| Sam | Sturgill Simpson | 1:12 | ||
| Don't Look Back | Jackson C. Frank | 2:57 | ||
| Waiting Around to Die | Townes Van Zandt | 2:45 | ||
| James Alley Blues | Willie Watson | 4:06 | ||
| Dead Skunk | Loudon Wainwright III | 3:05 | ||
| Waltz About Whiskey | Watchhouse | 3:46 | ||
| Katie | Fred Eaglesmith | 3:42 | ||
| I Hope That I Don't Fall In Love With You | Tom Waits | 3:53 | ||
| Cheap Cocaine | Willi Carlisle | 3:33 | ||
| Colorado Girl | Townes Van Zandt | 3:18 | ||
| Bluebird Wine | Rodney Crowell | 4:11 | ||
| The Last Thing on My Mind | Tom Paxton | 3:06 | ||
| (Looking For) The Heart Of Saturday Night | Tom Waits | 3:53 | ||
| A Little Light | Sturgill Simpson | 1:39 | ||
| Cortez Sail | Terry Allen | 6:10 | ||
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | ||
| Harlem River Blues | Justin Townes Earle | 2:48 | ||
| For the Sake of the Song | Townes Van Zandt | 5:22 | ||
| Cover Me With Roses | Jackson C. Frank | 2:31 | ||
| If I Needed You | Doc & Merle Watson | 2:36 | ||
| Wagon Wheel | Old Crow Medicine Show | 3:52 | ||
| Unlock more with Songs Like X Pro | ||||
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | ||
| Winsome Smile | Chris Smither | 3:34 | ||
| Ruby | Dave Rawlings Machine | 4:54 | ||
| Frankie's Gun! | The Felice Brothers | 4:06 | ||
| Tower Song - 2018 Remaster | Townes Van Zandt | 4:10 | ||
| Buckets of Rain - Live | Neko Case | 2:48 | ||
| A.M. World | Loudon Wainwright III | 2:31 | ||
| Tell Old Bill | Dave Van Ronk | 4:24 | ||
| Hard Travelin' | Watchhouse | 2:42 | ||
| Hog of the Foresaken | Michael Hurley | 4:35 | ||
| Psycho | Eddie Noack | 3:36 | ||
| Atlantic City | Bruce Springsteen | 3:56 | ||
| Helplessly Hoping - 2005 Remaster | Crosby, Stills & Nash | 2:37 | ||
| Hasten Down the Wind | Warren Zevon | 2:32 | ||
| Little Green Apples - Single Version | Roger Miller | 2:36 | ||
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | ||
| Don't Think Twice, It's All Right | Joan Baez | 3:09 | ||
| Long John | Dave Van Ronk | 2:13 | ||
| Far Away Eyes - Remastered | The Rolling Stones | 4:23 | ||
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | ||
| Ophelia - Remastered 2000 | The Band | 3:32 | ||
| Train Leaves Here This Mornin | Dillard & Clark | 3:48 | ||
| Wheels | The Flying Burrito Brothers | 3:02 | ||
| Silver Dagger | Joan Baez | 2:32 | ||
| Don't Let The Sunshine Fool Ya' | Townes Van Zandt | 2:25 | ||
| Wanderin | Dave Van Ronk | 2:56 | ||
| Call Me The Breeze | J.J. Cale | 2:36 | ||
| Deeper Well | David Olney | 3:07 | ||
