces | 3:37 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Why They Name Whiskey After Men | Dawn Landes | 3:27 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Chilly Winds | John Stewart | 3:35 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| Mrs. Hank Williams | Fred Eaglesmith | 4:04 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| Elzick's Farewell | Chip Taylor, Carrie Rodriguez | 6:12 | |
| Willin' | Richard Shindell | 3:15 | |
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| God's Own Yodeler | Slaid Cleaves | 3:49 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Forever and Always | Sam Outlaw, Sarah Darling | 2:59 | |
| Ain't Who I Was | Bonnie Bishop | 4:06 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Son of Man | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| In Chicago | Amy Speace | 3:42 | |
| Pretty One More Time | Greg Brown | 5:14 | |
| Without Her | Slaid Cleaves | 2:41 | |
| Slow Country Dance | Mary Chapin Carpenter | 4:00 | |
| The Gift | Lucy Kaplansky | 3:43 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Killing the Blues | Chris Smither | 5:49 | |
| Three Minute Love Affair | Whitney Rose | 3:32 | |
| Blue Eyes Crying in the Rain | Eva Cassidy | 3:00 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| I Know Dark | Chip Taylor, The New Ukrainians | 4:17 | |
| The Ransom | Madison Violet | 3:37 | |
| True Love Ways | The Mavericks | 3:07 | |
| Lion In Winter | Hoyt Axton | 3:23 | |
| Maybe You Should've Been Listening | Jessi Colter | 4:36 | |
| Orphan Girl - Live | Holly Williams, Chris Coleman | 3:52 | |
| Love Chooses You | Laurie Lewis | 4:28 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| If You Were A Bluebird - 2022 Remaster | Joe Ely | 2:58 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |