| My Good Gal | Old Crow Medicine Show | 4:18 | |
| Midnight Train | Rattlesnake Milk | 3:51 | |
| Cigarettes | Josh Okeefe | 2:06 | |
| I’m Not Ready | Riley Downing | 3:18 | |
| Cigarette Machine - GemsOnVHS Field Recording | Anthony Simpkins, GemsOnVHS | 3:40 | |
| Hound Dog | Rattlesnake Milk | 4:01 | |
| My Old Montana Home | The Tumbleweeds | 3:04 | |
| Early Morning Rising | Kassi Valazza | 4:49 | |
| Low Down & Lonesome | Sam Doores, Riley Downing, The Tumbleweeds | 2:03 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| All Blue | Luke Bell | 3:21 | |
| Time to Believe In | The Deslondes, Riley Downing | 3:35 | |
| Same Old Stagolee | Justin Townes Earle | 3:41 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Keeping Me Goin' | Josh Okeefe | 2:27 | |
| Jubilee | Jake Xerxes Fussell | 3:58 | |
| Start It Over | Riley Downing | 3:24 | |
| Young When I Left Home | The Good Luck Thrift Store Outfit | 4:28 | |
| Irene | Ian Noe | 3:53 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
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| Same Blood as Mine | The Deslondes, Riley Downing, Sam Doores | 3:28 | |
| Make a New Start | Jason Dea West | 4:35 | |
| Moondog | Joseph Huber | 3:22 | |
| Sad Songs | Kassi Valazza | 4:06 | |
| Texas | Wood & Wire | 3:04 | |
| Panicked and Paralyzed | Chris Acker | 4:42 | |
| A Young Felon Dates an Old Woman | Ian Noe | 3:14 | |
| Tempelhofer Dawn | Sam Doores | 1:39 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| I Drink Beer | Dan Reeder | 2:53 | |
| Holy Water | Jonny Fritz | 2:40 | |
| Sweethearts or Strangers | The Tumbleweeds | 3:02 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| Leaf Change | Willy Tea Taylor, The River Arkansas | 3:52 | |
| We Shouldn’t Talk About It (feat. Emily Gimble) | Theo Lawrence, Emily Gimble | 2:26 | |
| By the Waters of the James | The Local Honeys | 5:10 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Breakfast | Darrin Bradbury | 3:06 | |
| Keep It Clean | Willie Watson | 3:35 | |
| They Know My Name | Pat Reedy | 3:05 | |
| I'll Never Get Out of This World Alive | Cole Wilson, The Tumbleweeds | 2:36 | |
| Hurt All Over | Emily Nenni | 3:33 | |
| The Way Country Sounds | Jeremy Pinnell | 3:56 | |
| Coming Down From You | Joseph Huber | 4:33 | |
| Drinkin in the Morning | Trampled by Turtles | 3:45 | |
| I Don't Care - Remastered | Justin Townes Earle | 1:55 | |
| Gutted | Bella White | 4:06 | |
| Esther | Ramsay Midwood | 4:37 | |
