| Simple Gearle | Stacey Earle | 2:30 | |
| You've Got Me Where You Want Me | Chuck Prophet | 3:27 | |
| Vampire | Bap Kennedy | 2:36 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Memphis in the Rain | Justin Townes Earle | 2:26 | |
| Free To Go | Neal Casal | 6:03 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Drifter's Escape | Patti Smith | 3:20 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| When The Night Was Young | Robbie Robertson | 5:04 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| Before I Wake | John Doe, The Sadies | 2:31 | |
| Rocks into Sand | Bill Kirchen | 3:26 | |
| I'm Tied To Ya' | Rodney Crowell, Sheryl Crow | 3:59 | |
| Satisfied Mind | The Walkabouts | 4:47 | |
| Levee Song | Darden Smith | 3:31 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| Goin' Down to Laurel | Steve Forbert | 5:00 | |
| Cowgirl in the Sand | Annie Keating | 3:24 | |
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| The Losing End Again | Neal Casal | 3:12 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Love Hurts - 1973 Live Version | Gram Parsons | 5:36 | |
| Good Luck Charm | The Mastersons | 3:33 | |
| Bird In Hand | Neal Casal | 4:55 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| The Sudbury Nickel | John Doe, The Sadies | 1:20 | |
| Missing Pieces | John Hiatt & The Goners | 4:06 | |
| Dignity | Steve Forbert | 5:17 | |
| Goin' Home | Malcolm Holcombe | 4:49 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| Still Not Home | Tift Merritt | 3:48 | |
| An American Boy | Eliza Gilkyson | 3:18 | |
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | |
| Joshua Gone Barbados | Tom Rush | 4:12 | |
| Nine Foot Problem | Otis Gibbs | 4:07 | |
| Domestic Blues | Bap Kennedy | 2:57 | |
| Girl of the North Country - 2013 Remaster | The Waterboys | 4:22 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Groovy Little Things | Ted Hawkins | 3:29 | |
| Don't Toss Us Away | Lone Justice | 4:19 | |
| More Than Curious | Peter Case | 4:37 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| Spell Of Wheels | Peter Case | 5:17 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| This Town's A Riot | Peter Case | 4:18 | |