| Across the Great Divide | Nanci Griffith | 3:57 | ||
| All These Blues Go Walkin' By (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 3:21 | ||
| Intertwine | Senora May, Chloe Edmonstone, Seth Avett | 4:00 | ||
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | ||
| Grow Old with Me | Sunny Sweeney | 3:22 | ||
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | ||
| Evangeline | Mary Gauthier | 5:35 | ||
| If I Could Only Fly | Blaze Foley | 4:04 | ||
| Bohemian Wedding Song | Shannon McNally | 5:49 | ||
| This Way of Life | Garrett Bradford | 3:28 | ||
| Let the Mystery Be | Iris DeMent | 2:46 | ||
| Leave The Light On | Chris Smither | 3:47 | ||
| Train to Birmingham | Kevin Welch | 4:13 | ||
| What Comes Naturally | Blackberry Smoke | 4:21 | ||
| Till I See You Again | Mary Gauthier | 3:44 | ||
| Everything Is Free | Gillian Welch | 4:47 | ||
| Country Road - 2019 Remaster | James Taylor | 3:22 | ||
| Time Stands Still | Chris Smither | 3:45 | ||
| Way Over Yonder | The Small Glories | 4:41 | ||
| Willin' | Little Feat | 2:54 | ||
| How You Learn to Live Alone | Mary Gauthier | 5:07 | ||
| Unlock more with Songs Like X Pro | ||||
| Stranded | Van Morrison | 5:38 | ||
| The Way It Goes | Gillian Welch | 4:01 | ||
| Trouble Looks Good on You | Amy Speace | 2:52 | ||
| Adios to California | John Hiatt | 3:47 | ||
| Mr. Bojangles | Jerry Jeff Walker | 5:28 | ||
| Bottomless Mimosas | Sam Outlaw | 3:46 | ||
| Waves | Sam Baker | 5:59 | ||
| Love All Night (Work All Day) | Yola | 3:33 | ||
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | ||
| Canola Fields | James McMurtry | 4:49 | ||
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | ||
| When the Nights Are Cold | Joe Ely | 2:53 | ||
| Axe | The Steel Woods | 3:16 | ||
| Lone Pine Hill | Justin Townes Earle | 3:03 | ||
| All I Know | William Prince | 4:25 | ||
| I Don't Mind | Sturgill Simpson | 4:29 | ||
| Still Out There Running | Nathaniel Rateliff & The Night Sweats | 4:53 | ||
| Tell Me True | Sarah Jarosz | 4:08 | ||
| No Hard Feelings | The Avett Brothers | 5:14 | ||
| Slow Burn | Kacey Musgraves | 4:06 | ||
| Every River | Kim Richey | 3:59 | ||
| Can't Find The Way | Mary Gauthier | 6:06 | ||
| That's What Makes You Strong | Jesse Winchester | 3:10 | ||
| Annabel | The Duhks | 4:23 | ||
| Broken | Tift Merritt | 3:44 | ||
| One Good Year | Slaid Cleaves | 4:26 | ||
| Outlaw State Of Mind | Chris Stapleton | 5:35 | ||
| The Weary Kind | Ryan Bingham | 4:18 | ||
