| Merrimac County | Tom Rush | 2:51 | |
| Satan's Paradise | Kieran Kane, Kevin Welch, Fats Kaplin | 3:39 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Can't Be There Today | Billy Bragg | 3:44 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Angeline | James McMurtry | 4:04 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Old Shoes | Tom Waits | 4:25 | |
| Biloxi | Jesse Winchester | 3:19 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Goin' Down to Laurel | Steve Forbert | 5:00 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| The Only One | Billy Bragg | 3:26 | |
| Baby Can I Crawl Back To You | Gurf Morlix | 2:25 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| She's Got a New Spell | Billy Bragg | 3:25 | |
| Sugaree | Graham Parker | 3:43 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
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| Monkey Wash, Donkey Rinse | David Lindley, Ry Cooder | 3:19 | |
| Our Town | Iris DeMent | 5:00 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| They Killed John Henry | Justin Townes Earle | 2:46 | |
| I Am the Big Easy | Ray Bonneville | 4:37 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Just Because | Jorma Kaukonen | 4:12 | |
| Little Time Bomb | Billy Bragg | 2:17 | |
| Childish Things | James McMurtry | 4:35 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Must I Paint You a Picture | Billy Bragg | 5:32 | |
| Grave Angels | Joe Henry | 5:31 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Things Might Turn Out Right | Jon Dee Graham | 3:34 | |
| Jerusalem Tomorrow | David Olney | 5:09 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| I Keep Faith | Billy Bragg | 4:34 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| Charlie James | Peter Case | 3:06 | |
| Trampoline | Joe Henry | 4:33 | |
| It's Alright Ma, I'm Only Bleeding | The Duhks | 5:49 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| You Ain't Going Nowhere | Nitty Gritty Dirt Band | 3:52 | |
