| Little Ann | The Felice Brothers | 3:23 | |
| Ribbon Creeks Collide | The Deslondes, Riley Downing | 2:39 | |
| You'll Never Surf Again | Dan Reeder | 2:42 | |
| When I Was Abroad | Daniel Romano | 2:16 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Call Him Daylight | Hiss Golden Messenger | 3:28 | |
| Learning To Do Without Me | Daniel Romano | 3:21 | |
| Man at the Mill | Jake Xerxes Fussell | 3:10 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Before I Wake | John Doe, The Sadies | 2:31 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Drunk By Noon | The Handsome Family | 2:51 | |
| Far, Far Away - 2017 Remaster | Wilco | 3:20 | |
| Greatest Show on Earth | The Felice Brothers | 5:30 | |
| The Terrible Sunrise | Bobby Bare Jr. | 3:07 | |
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| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| How Much I've Lied - 2002 Remaster | Gram Parsons | 2:29 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Boat's up the River | Jake Xerxes Fussell | 4:04 | |
| Diamond Bell | The Felice Brothers | 6:16 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | |
| The Bottom of the World | Bottom of the World | 4:30 | |
| Old Fires | Daniel Romano | 3:38 | |
| Bells Of Rhymney | Jake Xerxes Fussell | 4:02 | |
| Cemetary Road | Fred Eaglesmith | 2:17 | |
| I’ll Be Here In the Morning | Jason Molina | 2:29 | |
| Still Feeling Blue - 2002 Remaster | Gram Parsons | 2:43 | |
| Wallins Creek Girls | Bonnie Prince Billy, Nathan Salsburg | 2:12 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Northstar Blues | Magnolia Electric Co., Jason Molina | 5:08 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Kings And Queens | Loudon Wainwright III | 2:20 | |
| Anna Leigh | The Sadies | 3:21 | |
| Ditch | Sam Baker | 1:56 | |
| Let The Waters Rise - Remastered | Justin Townes Earle | 2:42 | |
| Josephine | Magnolia Electric Co., Jason Molina | 3:22 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Don't Make Me Explain It | Ted Hawkins | 2:37 | |
| My Old Record | Delaney Davidson, Marlon Williams | 5:08 | |