| Dive Bar Sweetheart | Becky Warren | 3:31 | |
| Mississippi | Ray Bonneville | 2:32 | |
| Lines Around Your Eyes | Lucinda Williams | 2:29 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Rich Man's World | Eilen Jewell | 2:55 | |
| Wedding Bells | Buddy Miller, Richard Thompson | 4:45 | |
| Pancho & Lefty | Jason Isbell, Elizabeth Cook | 4:53 | |
| 65 Falcon | Rod Picott | 3:27 | |
| She's a River | Gurf Morlix | 4:28 | |
| Blue Ridge Blood (feat. Buddy Miller) | Chelle Rose, Buddy Miller | 2:56 | |
| Never Came Back Again | Mary Margaret O'Hara | 4:53 | |
| Fleur De Lys | Blackie & The Rodeo Kings | 4:13 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| King of Mexico | Bap Kennedy | 3:29 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Grand River | Blackie & The Rodeo Kings | 5:13 | |
| Dear Doctor | Lee Harvey Osmond, Mary Guathier | 3:35 | |
| Grave Angels | Joe Henry | 5:31 | |
| Up Over Yonder | Luther Dickinson, J.J. Grey | 3:19 | |
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| Never Enough | Otis Gibbs | 3:36 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| A Woman Gets More Beautiful | Blackie & The Rodeo Kings, Bruce Cockburn | 4:50 | |
| Diamond in the Rough | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| I Thought the Wreck Was Over | The Flatlanders | 2:45 | |
| Why Is My Day so Long | Donnie Fritts | 2:31 | |
| O Glory Lost Those Blues Again | Blackie & The Rodeo Kings | 3:23 | |
| Sure Feels Good Anyway | Amy Ray | 4:30 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Baby Do You Love Me Still? | The Flatlanders | 2:55 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Playing by Heart | Blackie & The Rodeo Kings, Buddy Miller | 3:50 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Slippin' | Amanda Shires | 2:39 | |
| Nothin' But You | Greg Trooper | 3:51 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Good Luck Charm | The Mastersons | 3:33 | |
| What I Deserve | Kelly Willis | 4:20 | |
| Missing Pieces | John Hiatt & The Goners | 4:06 | |
| Big Water | Tom Russell, Iris DeMent | 3:55 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Pretty Mess | Trigger Hippy | 3:12 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| How Do You Know | Peter Wolf | 3:05 | |
| When Sinatra Played Juarez | Tom Russell | 3:37 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Good Hearted Man | Tift Merritt | 3:39 | |