| The Cowboy's Song | Don Edwards | 3:22 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Rabbit | Ray Wylie Hubbard | 3:14 | |
| Streets of Baltimore - 2007 Remaster | Gram Parsons | 2:55 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Cry To Me | John Hiatt | 3:55 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Merrimac County | Tom Rush | 2:51 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| Cowboy Song | Arlo Guthrie | 3:42 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Lonesome, On'ry & Mean | Steve Young | 3:15 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Open Up | Chris Smither | 2:55 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| East of Eden | Tom Rush | 3:29 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Diplomacy | Chris Smither | 2:37 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
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| Last Train | Arlo Guthrie | 3:06 | |
| The Cover of the Rolling Stone (feat. Hayes Carll) | Corb Lund, Hayes Carll | 3:06 | |
| Back Home Again | Old Crow Medicine Show | 4:22 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Bad on Fords | Ray Wylie Hubbard | 3:19 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Millionaire | Kevin Welch | 3:59 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| I'm the Loneliest Man I Ever Met | Kinky Friedman | 2:48 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| Smoky Mountain Taxi | Adam Carroll | 3:49 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| East of Woodstock, West of Viet Nam | Tom Russell | 4:24 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| It'll Shine When It Shines | The Ozark Mountain Daredevils | 3:38 | |
| When Sinatra Played Juarez | Tom Russell | 3:37 | |
| I Love It When She Lies | Greg Trooper | 3:32 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |
| Not Many Miles To Go | Rosanne Cash | 4:03 | |
| 105 | Fred Eaglesmith | 2:48 | |