| Rank Strangers | The Stanley Brothers | 3:08 | |
| Cruel World | Willie Nelson | 2:28 | |
| There Is a Time - Recorded at the Mecca, Los Angeles | The Dillards | 2:48 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| I'm Not Drunk I'm Just Drinking | Mack Allen Smith | 2:05 | |
| Dallas | The Flatlanders | 3:01 | |
| Wayside / Back in Time | Gillian Welch | 3:28 | |
| Brandy (You're a Fine Girl) | Looking Glass | 3:06 | |
| Forever and Ever, Amen | Randy Travis | 3:32 | |
| Old Five and Dimers Like Me | Billy Joe Shaver | 2:41 | |
| Milwaukee, Here I Come | Porter Wagoner, Dolly Parton | 2:14 | |
| Cocaine Carolina | David Allan Coe | 2:46 | |
| Shine, Shave, Shower (It's Saturday) | Lefty Frizzell | 2:35 | |
| Amarillo Highway (for Dave Hickey) | Terry Allen | 4:00 | |
| Saskatchewan in 1881 | Colter Wall | 2:51 | |
| Spotlight | David Allan Coe | 3:06 | |
| Carefree Highway | Gordon Lightfoot | 3:42 | |
| She Made Toothpicks of the Timber of My Heart | Homer & Jethro | 2:14 | |
| Devil in a Sleepin' Bag | Willie Nelson | 2:38 | |
| Ain't the Reaping Ever Done | Eddie Noack | 2:50 | |
| California Sober (feat. Willie Nelson) | Billy Strings, Willie Nelson | 3:50 | |
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| Me and Paul | Willie Nelson | 3:48 | |
| Oh Sarah | Sturgill Simpson | 4:15 | |
| Lonesome L.A. Cowboy | New Riders of the Purple Sage | 4:03 | |
| Mammas Don't Let Your Babies Grow up to Be Cowboys | Waylon Jennings, Willie Nelson | 2:32 | |
| I Must Be in a Good Place Now | Bobby Charles | 4:07 | |
| Slow Hand | Conway Twitty | 2:54 | |
| Steel Rail Blues | Gordon Lightfoot | 2:49 | |
| High Noon | Tex Ritter | 2:26 | |
| I'm No Stranger to the Rain | Keith Whitley | 3:36 | |
| Sam Gass | Harry McClintock | 3:21 | |
| The Ride | David Allan Coe | 3:10 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| Guitars, Cadillacs | Dwight Yoakam | 3:05 | |
| Big Iron | Marty Robbins | 3:55 | |
| Motorcycle | Colter Wall | 2:17 | |
| If Drinkin' Don't Kill Me (Her Memory Will) | George Jones | 3:09 | |
| King Of The Road | Roger Miller | 2:27 | |
| For Lovin' Me | Gordon Lightfoot | 2:27 | |
| Garden Party | Ricky Nelson, The Stone Canyon Band | 3:49 | |
| Come Monday | Jimmy Buffett | 3:11 | |
| Postcards From Hell | The Wood Brothers | 4:44 | |
| My Rifle, My Pony And Me | Dean Martin | 2:48 | |
| Ophelia - Remastered 2000 | The Band | 3:32 | |
| Walk On Boy | Doc Watson, Richard Watson | 3:08 | |
| Ridin' My Thumb To Mexico | Johnny Rodriguez | 2:09 | |
| San Antonio Rose | Patsy Cline, The Jordanaires | 2:21 | |
| Walking The Floor Over You - 1941 Edit | Ernest Tubb | 2:39 | |
| Coal Miner's Daughter - Single Version | Loretta Lynn | 3:00 | |
