| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | ||
| You Got to Me | James McMurtry | 5:23 | ||
| Guilty | Randy Newman | 2:44 | ||
| Keep It Clean | Willie Watson | 3:35 | ||
| Boundary County | Eilen Jewell | 3:45 | ||
| Look the Other Way | Justin Townes Earle | 2:29 | ||
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | ||
| River Rat Jimmy | Kelly Joe Phelps | 3:32 | ||
| Beyond the Shore | Willard Grant Conspiracy | 3:13 | ||
| Rainbow Road | Donnie Fritts | 3:35 | ||
| Cortez Sail | Terry Allen | 6:10 | ||
| Northstar Blues | Magnolia Electric Co., Jason Molina | 5:08 | ||
| Broken Bottle | Alejandro Escovedo | 3:52 | ||
| Kathleen | Townes Van Zandt | 2:47 | ||
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | ||
| Little Things in Life | Green On Red | 3:41 | ||
| Powderfinger | Cowboy Junkies | 5:45 | ||
| Dallas | The Flatlanders | 3:01 | ||
| Be Here to Love Me | Townes Van Zandt | 2:38 | ||
| Acuff-Rose | Uncle Tupelo | 2:35 | ||
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | ||
| Unlock more with Songs Like X Pro | ||||
| Bird On the Wire | Tim Hardin | 5:27 | ||
| Tell the Devil I'm Gettin' there as Fast as I Can | Ray Wylie Hubbard | 5:47 | ||
| The Last Thing On My Mind | Doc & Merle Watson | 3:22 | ||
| St. John the Gambler | Townes Van Zandt | 3:05 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| Simple Gearle | Stacey Earle | 2:30 | ||
| Mystifies Me | Son Volt | 4:12 | ||
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | ||
| A Song For | Townes Van Zandt | 3:02 | ||
| Blue and Wonder | Richard Buckner | 3:47 | ||
| Cigarette Machine | Fred Eaglesmith | 4:31 | ||
| When the Nights Are Cold | Joe Ely | 2:53 | ||
| Heaven Help The Child | Bill Callahan | 5:07 | ||
| Let the Mystery Be | Iris DeMent | 2:46 | ||
| Heartaches Of A Fool | Phosphorescent | 3:26 | ||
| Going To The Country | Bruce Cockburn | 3:16 | ||
| Lies I Chose to Believe | John Moreland | 3:41 | ||
| Sailin' On Through | Terry Allen, The Panhandle Mystery Band | 4:03 | ||
| So I'll Run | Jimmie Dale Gilmore | 3:52 | ||
| Nothin' | Townes Van Zandt | 3:27 | ||
| Juliette | Jackson C. Frank | 4:42 | ||
| Kansas | Fred Eaglesmith | 3:44 | ||
| First Air of Autumn | Drive-By Truckers | 3:30 | ||
| Ain't Got a Place | James McMurtry | 2:41 | ||
| Little Birds | Levon Helm | 4:41 | ||
| Black Sheep Boy | Tim Hardin | 1:53 | ||
| Down Where The Drunkards Roll | Richard & Linda Thompson | 4:06 | ||
| Ladder Of Success | Ted Hawkins | 3:26 | ||
