| My Love for You Will Not Fade | Caitlin Canty | 3:52 | |
| Working Man | Maya De Vitry | 3:22 | |
| Song Of The Wandering Aengus | Caroline Herring | 3:32 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| To Myself | Tift Merritt | 3:34 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Land of the Bottom Line | John Gorka | 3:33 | |
| Sure Feels Good Anyway | Amy Ray | 4:30 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Wondering How | Pieta Brown | 3:06 | |
| King Cotton | The Secret Sisters | 3:12 | |
| The Raven's Sun | Catherine MacLellan | 3:18 | |
| Lakes of Pontchartrain (Recorded at Spotify Studios NYC) | Aoife O'Donovan | 3:54 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Come On Over My House | David Rawlings | 3:42 | |
| Amsterdam (Recorded at Spotify Studios NYC) | Watchhouse | 3:13 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Humble & Kind | Lori McKenna | 4:03 | |
| Pretty Bird (with Laurie Lewis) | Linda Ronstadt, Laurie Lewis | 2:38 | |
| All of My Memories | Kathleen Edwards | 4:56 | |
| Unlock more with Songs Like X Pro |
| Take The Long Way | Po' Girl, C.R. Avery | 5:32 | |
| For Free | Tift Merritt | 4:57 | |
| It's Enough (feat. Tift Merritt) | Michael Wexler, Tift Merritt | 3:35 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Always | John Gorka | 3:55 | |
| Hold On | Redbird | 4:38 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Swing Low Sweet Chariot (feat. Tift Merritt) | Mason Jar Music, Tift Merritt | 2:45 | |
| Iowa | Dar Williams | 4:47 | |
| Late Bloomer | The Secret Sisters | 4:20 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Cold Missouri Waters | Cry Cry Cry | 4:34 | |
| Your Long Journey | Robert Plant, Alison Krauss | 3:54 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| If I Needed You | Townes Van Zandt | 3:44 | |
| Hundred Miles | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:32 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| The Maker | Willie Nelson | 5:08 | |
| King Of California | Dave Alvin | 4:50 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Wide River To Cross | Levon Helm | 4:51 | |
| Mixtape | Tift Merritt | 3:18 | |
