| Rare Feeling | Twain | 3:36 | ||
| Sanctuary | Hiss Golden Messenger | 4:26 | ||
| Tired of This Life | Dawn Landes | 3:04 | ||
| I Cannot Care | Tré Burt | 2:42 | ||
| Taking It Easy Too Long | Blitzen Trapper | 2:56 | ||
| Slate | Uncle Tupelo | 3:24 | ||
| The South Saskatchewan River | Kacy & Clayton | 3:43 | ||
| Silverfish | The Felice Brothers | 3:20 | ||
| Delta Momma Blues | Hurray For The Riff Raff | 3:48 | ||
| Down at the Uptown | Hiss Golden Messenger | 3:26 | ||
| I Don't Fall Much, Anymore | Barna Howard | 3:44 | ||
| Nothing Touches Me | Sam Burton | 4:55 | ||
| Jenny Come In | Joan Shelley | 4:10 | ||
| Nothing's Right | Will Stewart | 2:52 | ||
| Lullaby | Loudon Wainwright III | 2:57 | ||
| Cocaine Cowboys | Ana Egge | 3:55 | ||
| You Don't Love Me Yet | The Vulgar Boatmen | 4:14 | ||
| The Rio Grande | Kacy & Clayton | 2:51 | ||
| Can't Hardly Wait | Justin Townes Earle | 2:48 | ||
| A Robin or A Wren - Live in Chicago, IL - January 2021 | Jeff Tweedy | 2:40 | ||
| Sometimes Darkness / Railroad / Sometimes Darkness Reprise | Skyway Man | 5:33 | ||
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| Lowlands | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 3:29 | ||
| Main Man | Father John Misty | 3:22 | ||
| All The Roads | Cut Worms | 5:54 | ||
| History of Lovers | Calexico, Iron & Wine | 3:09 | ||
| Women Know | Blake Mills | 4:33 | ||
| All the Same to Me | Golden Smog | 3:05 | ||
| Bound by Love | The Deslondes, Dan Cutler | 2:32 | ||
| Unnatural Disaster | Cut Worms | 4:00 | ||
| Post To Wire | Richmond Fontaine | 2:13 | ||
| Hands for the Harvest | H.C. McEntire | 4:17 | ||
| Cries After Making Love | Jonny Fritz | 3:04 | ||
| OMGCD | The Low Anthem | 1:53 | ||
| Guaranteed | Jeff Tweedy | 3:23 | ||
| Goin' Away | Hurray For The Riff Raff | 2:19 | ||
| I Won't Get It Right | Cut Worms | 4:18 | ||
| Chinese Apple | Loose Fur | 7:34 | ||
| Fallin' Rain | Father John Misty | 3:47 | ||
| Handful of Stars | Peter Bruntnell | 4:29 | ||
| California Belongs to You | Erin Rae | 3:37 | ||
| A Chance Counsel | Richard Buckner | 4:50 | ||
| Up On High | Vetiver | 5:44 | ||
| Sky Blue Sky | Jeff Tweedy | 3:13 | ||
| Freed From Doubt | Twain | 2:25 | ||
| Mystifies Me | Son Volt | 4:12 | ||
| On the Banks of the Old Kishwaukee | Ryley Walker | 5:00 | ||
| Drinking of the Wine | Jake Xerxes Fussell | 4:43 | ||
| This World Has Seven Wonders | Kacy & Clayton | 3:43 | ||
| Woody | Hayden | 1:53 | ||
