| Love Love Love | Sharon Shannon, John Prine | 3:21 | |
| Spanish Moss | Jackson C. Frank | 4:30 | |
| Both Sides Now | Dave Van Ronk | 5:14 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Accidentally Like a Martyr | Warren Zevon | 3:06 | |
| Sugar Babe | Jesse Colin Young | 3:41 | |
| Egg & Daughter Nite, Lincoln Nebraska, 1967 (Crazy Bone) | John Prine | 4:05 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| How Lucky | Kurt Vile, John Prine | 3:23 | |
| Clocks and Spoons | John Prine | 3:14 | |
| Oregon Hill | Cowboy Junkies | 4:53 | |
| The Whiskey Makes You Sweeter | Laura Cantrell | 5:07 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Kristine | Joe Purdy | 3:54 | |
| Mexican Home | John Prine | 4:36 | |
| Midnight At the Movies | Justin Townes Earle | 3:22 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Coast | Eliza Gilkyson | 3:25 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
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| Love Is Our Cross To Bear | John Gorka | 4:16 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Two Daughters and a Beautiful Wife | Drive-By Truckers | 3:05 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| I Just Want To Dance With You | John Prine | 3:26 | |
| Missin' You | Little Feat | 2:21 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| My Dog and Me | John Hiatt & The Goners | 3:15 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Graceland | Justin Townes Earle | 3:14 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| Just Like That | Bonnie Raitt | 5:05 | |
| Between The Daylight And The Dark | Mary Gauthier | 4:15 | |
| Angel Eyes | Willis Alan Ramsey | 3:11 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | |
| Cobblestone Mountain | The Ozark Mountain Daredevils | 2:24 | |
| Wild Horses | The Flying Burrito Brothers | 6:20 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |