| Someday/Sometime | Scott Miller | 3:54 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Barbara's Song | Ian Noe | 3:25 | |
| The Very Best | The Good Luck Thrift Store Outfit | 2:50 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Without Her | Slaid Cleaves | 2:41 | |
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | |
| Come Early Mornin’ | Buddy Miller, Jill Andrews | 2:33 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Sputnik Monroe | Otis Gibbs | 3:10 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Satan and St. Paul | John Fullbright | 4:11 | |
| Part I - My Name Is Jorge | The Gourds | 3:50 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Shaky Ground | Malcolm Holcombe | 3:35 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Irene | Ian Noe | 3:53 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
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| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Thinner | Bow Thayer, Levon Helm | 3:46 | |
| One Good Year | Slaid Cleaves | 4:54 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Coming Down From You | Joseph Huber | 4:33 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Worry Too Much | Buddy Miller | 4:48 | |
| Moonshiner | Uncle Tupelo | 4:23 | |
| Home Again | Adam Carroll | 3:07 | |
| Waltz About Whiskey | Watchhouse | 3:46 | |
| Wait A Minute | The Seldom Scene | 3:35 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| Devilsong | Shinyribs | 4:33 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Willin' | Richard Shindell | 3:15 | |
| Take Home Pay | Slaid Cleaves | 2:51 | |
| Hideaway Girl | Jimmy LaFave | 4:22 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Yup | David Rawlings | 4:33 | |
| Poor Old Dirt Farmer | Levon Helm | 3:52 | |
| Highway 17 | Rodney Crowell | 4:54 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| White Dove | Levon Helm | 3:29 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |