| Beneath My Wheels | Kevin Welch | 4:51 | |
| When the Long Road Ends | Paul Thorn | 3:44 | |
| The Captain's Daughter | Alison Krauss & Union Station | 4:57 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Things That I Lean On | Wynonna, Jason Isbell | 3:40 | |
| Down By the Riverside | Eliza Gilkyson | 5:24 | |
| Cluck Old Hen | Fats Kaplin | 3:40 | |
| If I Give My Soul | Billy Joe Shaver | 4:17 | |
| Down in the Milltown | John Gorka | 3:57 | |
| Resurrection | Kinky Friedman | 4:11 | |
| When A Cowboy Trades His Spurs For Wings | Gillian Welch, David Rawlings | 3:03 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Miles | Kieran Kane, Rayna Gellert | 3:09 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Dreams Like This | Greg Trooper | 3:42 | |
| Ghosts of Our Fathers | Otis Gibbs | 3:46 | |
| Bigger Boat (feat. Randy Newman) | Brandy Clark, Randy Newman | 3:34 | |
| Eight More Miles | Kieran Kane | 2:45 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
| Wicked | Lee Ann Womack | 4:07 | |
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| Take it Out Back | Chuck Brodsky | 3:10 | |
| Working in a Coalmine | Kristi Rose, Fats Kaplin | 3:39 | |
| Shillin' For The Blues | Chris Smither | 4:33 | |
| Long Ride | Amanda Anne Platt & the Honeycutters | 3:47 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Wishing for You | Kevin Welch | 3:53 | |
| Today I Started Loving You Again | Bruce Robison, Kelly Willis | 3:14 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| River Song | Tom Rush | 3:33 | |
| Carmelita (feat. Dwight Yoakam) | Flaco Jimenez, Dwight Yoakam | 3:27 | |
| Jersey Devil (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:21 | |
| The Ghost Waltz | Fats Kaplin | 3:51 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| Little Angel, Little Brother | Lucinda Williams | 4:42 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Against the Skyline (feat. Kevin Welch) | Craig Moreau, Kevin Welch | 5:18 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Mr. Stanley | John Hiatt | 3:33 | |
| Barbara's Song | Ian Noe | 3:25 | |
| In The Real West | Tish Hinojosa | 2:48 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Alabama Song | Allison Moorer | 3:53 | |
| Willie's Birthday Song | Nathaniel Rateliff | 3:50 | |
| Sweetest Waste Of Time | Kasey Chambers, Shane Nicholson | 2:56 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| Dirty Water | Buddy & Julie Miller | 6:53 | |
| Just Say She's A Rhymer | Mary Gauthier | 4:17 | |