| Big Moon | John Doe | 3:24 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Slate | Uncle Tupelo | 3:24 | |
| Memphis in the Rain | Justin Townes Earle | 2:26 | |
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | |
| All in Down and Out | Jake Xerxes Fussell | 3:13 | |
| Darling Undergdog | John Doe | 2:52 | |
| Isn't That So | Jesse Winchester | 2:25 | |
| Barstool Boys | Marah | 3:04 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Cortez Sail | Terry Allen | 6:10 | |
| Old Friends | Chuck Prophet | 3:56 | |
| I Push Right Over | Robbie Fulks | 2:19 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Castanets | Alejandro Escovedo | 3:27 | |
| 'Til I Get It Right | John Doe, The Sadies | 3:19 | |
| You Couldn't Get Arrested | Green On Red | 5:49 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| How I Got To Memphis | The V-Roys | 4:38 | |
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| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Memories | The Silos, Walter Salas-Humara | 3:13 | |
| Sunlight | John Doe | 3:22 | |
| Neil Armstrong | Dexateens | 3:10 | |
| John Hardy | Uncle Tupelo | 2:22 | |
| Dallas | The Flatlanders | 3:01 | |
| What of Alicia | Terry Allen | 5:03 | |
| Fuck Up | Sarah Shook & the Disarmers | 3:21 | |
| The Trial | The Sadies | 3:40 | |
| Thanks A Lot | Neko Case, Her Boyfriends | 2:37 | |
| I've Been Gone | Zoe Muth and the Lost High Rollers | 4:28 | |
| Round Eye Blues | Marah | 4:12 | |
| I Just Lived a Country Song | Robbie Fulks, Linda Gail Lewis | 4:10 | |
| Acuff-Rose | Uncle Tupelo | 2:35 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| Mountain Girl | Blue Mountain | 4:05 | |
| Everybody I Know | Garrett T. Capps, Croy and the Boys | 4:36 | |
| Tears Only Run One Way | Robbie Fulks | 2:49 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Tramp Trail | Andre Williams, The Sadies | 2:44 | |
| With Or Without You | Rick White, The Sadies | 3:02 | |
| Boys, The Night Will Bury You | Richard Buckner | 2:25 | |
| Throwin' Rocks At The Moon | THe BAcksliders | 3:51 | |
| Satin Sheets | Willis Alan Ramsey | 2:39 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| Excuse Me While I Break My Own Heart Tonight - Faithless Street Album Version | Whiskeytown | 3:20 | |
| Somebody Pick Up My Pieces | Willie Nelson | 4:39 | |
| Fisherman's Friend | Ramsay Midwood | 4:58 | |