| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| The Highwayman (feat. Mark Knopfler) | Jimmy Webb, Mark Knopfler | 4:17 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| St. James Infirmary - Live | Arlo Guthrie | 3:59 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Only a Fool Breaks His Own Heart | Nick Lowe | 3:39 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Stripping Cane | Jeffrey Foucault | 4:25 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Lover Don't Go | Nick Lowe | 4:06 | |
| Fitness to Purpose | Tony Joe White | 3:47 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Wind and Sand | Eric Andersen | 4:28 | |
| Love Knows the Clouds | Chip Taylor | 2:55 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| Washboard Lisa | Grayson Capps | 3:58 | |
| Hide Your Tears | John Hiatt | 3:15 | |
| Only a Rose | Geraint Watkins | 3:44 | |
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| Human Thing | The Be Good Tanyas | 4:08 | |
| Fool Such As I | John Doe, The Sadies | 2:32 | |
| Detroit or Buffalo | Barbara Keith | 4:31 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| If You Want Me To, I’ll Go | Mickey Newbury | 3:38 | |
| Needed Time | Eric Bibb | 5:17 | |
| Rock and Roll Joe | Chip Taylor, Kendel Carson, John Platania | 4:04 | |
| Down By the Riverside | Eliza Gilkyson | 5:24 | |
| Willow Tree | Diana Jones | 2:53 | |
| Born to Be with You | Dion | 6:51 | |
| Dallas | The Flatlanders | 3:01 | |
| Sheila | Eric Andersen | 4:36 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| I Can't Wait | Kieran Kane, Kevin Welch, Fats Kaplin | 3:31 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Geronimo | Shannon McNally | 3:50 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Icy Blue Heart | John Hiatt | 4:34 | |
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| The Lowlands | Nitty Gritty Dirt Band, Jamie Hanna, Jonathan McEuen | 3:50 | |
| Wildflowers | Chris Hillman | 2:51 | |
| Afraid | Ted Hawkins | 4:36 | |
| Floating Bridge | Gregg Allman | 4:45 | |
| Ain't Life A Brook | Bill Morrissey, Greg Brown | 3:15 | |
| Ballad Of Spider John | Willis Alan Ramsey | 4:18 | |
| Four Walls | Dillard & Clark | 3:37 | |