| Wrapped | Kelly Willis | 4:27 | |
| Link Of Chain | Chris Smither | 4:50 | |
| Fall on Me | Pousette-Dart Band | 2:26 | |
| Hey Tomorrow | Jim Croce | 2:46 | |
| Pamela Brown | Leo Kottke | 3:29 | |
| Girl From Knoxville | Dave Loggins | 2:53 | |
| Changing Horses | Dan Fogelberg | 2:35 | |
| Jukebox | The Honeycutters | 4:36 | |
| Southbound Train - Remastered Version | Graham Nash, David Crosby | 3:55 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Old Days | John Hiatt | 4:04 | |
| Suite for 20 G - 2019 Remaster | James Taylor | 4:46 | |
| Sequel | Harry Chapin | 6:38 | |
| The Brand New Tennessee Waltz | Don Henley | 3:20 | |
| Riding on a Railroad - 2019 Remaster | James Taylor | 2:42 | |
| I Wanna Learn a Love Song | Harry Chapin | 4:23 | |
| Without My Lady There | Michael Martin Murphey | 2:36 | |
| We Just Disagree | Dave Mason | 3:00 | |
| Bob Away My Blues | The Marshall Tucker Band | 2:46 | |
| Hard Times Come Again No More | Stephen Foster, Yo-Yo Ma, James Taylor, Edgar Meyer, Mark O'Connor | 3:43 | |
| On The Boulevard | Murray McLauchlan | 3:58 | |
Unlock more with Songs Like X Pro |
| Cowboy Song | Arlo Guthrie | 3:42 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Wild Horses | Alan Jackson | 6:19 | |
| Takin' It to the Streets | The Doobie Brothers, James Taylor | 3:51 | |
| Johnny's Garden | Stephen Stills | 2:45 | |
| Willin' | Little | 2:54 | |
| Tupelo | The Subdudes | 3:31 | |
| Dancing the Night Away - Remastered | Amazing Rhythm Aces | 5:40 | |
| Joy Of My Life | John Fogerty | 3:52 | |
| Anticipation | Carly Simon | 3:21 | |
| Off the Shelf | Western Centuries | 5:47 | |
| Love Scar | Paul Thorn | 4:11 | |
| Bramble Rose | Don Henley, Mick Jagger, Miranda Lambert | 4:30 | |
| Come Early Mornin' | Nicolette Larson | 2:42 | |
| Try One More Time | The Marshall Tucker Band | 4:51 | |
| Smackwater Jack - Live At The Troubadour / 2007 | Carole King, James Taylor | 5:25 | |
| Beauty In The River | The Ozark Mountain Daredevils | 3:54 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| Roll On | The Little Willies | 3:06 | |
| We'll Be Alright | Lukas Nelson and Promise of the Real | 5:01 | |
| Simple Man | Crosby & Nash, Graham Nash | 2:58 | |
| Fly Like A Bird | Boz Scaggs | 3:35 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Everyday | Don McLean | 2:30 | |
| Good Friends | Livingston Taylor | 3:00 | |
| Farewell Angelina - 1997/Live In Bellmont Mall Studios | John Mellencamp | 4:35 | |
| Carolina In My Mind - Remastered | James Taylor | 3:08 | |
| Say It's Not You | George Jones, Keith Richards | 2:59 | |