| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | ||
| I Like Trains | Fred Eaglesmith | 3:30 | ||
| Wildflowers | Trampled by Turtles | 2:48 | ||
| Tomorrow’s Gonna Be a Brighter Day | Jim Croce | 2:53 | ||
| Midnight Special | Willie Watson | 4:38 | ||
| Aw Heck | John Prine | 2:20 | ||
| Live Forever | Billy Joe Shaver | 2:49 | ||
| Helplessly Hoping - 2005 Remaster | Crosby, Stills & Nash | 2:37 | ||
| Last Of My Kind | Jason Isbell and the 400 Unit | 4:22 | ||
| The Ballad of the Kingsmen | Todd Snider | 5:03 | ||
| Unknown Legend | Neil Young | 4:32 | ||
| Stars in My Life | The Flatlanders | 3:20 | ||
| Breakers Roar | Sturgill Simpson | 2:29 | ||
| Leave The Light On | Chris Smither | 3:47 | ||
| Bluebird Wine | Rodney Crowell | 4:11 | ||
| Desperado | The Cactus Blossoms | 2:46 | ||
| How Can I Miss You When You Won't Go Away | Dan Hicks & His Hot Licks | 2:39 | ||
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | ||
| Oval Room | Blaze Foley | 4:04 | ||
| Roller Derby Queen | Jim Croce | 3:28 | ||
| Dreamsicle | Jason Isbell and the 400 Unit | 3:44 | ||
| Unlock more with Songs Like X Pro | ||||
| Hard Times | Gillian Welch | 4:52 | ||
| The Watchman's Gone | Gordon Lightfoot | 4:18 | ||
| How Lucky | John Prine | 3:38 | ||
| Speedball Tucker | Jim Croce | 2:25 | ||
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | ||
| Settled Down | Watchhouse | 3:03 | ||
| Dire Wolf - 2013 Remaster | Grateful Dead | 3:14 | ||
| Let the Mystery Be | Iris DeMent | 2:50 | ||
| The Way It Goes | Gillian Welch | 4:01 | ||
| Thirteen Silver Dollars | Colter Wall | 2:30 | ||
| We Can't Make It Here | James McMurtry | 7:06 | ||
| Carmelita | Warren Zevon | 3:34 | ||
| Race Among the Ruins | Gordon Lightfoot | 3:18 | ||
| If I Needed You | Townes Van Zandt | 3:44 | ||
| Church St. Blues | Norman Blake | 2:55 | ||
| When I Paint My Masterpiece - Remastered | The Band | 4:18 | ||
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | ||
| Tennessee Jed | Levon Helm | 5:58 | ||
| The Shape I'm In - Remastered 2000 | The Band, Todd Rundgren | 4:00 | ||
| (I’m Gonna Get Over This) Some Day | Logan Ledger | 2:52 | ||
| There Stands The Glass | Ted Hawkins | 2:33 | ||
| Blue Sky | Allman Brothers Band | 5:11 | ||
| Please Be With Me | Cowboy | 3:42 | ||
| Drifters Wife | J.J. Cale | 1:40 | ||
| The Weight - Remastered 2000 | The Band | 4:34 | ||
| I'll Fly Away | Gillian Welch, Alison Krauss | 3:57 | ||
| Not To Blame | Bella White | 2:55 | ||
| Ophelia - Remastered 2000 | The Band | 3:32 | ||
