| When It Breaks | Possessed by Paul James | 4:31 | ||
| Letting Go | Erika Wennerstrom, Heartless Bastards | 4:59 | ||
| Go And Leave Me | Kacy & Clayton | 3:34 | ||
| Anna Leigh | The Sadies | 3:21 | ||
| New Paint | Loudon Wainwright III | 3:00 | ||
| Over Alameda | Justin Townes Earle | 4:08 | ||
| It Must Be Someone Else’s Fault | Courtney Marie Andrews | 3:18 | ||
| Clay Pigeons | Blaze Foley | 3:00 | ||
| Don't Skip Out on Me | Richmond Fontaine | 4:07 | ||
| San Francisco Good Times | Gold Star | 2:36 | ||
| Maybe A Moment | Justin Townes Earle | 3:05 | ||
| I Drive My Race Car | Dan Reeder | 2:07 | ||
| Irene | Courtney Marie Andrews | 3:46 | ||
| I Hear Them All | Dave Rawlings Machine | 2:27 | ||
| The War After the War | Mary Gauthier | 3:44 | ||
| Ship Out On The Sea | The Be Good Tanyas | 4:17 | ||
| Willie and Nilli | Chuck Prophet | 3:48 | ||
| Kids In The Street | Justin Townes Earle | 3:53 | ||
| I Skipped A Stone | Old Man Luedecke, Bahamas | 3:20 | ||
| Nightswimming | Jason Isbell and the 400 Unit, Béla Fleck, Chris Thile | 3:59 | ||
| Broken Fingers | Sam Baker | 4:40 | ||
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| Cheap Wine | Charlie Parr | 4:58 | ||
| I Don't Know That Guy | Greg Brown | 4:49 | ||
| I'm Calling You | The Cactus Blossoms | 3:03 | ||
| Lonely Still | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 4:46 | ||
| Motel Blues | Loudon Wainwright III | 2:47 | ||
| Happy in Hindsight | Jonny Fritz | 3:30 | ||
| Rosey | Bermuda Triangle | 3:45 | ||
| My Favorite Picture of You | Guy Clark | 3:32 | ||
| Buckets of Rain | Redbird | 3:41 | ||
| China | Greg Brown | 4:19 | ||
| Far, Far Away - 2017 Remaster | Wilco | 3:20 | ||
| Burlap String | Courtney Marie Andrews | 3:57 | ||
| Nobody Wants to Be You | Dan Reeder | 2:08 | ||
| Aerosol Ball | The Felice Brothers | 3:50 | ||
| Things I Learned | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 2:46 | ||
| In the Light | Pieta Brown, Calexico | 3:20 | ||
| Rocky Mountain Healin' | Ray LaMontagne | 4:15 | ||
| After the Rain | Chuck Prophet | 3:35 | ||
| White Winos | Loudon Wainwright III | 2:59 | ||
| Cheer up Charley | The Delines | 3:26 | ||
| If I Could Only Fly | Blaze Foley | 4:04 | ||
| Starter Home | Doug Paisley | 4:12 | ||
| Diamonds Back To Coal | Jeremy Ivey | 4:03 | ||
| A Place on the River | Dan Reeder | 2:14 | ||
| If I Had the World to Give | Bonnie Prince Billy | 2:37 | ||
| Blue and Wonder | Richard Buckner | 3:47 | ||
| Ladder Of Success | Ted Hawkins | 3:26 | ||
| The Maker | Willie Nelson | 5:08 | ||
