| Fourth Time Around | Yo La Tengo | 5:07 | |
| Tired of This Life | Dawn Landes | 3:04 | |
| Just to Know What You've Been Dreaming | Will Johnson | 4:27 | |
| Scarlet Town | Gillian Welch | 3:40 | |
| Lonely Still | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 4:46 | |
| To Lay Me Down | Perfume Genius, Sharon Van Etten & Friends | 6:20 | |
| The Big Surprise | The Felice Brothers | 4:22 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| Cold Discovery | Smog | 5:56 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Poor Girl's Blues | Jolie Holland | 5:26 | |
| Green, Green Rocky Road | Dave Van Ronk | 3:42 | |
| Will the Circle Be Unbroken? | Punch Brothers, Gillian Welch, Dave Rawlings Machine | 3:32 | |
| No Rolling Back | Jay Farrar | 3:13 | |
| I Hear... Goodnight | Low, Dirty Three | 3:10 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Señor | Gillian Welch, David Rawlings | 5:27 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Ambulance Blues - 2016 Remaster | Neil Young | 8:56 | |
| My One Desire | Freakwater | 2:28 | |
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| Flirted With You All My Life | Vic Chesnutt | 4:41 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Dirt Floor | Chris Whitley | 2:12 | |
| Run Devil Run | Jenny Lewis, The Watson Twins | 1:08 | |
| Black Star (Live) | Gillian Welch | 5:18 | |
| Cave Man | Chris Smither | 5:23 | |
| Burn the River Dry | Jim White | 5:00 | |
| Hey Self Defeater | Mark Mulcahy | 4:21 | |
| Eastern Light (feat. Sam Beam) | Tift Merritt, Sam Beam | 4:34 | |
| My First Lover | Gillian Welch | 3:45 | |
| Sometimes I Can't Stop | Mark Kozelek, Desertshore | 6:41 | |
| On the Banks of the Old Kishwaukee | Ryley Walker | 5:00 | |
| Red Rose Nantahala | Hiss Golden Messenger | 4:05 | |
| Triumph ‘73 | The Felice Brothers | 4:18 | |
| Cortez Sail | Terry Allen | 6:10 | |
| Barely Losing | Richmond Fontaine | 2:47 | |
| Cold Blooded Old Times | Smog | 4:14 | |
| What's Next To The Moon | Mark Kozelek | 3:34 | |
| Empty Hearted Town | Warren Zevon | 3:06 | |
| Red Dust | Calexico, Iron & Wine | 3:31 | |
| The Littlest Birds | Jolie Holland | 3:59 | |
| Easy Plateau | Ryan Adams & The Cardinals | 5:11 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| Heart That You Own | Jim Matt, Rhonda Vincent, Gillian Welch, Sara Evans, Bonnie Bramlett, The Blazers, Pete Drodge | 4:07 | |
| Pull | Richard Buckner | 2:40 | |
| A Heart Needs A Home | Richard & Linda Thompson | 3:49 | |
| There's A Rhythm | Ron Sexsmith | 3:11 | |
| May You Never | John Martyn | 3:40 | |