| Drunken Barber's Hand | Slaid Cleaves | 2:41 | ||
| One Red Rose | Iris DeMent | 3:07 | ||
| The Man Who Comes Around | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 3:23 | ||
| Pages | Eilen Jewell | 2:30 | ||
| Waiting for a Train | Billy Bragg, Joe Henry | 2:46 | ||
| Milly's Café | Fred Eaglesmith | 5:28 | ||
| Ain't Waitin' | Justin Townes Earle | 2:16 | ||
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | ||
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | ||
| Different Kind Of Gone | Mary Gauthier | 3:41 | ||
| Ain't Got a Place | James McMurtry | 2:41 | ||
| After the Rain | Chuck Prophet | 3:35 | ||
| Return of the Grievous Angel - 2006 Remaster | Gram Parsons | 4:26 | ||
| The Long Time Now | T Bone Burnett | 2:57 | ||
| Pilgrim's Progress | Kris Kristofferson | 2:14 | ||
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | ||
| Boundary County | Eilen Jewell | 3:45 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| Only the Song Survives | John Hiatt | 4:00 | ||
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | ||
| Hurricane Party | James McMurtry | 5:56 | ||
| Unlock more with Songs Like X Pro | ||||
| Look Out Mama | Hurray For The Riff Raff | 3:25 | ||
| Take it Out Back | Chuck Brodsky | 3:10 | ||
| Sandusky | Uncle Tupelo | 3:43 | ||
| Brothers | Mary Gauthier | 2:50 | ||
| Anniversary Song | Cowboy Junkies | 3:10 | ||
| Do It | Jesse Winchester | 1:27 | ||
| Orphan of the Storm | Mudcrutch | 4:06 | ||
| Quinn The Eskimo (The Mighty Quinn) | Kris Kristofferson | 2:37 | ||
| Can't Be There Today | Billy Bragg | 3:44 | ||
| Long Time Gone | Peter Case | 4:29 | ||
| Doncha Miss That Water | Malcolm Holcombe | 2:45 | ||
| Angeline | James McMurtry | 4:04 | ||
| Christchurch Woman | Justin Townes Earle | 4:11 | ||
| The Trip | Dave Rawlings Machine | 10:55 | ||
| Watching the Wheels | Chatham County Line | 3:53 | ||
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | ||
| 16 Days | Whiskeytown | 3:54 | ||
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | ||
| You Can't Always Get What You Want | Bill Morrissey, Greg Brown | 4:46 | ||
| The Unwelcome Guest | Billy Bragg, Wilco | 5:05 | ||
| You Were On My Mind | Colvin & Earle | 2:56 | ||
| The Road Goes On Forever | Joe Ely | 4:33 | ||
| Danny’s Song | Tift Merritt | 2:08 | ||
| Entella Hotel | Peter Case | 4:58 | ||
| Ruby Tuesday | Colvin & Earle | 3:35 | ||
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | ||
