| Adios to California | John Hiatt | 3:47 | |
| Mexican Home | John Prine | 4:36 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| From Hank to Hendrix | Neil Young | 5:17 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | |
| Pamela Brown | Leo Kottke | 3:29 | |
| Roll Um Easy | Little Feat | 2:31 | |
| The Hula Hula Boys - 2007 Remaster | Warren Zevon | 3:02 | |
| Lonesome Friends of Science | John Prine | 4:41 | |
| Waltz About Whiskey | Watchhouse | 3:46 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Mystifies Me | Son Volt | 4:12 | |
| Accidentally Like a Martyr | Warren Zevon | 3:06 | |
| Both Sides Now | Dave Van Ronk | 5:14 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| She Is My Everything | John Prine | 4:25 | |
| Into the Mystic - 2013 Remaster | Van Morrison | 3:25 | |
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| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Lincoln Town | John Hiatt | 4:03 | |
| Mama Bake a Pie (Daddy Kill a Chicken) | Drive-By Truckers | 3:19 | |
| The Whiskey Makes You Sweeter | Laura Cantrell | 5:07 | |
| Souvenirs | John Prine | 3:42 | |
| Rosie - 2018 Remaster | Jackson Browne | 3:41 | |
| Long Time Comin' | John Hiatt | 4:12 | |
| Can't Hardly Wait | Justin Townes Earle | 2:48 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Cowgirl in the Sand | The Byrds | 3:20 | |
| Speed Of The Sound Of Loneliness | John Prine | 3:28 | |
| Star of Bethlehem - 2016 Remaster | Neil Young | 2:42 | |
| Hickory Wind | The Byrds | 3:31 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| Misguided Angel | Cowboy Junkies | 4:52 | |
| Hello in There | John Prine | 4:32 | |
| Manhattan Island Serenade | Leon Russell | 3:25 | |
| Reason To Believe | Tim Hardin | 1:59 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| It'll Shine When It Shines | The Ozark Mountain Daredevils | 3:38 | |
| Long Black Veil - Remastered | The Band | 3:01 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Black River Swamp | Link Wray | 3:59 | |
| Wild Horses | Leon Russell | 3:37 | |
| The Weight - Remastered 2000 | The Band | 4:34 | |
| Rings | Leo Kottke | 2:51 | |
| Stranger In A Strange Land | Leon Russell | 4:02 | |