| Walk On the Wild Side | Lou Reed | 4:14 | |
| Harpoon Man | Charlie McCoy & The Escorts | 2:36 | |
| Walkin' Down the Line - Demo - 1963 | Bob Dylan | 2:51 | |
| Why You Been Gone So Long, Pt. 1 | Mickey Newbury | 3:28 | |
| Trail of Tears | Nick Lowe | 3:17 | |
| Mama Bake a Pie (Daddy Kill a Chicken) | Drive-By Truckers | 3:19 | |
| Darlin' Companion - 2003 Remaster | The Lovin' Spoonful | 2:19 | |
| Southbound Train - Remastered Version | Graham Nash, David Crosby | 3:55 | |
| Third Rate Romance | Jesse Winchester | 3:36 | |
| Blood Is Thicker Than Water | Shaver | 3:27 | |
| Crossing Muddy Waters | John Hiatt | 4:05 | |
| Lovin' in My Baby's Eyes | Taj Mahal | 2:40 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Bird on the Wire | Leonard Cohen | 3:23 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| It Ain't Me Babe | Bob Dylan | 3:34 | |
| Helpless (feat. Neil Young) - Concert Version | The Band, Neil Young | 5:53 | |
| My Winding Wheel | Ryan Adams | 3:12 | |
| I Don't Know Anybody in This Town | Greg Brown | 3:27 | |
| Be My Love | Geraint Watkins | 2:54 | |
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| Ramblin' Reckless Hobo | Joel Rafael | 3:08 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| Steel Rail Blues | Gordon Lightfoot | 2:49 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Carl Perkins' Cadillac | Drive-By Truckers | 5:26 | |
| 'Cause Cheap Is How I Feel | Cowboy Junkies | 4:14 | |
| Back on the Corner | John Hiatt | 3:52 | |
| One Less Set of Footsteps | Jim Croce | 2:47 | |
| Narrow Way | Bob Dylan | 7:28 | |
| Oval Room | Blaze Foley | 4:04 | |
| See the Elephant | James McMurtry | 4:25 | |
| How Can I Miss You When You Won't Go Away | Dan Hicks & His Hot Licks | 2:39 | |
| Cotton Jenny | Gordon Lightfoot | 3:24 | |
| Frisco Depot | Mickey Newbury | 3:44 | |
| Someday Baby | Bob Dylan | 4:55 | |
| Thanks A Lot | Neko Case, Her Boyfriends | 2:37 | |
| Fishin' Blues | Taj Mahal | 3:04 | |
| I've Been the One | Little Feat | 2:24 | |
| I Drink | Mary Gauthier | 3:47 | |
| Without Love (We're Just Wastin' Time) | Ray Wylie Hubbard | 3:48 | |
| No Love At All | T Bone Burnett | 2:54 | |
| Promises | Eric Clapton | 3:01 | |
| Wheel Inside The Wheel | Mary Gauthier | 6:33 | |
| Feed My Monkey | Ramsay Midwood | 3:18 | |
| Ophelia - Remastered 2000 | The Band | 3:32 | |
| Halfway Up The Stairs | Rodríguez | 2:27 | |
| I Shall Be Released | Joe Cocker | 4:35 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |