| Doggone Cowboy | Marty Robbins | 2:09 | |
| Drinkin' and Drivin' | Johnny Paycheck | 3:03 | |
| Middle Child | Daniel Romano | 3:48 | |
| They Killed John Henry | Justin Townes Earle | 2:46 | |
| Devil Woman | Marty Robbins | 2:50 | |
| Back in the Goodle Days | John Hartford | 3:39 | |
| I'm Just an Old Chunk of Coal (But I'm Gonna Be a Diamond Someday) | Billy Joe Shaver | 2:01 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| Burden of Freedom | Kris Kristofferson | 3:21 | |
| The Real Deal | The Deslondes, Sam Doores, Riley Downing | 2:42 | |
| Ain't the Reaping Ever Done | Eddie Noack | 2:50 | |
| The Black Label Blues | Gamble Rogers | 2:43 | |
| Ohoopee River Bottom Land | Larry Jon Wilson | 3:41 | |
| I Ain't Looking for the Answers Anymore | Tompall Glaser | 2:18 | |
| Here Comes That Rainbow Again | Kris Kristofferson | 2:52 | |
| All Blue | Luke Bell | 3:21 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Cocaine Cowboy | Terry Allen, The Panhandle Mystery Band | 3:04 | |
| Are You Drinkin' With Me Jesus | Jello Biafra, Mojo Nixon | 3:12 | |
| Darlin' Companion - 2003 Remaster | The Lovin' Spoonful | 2:19 | |
| I Got Stoned and I Missed It | Shel Silverstein | 3:08 | |
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| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| Sitting in the Sunshine Wishing It Was Moonshine | Mack Allen Smith | 2:29 | |
| Lubbock Woman | Terry Allen | 3:36 | |
| Mama Nantucket | Michael Nesmith, The First National Band | 2:39 | |
| Nobody Wins | Kris Kristofferson | 3:06 | |
| Why You Been Gone so Long | Jessi Colter | 3:05 | |
| Strong Boy | The International Submarine Band | 2:04 | |
| Fuck This Town | Robbie Fulks | 2:24 | |
| Trudy | The Charlie Daniels Band | 4:48 | |
| Truckload of Art | Terry Allen | 5:24 | |
| Cool Water | Marty Robbins | 3:09 | |
| Help Me Make It Through the Night | Kris Kristofferson | 2:21 | |
| I Lie When I Drink | Dale Watson | 3:07 | |
| The Cold Hard Facts of Life | Porter Wagoner | 3:12 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| Juke Box Man | Dick Curless | 2:38 | |
| Alligator Man | Jimmy C. Newman | 2:11 | |
| Jackknife / The Red Newt | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 3:30 | |
| A Bullet For Ramona - Remastered | Warren Zevon | 3:52 | |
| Making Believe - 1955 Single Version | Kitty Wells | 2:55 | |
| My Baby's Gone | The Louvin Brothers | 2:46 | |
| Twice The Lovin' (In Half The Time) | Jean Shepard | 2:43 | |
| Sweet Thang | Loretta Lynn, Ernest Tubb | 2:38 | |
| It Wasn't God Who Made Honky Tonk Angels - 1952 Single Version | Kitty Wells | 2:32 | |
| Loser's Cocktail | Dick Curless | 2:32 | |
| Reno | Jonathan Richman | 4:00 | |
| Alligator's Lament | Ramsay Midwood | 2:55 | |
| Lorene | The Louvin Brothers | 2:03 | |