| Playground / Battlefield | Joseph Huber | 4:20 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| World Without You | Lynda Kay | 3:51 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| Come On Over My House | David Rawlings | 3:42 | |
| Hudson Commodore | Jason Isbell | 3:24 | |
| Empire Builder | The Dead Tongues | 2:07 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Waterlogged | Willy Tea Taylor | 2:54 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Red Dress | Israel Nash | 4:07 | |
| Until the Last Light Fades | Watchhouse | 3:19 | |
| Stockholm | Jason Isbell | 2:51 | |
| Please, Please, Please | Andrew Combs | 4:27 | |
| Drifting on a Summer's Night | The Deep Dark Woods | 2:54 | |
| You'll Never Again Be Mine | Levon Helm | 3:09 | |
| The Woman You Are | Gill Landry | 5:12 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Just As The Tide Was Flowing - Live Session, Huichica Music Festival, 2018 | Jam in the Van, The Deep Dark Woods | 3:19 | |
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| Never Been a Captain | The Barr Brothers | 4:41 | |
| The Sun Never Shines | The Deep Dark Woods | 8:35 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Fennario | Gill Landry | 3:25 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Goodbye Summer | Jonny Fritz | 3:30 | |
| If You Knew My Mind | Grayson Capps | 3:03 | |
| Love's On Fire | Nikki Lane | 3:29 | |
| Home Is Where The Hurt Is | JP Harris | 3:10 | |
| Onto You | Caitlin Canty | 3:30 | |
| Stranger In a Strange Land | Blitzen Trapper | 3:17 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Wait A While | Old Man Luedecke | 4:19 | |
| Freak Flag | Greg Brown | 4:19 | |
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | |
| Leaving Chattanooga | Wrinkle Neck Mules | 3:03 | |
| Six Volts | Fred Eaglesmith | 2:23 | |
| Pick Up The Tempo | Phosphorescent | 3:17 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| She's a River | Gurf Morlix | 4:28 | |
| Heart on a Shelf | The Good Luck Thrift Store Outfit | 4:24 | |
| She Loves Me | James McMurtry | 3:01 | |
| Coming Down From You | Joseph Huber | 4:33 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Blackjack David | Dave Alvin | 4:59 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |