| Sailin' On Through | Terry Allen, The Panhandle Mystery Band | 4:03 | |
| Let It Rain | Buddy & Julie Miller, Buddy Miller, Julie Miller, The McCrary Sisters, Steve Earle | 3:28 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Mississippi Goddam (feat. Adia Victoria & Kyshona Armstrong) | Kelsey Waldon, Adia Victoria, Kyshona | 4:54 | |
| All This Living | The Black Lillies | 4:29 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Saddle in the Rain | Amanda Shires | 4:46 | |
| How Many Women | Lydia Loveless | 3:44 | |
| Farewell, God Bless You, Goodbye | Del Barber | 3:20 | |
| Restless | James McMurtry | 3:53 | |
| Can You Hear Me Love You | Lukas Nelson and Promise of the Real | 5:46 | |
| Breakdown On 20th Ave. South | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:54 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| Stop Draggin' My Heart Around | Molly Tuttle, Nathaniel Rateliff | 3:56 | |
| Truckstop Amphetamines | JP Harris | 2:38 | |
| Diamond in the Rough | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Man of God | Eliza Gilkyson | 4:27 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
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| Mr Bones | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Sure Feels Good Anyway | Amy Ray | 4:30 | |
| Grave Angels | Joe Henry | 5:31 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| California Blues | Alejandro Escovedo | 3:20 | |
| Niccolo | Buddy & Julie Miller, Buddy Miller, Julie Miller | 4:04 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Thank God for the Road | The Flatlanders | 5:00 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Misery and Gin | Jaime Wyatt | 4:24 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Everything's Gonna Be Alright | Paul Thorn | 4:44 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Willin' | Richard Shindell | 3:15 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| King Cotton | The Secret Sisters | 3:12 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Orphan of the Storm | Mudcrutch | 4:06 | |
| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Crocodile Man | Chris Smither | 3:33 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Drinking Too Much | Fred Eaglesmith | 3:55 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| Tobacco Road | Colvin & Earle | 2:49 | |
