| Let the Mystery Be | Iris DeMent | 2:50 | |
| Seven-Mile Island | Jason Isbell and the 400 Unit | 4:08 | |
| Bloody 98 | Blue Mountain | 2:47 | |
| Sailin' On Through | Terry Allen, The Panhandle Mystery Band | 4:03 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Deep Red Bells | Neko Case | 4:03 | |
| Pay No Attention to Alice | Patterson Hood | 3:11 | |
| My One Desire | Freakwater | 2:28 | |
| Oval Room | Blaze Foley | 4:04 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Jimmy Carter | Blue Mountain | 2:24 | |
| James Alley Blues | Willie Watson | 4:06 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| So Good | Peter Rowan Bluegrass Band, Gillian Welch, Dave Rawlings | 2:46 | |
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Old Shoes | Tom Waits | 4:25 | |
| Lua | Conor Oberst, Gillian Welch | 5:53 | |
| Turn It Up | Gillian Welch | 1:52 | |
| Gunpowder | Patty Griffin | 4:22 | |
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| Thrice All American | Neko Case | 3:13 | |
| Bodysnatchers | Dave Rawlings Machine | 5:56 | |
| Gasoline and Matches | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:14 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Hex | Neko Case | 4:59 | |
| Ford Econoline | Chuck Prophet | 3:41 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Wilderness Within You (feat. Gillian Welch) | Parker Millsap, Gillian Welch | 4:00 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| Scarlet Town | Gillian Welch | 3:40 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Lindsey Button | David Rawlings | 5:03 | |
| Heart That You Own | Jim Matt, Rhonda Vincent, Gillian Welch, Sara Evans, Bonnie Bramlett, The Blazers, Pete Drodge | 4:07 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| Banks Of The Pontchartrain | Nanci Griffith | 3:46 | |
| Key Chain | Slaid Cleaves | 3:15 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| Chicago | Ramsay Midwood | 4:50 | |
| I Feel The Blues Moving In | Slaid Cleaves | 4:08 | |
| Magnolia Mountain | Ryan Adams & The Cardinals | 5:51 | |
| Faithless Street | Whiskeytown | 3:55 | |
| Mighty Big Car | Fred Eaglesmith | 3:29 | |
| 16 Days - Album Version (Baseball Park Sessions) | Whiskeytown | 3:45 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
