| Nancy | The Deep Dark Woods | 3:33 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| Still Fighting the War | Slaid Cleaves | 2:56 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Car Outside | Jimmy LaFave | 4:28 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Truckstop Amphetamines | JP Harris | 2:38 | |
| Through the Dark | Slaid Cleaves | 3:03 | |
| After the Storm | The Flatlanders | 3:52 | |
| Turn Out My Lights | Justin Townes Earle | 3:32 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Black T-Shirt | Slaid Cleaves | 3:40 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Boomtown | Greg Brown | 3:19 | |
| Storms Never Last | Bruce Robison, Kelly Willis | 4:38 | |
| Rhapsody | Alejandro Escovedo | 4:04 | |
| Beautiful Thing | Slaid Cleaves | 3:16 | |
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| Wait A Minute | The Seldom Scene | 3:35 | |
| The Good Guys (Dick Tracy) | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Weight of the World | Western Centuries | 3:22 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| No Goodwill Stores In Waikiki | Gurf Morlix | 3:09 | |
| Harper Valley Pta | Bruce Robison, Kelly Willis | 3:45 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Gone | John Hiatt | 2:57 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| House of Stone | Mudcrutch | 3:00 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| New York | Amanda Anne Platt & the Honeycutters | 4:17 | |
| Starts With You | American Aquarium | 3:48 | |
| Desperadoes Waiting for a Train | Nanci Griffith | 4:18 | |
| Cry | Slaid Cleaves | 3:51 | |
| Southern Wind | Dallas Burrow | 4:26 | |
| Nobody's Perfect | Bruce Robison, Kelly Willis | 3:44 | |
| Time To Get A Gun | Fred Eaglesmith | 3:43 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |
| Something To Me | Tift Merritt | 4:09 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Tiger Tom Dixon's Blues | Slaid Cleaves | 4:06 | |
| Excuse Me While I Break My Own Heart Tonight - Faithless Street Album Version | Whiskeytown | 3:20 | |