| Little Pink | Kaia Kater | 4:01 | |
| I'm Unfamiliar | Kacy & Clayton, Marlon Williams | 1:59 | |
| Rough Edges | Fred Eaglesmith | 4:04 | |
| I'm the Loneliest Man I Ever Met | Kinky Friedman | 2:48 | |
| Prairie Funeral | Brennen Leigh | 3:04 | |
| When the Roses Bloom Again | Laura Cantrell | 4:05 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Arahura | Kacy & Clayton, Marlon Williams | 4:00 | |
| Night Life | John Doe, The Sadies | 3:46 | |
| Mrs. Hank Williams | Fred Eaglesmith | 4:04 | |
| Danger and Dread | Brown Bird | 3:46 | |
| Sparrows and Sparrows | Malcolm Holcombe | 2:48 | |
| Voice on the Radio | Tim Easton | 2:44 | |
| Superlover | Luther Dickinson, Allison Russell, Birds of Chicago | 3:53 | |
| Weary Blues From Waiting | Darrell Scott, Tim O'Brien | 3:18 | |
| Down in the Woods | Malcolm Holcombe | 3:24 | |
| How the Mighty Have Fallen | Margo Price | 3:11 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Down to the Sound (Alternate Version) | Chris Smither | 2:59 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Stolen River | Delaney Davidson, Barry Saunders | 3:59 | |
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| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| As I Roved Out | The Deep Dark Woods | 4:07 | |
| I Know A Jeweller | Marlon Williams | 2:36 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Racing Through the Night | Delaney Davidson | 3:43 | |
| Words of December | Malcolm Holcombe | 3:42 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Poison Song | Delaney Davidson | 3:27 | |
| Brother with the Bleeding Heart | Bannerman | 3:47 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Down The Road | Eilen Jewell | 2:35 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Time Has Gone | Delaney Davidson | 4:01 | |
| Spirits, Angels, Or Lies | Riddy Arman | 4:23 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Same Old Stagolee | Justin Townes Earle | 3:41 | |
| These Blues | Eilen Jewell | 2:45 | |
| I Wonder Why | Kacy & Clayton, Marlon Williams | 2:05 | |
| One Red Morning | Barry Saunders | 4:13 | |
| Time Has Gone | Delaney Davidson | 3:26 | |
| Wedding Bells | Buddy Miller, Richard Thompson | 4:45 | |
| Lookin' Back on Luckenbach | Whitney Rose | 4:17 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| Red, Red Rose | The Deep Dark Woods | 2:15 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |