| Let's Take Some Drugs and Drive Around | The Silos, Walter Salas-Humara | 4:17 | |
| Divorce Song - Remastered | Liz Phair | 3:20 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Lonely Old Lies | Neko Case, Her Boyfriends | 3:40 | |
| I Was in the House When the House Burned Down | Warren Zevon | 3:04 | |
| Childish Things | James McMurtry | 4:35 | |
| Hands of Time | Margo Price | 6:09 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Just How Lonely | Southern Culture on the Skids | 3:36 | |
| Whiskey Bottle | Uncle Tupelo | 4:46 | |
| It Wasn't Me | Jenny Lewis, The Watson Twins | 4:12 | |
| The Club | Nick Lowe | 2:36 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| The Palace | The Watson Twins | 3:11 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Creeps Like Me | Lyle Lovett | 2:14 | |
| Broken Hearts and Auto Parts | Kevn Kinney | 5:15 | |
| This Song | Ron Sexsmith | 3:43 | |
| Mostly Water | Bap Kennedy | 3:23 | |
| Melt Your Heart | Jenny Lewis, The Watson Twins | 2:52 | |
| Wine Lips | Lydia Loveless | 3:42 | |
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| Estelle | Dan Bern | 7:33 | |
| Ionlanthe | James McMurtry | 4:30 | |
| Shanghai Cigarettes | Caitlin Rose | 3:52 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Gone Again | Indigo Girls | 3:27 | |
| Heal Me | Sarah Shook & the Disarmers | 3:08 | |
| Rosalie | Alejandro Escovedo | 3:49 | |
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| All I Know | Lydia Loveless | 4:24 | |
| Caroline | The Silos | 2:55 | |
| We Both Go Down Together | The Decemberists | 3:04 | |
| Harlem River Blues | Justin Townes Earle | 2:48 | |
| All Men Are Liars | Nick Lowe | 3:22 | |
| See How We Are | X | 3:49 | |
| Are the Good Times Really Over for Good? | John Doe, The Sadies | 2:38 | |
| Gone for Good - 2023 Remaster | The Shins | 3:12 | |
| The Needle Has Landed | Neko Case | 3:45 | |
| Long Limbed Girl | Nick Lowe | 2:52 | |
| Jesus Was a Wino | Lydia Loveless | 3:35 | |
| Jimmy Carter | Blue Mountain | 2:24 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Cooksferry Queen | Richard Thompson | 4:12 | |
| Trains | Ryan Adams & The Cardinals | 4:06 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Best Thing That Never Happened | Paul Westerberg | 4:33 | |
| Magnolia Mountain | Ryan Adams & The Cardinals | 5:51 | |
| You Gotta Sin To Be Saved | Maria McKee | 5:52 | |
| It's A Wonderful Lie | Paul Westerberg | 2:47 | |