| Terrible Years | Patrick Sweany | 2:40 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Two Pillow Sleeper | Daniel Romano | 3:51 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| I Still Miss Someone | John Doe, The Sadies | 2:19 | |
| Me n Annie | Low Cut Connie | 3:24 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| The Girl Who Danced Oklahoma | Terry Allen | 4:18 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| First Girl I Loved | John Hartford | 4:35 | |
| Weight of the World | Western Centuries | 3:22 | |
| Goodbye Summer | Jonny Fritz | 3:30 | |
| Memphis Women and Chicken | Donnie Fritts | 3:51 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Plugerville | Ramsay Midwood | 2:13 | |
| Things Ain't What They Used to Be (And Probably Never Was) | Larry Jon Wilson | 2:59 | |
| FFA | Terry Allen | 1:11 | |
| Short Hair Woman | Justin Townes Earle | 2:49 | |
| Tunnel of a Dream | TK & The Holy Know-Nothings | 6:50 | |
| Slow Boat to China | Blaze Foley & the Beaver Valley Boys | 4:35 | |
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| Skinny Elvis | Sam Morrow, Jaime Wyatt | 2:58 | |
| Nothin' Feels Right But Doin' Wrong | Sarah Shook & the Disarmers | 2:55 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Pretty Flowers | The Texas Gentlemen | 3:44 | |
| The Piano Has Been Drinkin' (Not Me) | Dan Hicks & His Hot Licks | 3:30 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| 911 | Ramsay Midwood | 4:26 | |
| Cemetary Road | Fred Eaglesmith | 2:17 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| No Friend to Louisiann | Leo Rondeau | 3:34 | |
| My Old Drunk Friend | Freakwater | 3:33 | |
| Gone | John Hiatt | 2:57 | |
| Stop the World and Let Me Off | John Doe, The Sadies | 3:42 | |
| One Of These Lonesome Mornings | The Deslondes, Dan Cutler, Cameron Snyder | 2:29 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Bad Time To Be An Outlaw | The Bottle Rockets | 3:13 | |
| No Goodwill Stores in Waikiki | Blaze Foley & the Beaver Valley Boys | 3:10 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| I Don't Want To Go Home - Single Version | Sir Douglas Quintet | 2:43 | |
| I Want It So Bad | The Gourds | 3:37 | |
| Break My Mind | The Flying Burrito Brothers | 2:22 | |
| Suckin' A Big Bottle Of Gin - 2022 Remaster | Joe Ely | 3:14 | |
| Painted Lady | Willis Alan Ramsey | 3:06 | |
| Too Drunk To Dream | Whiskeytown | 2:53 | |
