| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| If I Had a Heart | Slaid Cleaves | 3:46 | |
| Jesus & Elvis | Greg Brown | 3:38 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Hiway 9 | Eliza Gilkyson | 4:17 | |
| Wild Women | Margo Price | 2:57 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Too Stoned to Cry | Andrew Combs | 3:37 | |
| Keeps Me Alive | Wynonna, Derek Trucks | 4:11 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Hush, Sorrow | Buddy & Julie Miller, Buddy Miller, Julie Miller | 4:02 | |
| Truckstop Amphetamines | JP Harris | 2:38 | |
| Thunderbird | John Hiatt | 4:04 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Childish Things | James McMurtry | 4:35 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Rocks into Sand | Bill Kirchen | 3:26 | |
| Gasoline and Matches | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:14 | |
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| Change Your Mind | Chris Smither | 3:12 | |
| Willin' | Richard Shindell | 3:15 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Betty Oshawa | Fred Eaglesmith | 3:34 | |
| Welding Burns | Rod Picott | 3:43 | |
| Can You Hear Me Love You | Lukas Nelson and Promise of the Real | 5:46 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| Lincoln Town | John Hiatt | 4:03 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| Motherless Children | Rosanne Cash | 3:06 | |
| Wallflower | Buddy & Julie Miller | 2:55 | |
| Amtrak Crescent | Scott Miller | 4:41 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| I Feel The Blues Moving In | Slaid Cleaves | 4:08 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| Green-Eyed Girl | Ted Hawkins | 3:27 | |
| Hopes Too High | Tift Merritt | 3:32 | |
| Orphan Girl - Live | Holly Williams, Chris Coleman | 3:52 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Key Chain | Slaid Cleaves | 3:15 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |