| Achilles | The Dead South | 2:26 | |
| Hello Trouble | Buck Owens | 1:51 | |
| Down In the Flood | Flatt & Scruggs | 2:17 | |
| Branding Iron | Tom Morello: the Nightwatchman | 3:51 | |
| You'll Get Yours Aplenty | Blaze Foley | 2:09 | |
| Hello It's Me | Lou Reed, John Cale | 3:04 | |
| Decoration Day | Drive-By Truckers | 5:47 | |
| Uneasy Rider | The Charlie Daniels Band | 5:18 | |
| Spookin' The Horses | Fred Eaglesmith | 4:37 | |
| West Country Girl | Nick Cave & The Bad Seeds | 2:45 | |
| Hickory Wind | The Byrds | 3:31 | |
| Wanted Man - Take 1 | Bob Dylan, Johnny Cash | 3:11 | |
| Me & Jiggs | Josh Ritter | 3:04 | |
| A Long Time Ago | Jim Croce | 2:21 | |
| Me and Bobby McGee | Gordon Lightfoot | 3:46 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Daddy Sang Bass - from the Johnny Cash TV show | Johnny Cash, June Carter Cash, Mother Maybelle Carter, The Carter Sisters, The Statler Brothers, Carl Perkins, The Tennessee Three | 2:23 | |
| (Ghost) Riders In The Sky | Marty Robbins | 3:33 | |
| Livin' in the Woods in a Tree | Blaze Foley | 2:09 | |
| Time to Switch to Whiskey | Corb Lund | 2:53 | |
| I'll Still Love You | Elvis Costello | 2:47 | |
| Unlock more with Songs Like X Pro |
| Blue Yodel No. 8 (Mule Skinner Blues) | Jimmie Rodgers | 2:57 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| The Christian Life | The Byrds | 2:30 | |
| Hideous Heart | The White Buffalo | 2:54 | |
| Trouble Is | Justin Townes Earle | 3:22 | |
| Flying | Sean Rowe | 4:42 | |
| Yesterday's Wine (Bonus Track) [feat. George Jones & Jamey Johnson] | Blackberry Smoke, George Jones, Jamey Johnson | 4:11 | |
| Thunderbird | John Hiatt | 4:04 | |
| Detroit City | Bobby Bare | 2:48 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Student Visas | Corb Lund | 4:03 | |
| Bird on the Wire | Leonard Cohen | 3:23 | |
| Downbound Train | Joe Pug | 4:05 | |
| Long Gone Lonesome Blues | Hank Williams, Drifting Cowboys | 2:39 | |
| The Man Who Couldn't Cry | Johnny Cash | 5:01 | |
| Mary Brown | Dave Alvin | 4:30 | |
| Walk On Boy | Doc Watson | 3:23 | |
| Okie From Muskogee | Merle Haggard | 2:46 | |
| I'm Going To Memphis | Johnny Cash | 2:39 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| September When It Comes | Rosanne Cash, Johnny Cash | 3:40 | |
| Talking New Bob Dylan | Loudon Wainwright III | 3:35 | |
| Southern Accents | Johnny Cash | 4:41 | |
| Good Riddance (Time Of Your Life) | Glen Campbell | 2:35 | |
| Well...All Right | Buddy Holly | 2:14 | |
| For Lovin' Me | Gordon Lightfoot | 2:27 | |
| Just The Other Side Of Nowhere | Johnny Cash | 3:17 | |
| The Angel Of Death | Hank Williams, Drifting Cowboys | 2:22 | |
