| Bears | Lyle Lovett | 3:05 | ||
| Early Morning Rain | Gordon Lightfoot | 3:18 | ||
| Look the Other Way | Justin Townes Earle | 2:29 | ||
| Hold On | Tom Waits | 5:33 | ||
| I Don't Care Anymore | Rodney Crowell | 4:28 | ||
| Jamestown Ferry | Charley Crockett | 3:06 | ||
| Roll on Babe | Ronnie Lane & Slim Chance | 3:20 | ||
| Astral Weeks - 1999 Remaster | Van Morrison | 7:06 | ||
| Life’s Greatest Fool | Gene Clark | 4:42 | ||
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | ||
| Wildfire | Watchhouse | 5:29 | ||
| In Bloom | Sturgill Simpson | 4:00 | ||
| Hard On You | Daniel Romano | 3:27 | ||
| I Pity the Country | Willie Dunn | 2:55 | ||
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | ||
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | ||
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | ||
| Traveling Alone | Tift Merritt | 4:44 | ||
| Fare Thee Well, Miss Carousel | Townes Van Zandt | 5:22 | ||
| Milly's Café | Fred Eaglesmith | 5:28 | ||
| Jerusalem Tomorrow | David Olney | 5:09 | ||
| Unlock more with Songs Like X Pro | ||||
| Rogers Park | Justin Townes Earle | 4:27 | ||
| Across the Borderline | Ry Cooder | 3:05 | ||
| Into the Mystic - 2013 Remaster | Van Morrison | 3:25 | ||
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | ||
| Strange Faces | Daniel Romano | 3:00 | ||
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | ||
| Livin' in the Woods in a Tree | Blaze Foley | 2:09 | ||
| In Spite of Ourselves (feat. Iris DeMent) | John Prine, Iris DeMent | 3:33 | ||
| Catch the Wind | Donovan | 2:53 | ||
| Fading Memory | Eilen Jewell | 3:43 | ||
| The War After the War | Mary Gauthier | 3:44 | ||
| Lullaby | Loudon Wainwright III | 2:57 | ||
| Hasten Down the Wind | Warren Zevon | 2:32 | ||
| Harlem River Blues | Justin Townes Earle | 2:48 | ||
| Ramblin' Boy | Tom Paxton | 3:58 | ||
| Colours | Donovan | 2:44 | ||
| The Mountain | Levon Helm | 3:35 | ||
| It'll Take A Long Time | Sandy Denny | 5:14 | ||
| No Lonesome Tune | Townes Van Zandt | 4:21 | ||
| The Night They Drove Old Dixie Down | The Band | 3:31 | ||
| Who Carried You | Malcolm Holcombe | 3:31 | ||
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | ||
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | ||
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | ||
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | ||
| Fraulein | Townes Van Zandt | 2:42 | ||
