| I Wanna Buy Your Truck | Fred Eaglesmith | 3:38 | |
| Watch Closely Now | Barbra Streisand, Kris Kristofferson | 3:49 | |
| Stranger | Kris Kristofferson | 3:10 | |
| Hickory Wind - Alternate Version | Gram Parsons | 4:15 | |
| What They Say | Chris Smither | 2:46 | |
| Makes Me Wonder If I Ever Said Goodbye | Mickey Newbury | 2:48 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Rednecks, White Socks And Blue Ribbon Beer | Buck Owens | 2:49 | |
| Mom and Dad's Waltz | Lefty Frizzell | 3:05 | |
| Doncha Miss That Water | Malcolm Holcombe | 2:45 | |
| Winsome Smile | Chris Smither | 3:34 | |
| High Class City Girl from the Country | Zephaniah OHora | 3:42 | |
| Methadone Blues | Elizabeth Cook | 3:43 | |
| Life is Fine | Tom Rush | 3:39 | |
| Deportee (Plane Wreck at Los Gatos) | The Highwaymen, Willie Nelson, Johnny Cash, Waylon Jennings, Kris Kristofferson | 3:45 | |
| Me and Bobby McGee | Gordon Lightfoot | 3:46 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Lincoln Town | John Hiatt | 4:03 | |
| Our Town | Iris DeMent | 5:00 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Forever, For Always, For Certain | Richard Dobson | 3:22 | |
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| Austin Night | Bastard Sons of Johnny Cash | 3:36 | |
| The Pilgrim, Chapter 33 | Kris Kristofferson | 3:09 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Fading Memory | Eilen Jewell | 3:43 | |
| Stars | Fred Eaglesmith | 3:16 | |
| Birmingham Tonight | Delbert McClinton | 3:59 | |
| East of Eden | Tom Rush | 3:29 | |
| Roll Truck Roll | Terry Allen, The Panhandle Mystery Band | 5:00 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Miller's Cave | The International Submarine Band | 2:48 | |
| Angels Love Bad Men | The Highwaymen, Willie Nelson, Johnny Cash, Waylon Jennings, Kris Kristofferson | 3:32 | |
| She's Leaving in the Morning | Zephaniah OHora | 3:08 | |
| Sometimes I Do | Ernest Tubb | 2:06 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| I Met Jesus In a Bar | Jim Lauderdale | 3:15 | |
| Here Comes That Rainbow Again | Kris Kristofferson | 2:52 | |
| Stay Young | Don Williams | 3:07 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
| A Train Robbery | Levon Helm | 5:28 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Alabama Song | Allison Moorer | 3:53 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Wounded Knee | Marty Stuart | 3:13 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| Key Chain | Slaid Cleaves | 3:15 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| It Wasn't God Who Made Honky Tonk Angels - 1952 Single Version | Kitty Wells | 2:32 | |