| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Love, Love, Love | Vidar Vang, Tift Merritt | 4:06 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Fireflies | Caroline Herring | 2:43 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Crocodile Man | Dave Carter, Tracy Grammer | 3:02 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Only One and Only | Gillian Welch | 5:33 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Boomtown | Greg Brown | 3:19 | |
| Wayfaring Stranger | Traditional, Tift Merritt | 3:38 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| What's One More Time | Lori McKenna | 4:03 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Poor Girl - Klein | Po' Girl | 3:10 | |
| Howlin' Down the Cumberland | John Hiatt | 3:45 | |
| Unlock more with Songs Like X Pro |
| I Can See Clearly Now | Johnny Nash, Simone Dinnerstein, Tift Merritt | 3:23 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Half A Million Miles | The Kennedys | 3:45 | |
| This Morning I Am Born Again | Lucy Kaplansky | 3:06 | |
| It's Enough (feat. Tift Merritt) | Michael Wexler, Tift Merritt | 3:35 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Life Is Bad | Shelby Lynne | 3:18 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Churches Off the Interstate | Laura Cantrell | 2:59 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Whiskey and Tears | Lynne Hanson | 4:00 | |
| Hiway 9 | Eliza Gilkyson | 4:17 | |
| Dirty Water | Buddy & Julie Miller | 6:53 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| The Things That Everybody Does | Tift Merritt | 3:05 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Precious Time | Maria McKee | 3:38 | |
| Supposed To Make You Happy | Tift Merritt | 4:19 | |
| Two Hearts | The Jayhawks | 3:22 | |
| The Things I Do | Teddy Thompson | 3:44 | |
| I Know | Kim Richey | 3:13 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| One Good Year | Slaid Cleaves | 4:26 | |
