| Say Goodbye to Montana | Don Edwards | 4:31 | ||
| You Told Me I Would Be a Fighter Pilot | Dos Gringos | 4:06 | ||
| Blue Wing | Corb Lund | 3:48 | ||
| Jine the Cavalry | 2nd South Carolina String Band | 2:47 | ||
| Black River Blues | The .357 STring Band | 3:05 | ||
| Lay Low | Tejon Street Corner Thieves | 3:35 | ||
| Free and Green | David Kincaid | 4:15 | ||
| Drinkin' | The Cowmen | 2:52 | ||
| Rolling Prison Line (The Ultimate Johnny Cash Song) | Owen Walsh | 2:25 | ||
| Going In For Guns | Dos Gringos | 3:19 | ||
| Ww Iii | Blaze Foley | 3:36 | ||
| BB Gun | Roger Alan Wade | 1:56 | ||
| The Cowboy's Song | Don Edwards | 3:22 | ||
| September | Corb Lund | 4:43 | ||
| John Paul Jones | Tommy Horton | 1:47 | ||
| Julianne | Grandpa's Cough Medicine | 2:34 | ||
| Out Of Babylon | Benjamin Tod | 3:45 | ||
| That Buckin' Song | Robert Earl Keen | 2:18 | ||
| Homemade Wine | Gibson Brothers | 3:11 | ||
| Ticket to Hartford | Joshua Quimby | 3:19 | ||
| Sickle and Hood | Brown Bird | 2:40 | ||
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| Saddle Bronc Girl | Ian Tyson | 3:02 | ||
| Haul Away the Whale | Jimmy Rankin | 4:22 | ||
| Miss'ippi | Nick Shoulders | 3:23 | ||
| Wishing Well | Josh Morningstar | 4:09 | ||
| Lawdog | Town Mountain | 4:48 | ||
| Gravedigger - Radio Edit | Bryx, Corb Lund | 2:20 | ||
| Talkin' Veterinarian Blues | Corb Lund | 3:40 | ||
| Ballad of Thunder Road | Jim & Jesse | 2:36 | ||
| Turn on the Dark | Nick Shoulders | 4:22 | ||
| Brother, Oh Brother | American Aquarium | 4:06 | ||
| Eyes on Me | The Heavy Horses | 3:39 | ||
| My Shits Fucked Up | Kinky Friedman | 3:13 | ||
| Mayhayley's House | Lonesome River Band | 4:06 | ||
| Dig Gravedigger Dig | Corb Lund | 4:10 | ||
| I Like Trains | Fred Eaglesmith | 3:30 | ||
| Cumberland Gap | 2nd South Carolina String Band | 4:06 | ||
| Working Man's Dream | Luke Bell | 2:11 | ||
| Must Be the Whiskey | Josh Morningstar | 3:30 | ||
| Rabbit | Ray Wylie Hubbard | 3:14 | ||
| American Dream | Grandpa's Cough Medicine | 2:46 | ||
| Lead Me Astray | Jayke Orvis, The Broken Band | 4:29 | ||
| Great American Trainwreck | Eleven Hundred Springs | 2:22 | ||
| The Ballad Of Edward Abbey | Tom Russell | 4:36 | ||
| Alcohol And Pills | Fred Eaglesmith | 3:58 | ||
| The Coyote & The Cowboy | Ian Tyson | 3:44 | ||
| Time To Get A Gun | Fred Eaglesmith | 3:43 | ||
| Stealing Electricity | Tom Russell | 3:07 | ||
| Doomed From The Start | The Native Howl | 4:40 | ||
