| The Nail | Sarah Shook & the Disarmers | 3:13 | |
| Outfit | Drive-By Truckers | 4:06 | |
| Wedding Bells | Buddy Miller, Richard Thompson | 4:45 | |
| Country Love | The Gourds | 2:43 | |
| Egg & Daughter Nite, Lincoln Nebraska, 1967 (Crazy Bone) | John Prine | 4:05 | |
| El Camino | Elizabeth Cook | 2:43 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| Hammer of the Honky-tonk Gods | Bill Kirchen | 2:27 | |
| Paper Cowboy | Margo Price | 6:15 | |
| Bob | Drive-By Truckers | 2:15 | |
| Texas Tears | Terry Allen, The Panhandle Mystery Band | 4:11 | |
| It's a Big Old Goofy World | John Prine | 5:10 | |
| Coast of Colorado | Rusty Wier | 2:45 | |
| Dead Flowers | The Brothers Comatose | 5:08 | |
| Pack Up Your Sorrows | Bruce Robison, Kelly Willis | 2:29 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| Trouble Is | Justin Townes Earle | 3:22 | |
| Hurtin' (On the Bottle) | Margo Price | 4:12 | |
| I Don't Want to Lay This Guitar Down | Rusty Wier | 2:59 | |
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| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Link Of Chain | Chris Smither | 4:50 | |
| Sweet Evangelina | Hoyt Axton | 3:11 | |
| Where There's a Road | Robbie Fulks | 3:54 | |
| Early Morning Riser | Pure Prairie League | 5:06 | |
| Lake Marie | John Prine | 6:00 | |
| Honky Red | Murray McLauchlan | 3:58 | |
| Love’s Gonna Live Here | Buddy Miller, Kacey Musgraves | 2:14 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Grandpa Was a Carpenter | John Prine | 2:10 | |
| Tulsa County - Single Version | Son Volt | 2:53 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| Amazing Grace (Used to Be Her Favorite Song) - Remastered | Amazing Rhythm Aces | 3:17 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Unwed Fathers | John Prine | 3:29 | |
| Watch Me Fall | Uncle Tupelo | 2:12 | |
| On a Slow Train Through Arkansas | Chuck Mead | 4:23 | |
| Tuscaloosa 1962 | Donnie Fritts | 3:22 | |
| I Told Her Lies | Robbie Fulks | 2:50 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Walkin' Down The Road | The Ozark Mountain Daredevils | 3:26 | |
| Alcohol And Pills | Fred Eaglesmith | 3:58 | |
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | |
| California Country Boy | Cracker | 3:13 | |
| I'm Still Here | John Hartford | 3:24 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| I Can't Get You Off Of My Mind | Bob Dylan | 2:55 | |