| Talk to Me of Mendocino | Kate & Anna McGarrigle | 3:10 | |
| Long Monday | John Prine | 3:22 | |
| Pontiac | Lyle Lovett | 2:25 | |
| A Singer Must Die - Digitally Remastered | Jennifer Warnes | 4:52 | |
| Human Thing | The Be Good Tanyas | 4:08 | |
| Tom Traubert's Blues (Four Sheets To The Wind In Copenhagen) | Tom Waits | 6:38 | |
| Wind and Sand | Eric Andersen | 4:28 | |
| Slowpoke | Crosby, Stills, Nash & Young | 4:31 | |
| Into My Arms | Nick Cave & The Bad Seeds | 4:16 | |
| Carmelita | Warren Zevon | 3:34 | |
| Jerusalem Tomorrow | David Olney | 5:09 | |
| America | Simon & Garfunkel | 3:35 | |
| When the Sun Comes Up | Bert Jansch, Beth Orton | 3:54 | |
| Just My Heart Talkin' | Ron Sexsmith | 2:22 | |
| Heartache | Lowell George | 2:28 | |
| Blue Valentines | Tom Waits | 5:50 | |
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | |
| Goin' Down to Laurel | Steve Forbert | 5:00 | |
| Can't Leave Her Behind | Stephen Malkmus, Lee Ranaldo | 1:55 | |
| Nobody | Tom Waits | 2:50 | |
| A Thousand Kisses Deep | Jackson Brown | 7:21 | |
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| Three Golden Trees | Frazey Ford | 5:04 | |
| Bird on the Wire | Leonard Cohen | 3:23 | |
| The Road To Ensenada | Lyle Lovett | 4:15 | |
| My Winding Wheel | Ryan Adams | 3:12 | |
| Burn the Midnight Oil No More | Barbara Keith | 3:08 | |
| Lay Lady Lay - Alternative Version | The Byrds | 3:17 | |
| Old Shoes (& Picture Postcards) | Tom Waits | 3:39 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Mutineer - 2008 Remaster | Warren Zevon | 3:16 | |
| Winter Winds Blow | Mickey Newbury | 5:05 | |
| Poor Fractured Atlas | Elvis Costello & The Attractions | 3:58 | |
| A Sight For Sore Eyes | Tom Waits | 4:40 | |
| You Just Have to Be Crazy | Grant Lee Buffalo | 3:36 | |
| Sally Ann - Remastered Version | Natalie Merchant | 5:49 | |
| Indian Queens | Nick Lowe | 3:42 | |
| Please Stay | Warren Zevon | 3:34 | |
| Green, Green Rocky Road | Dave Van Ronk | 3:42 | |
| Lebanon, Tennessee | Ron Sexsmith | 2:57 | |
| Shipbuilding | Elvis Costello & The Attractions | 4:52 | |
| Couldn't Love You More | John Martyn | 3:07 | |
| I Want You | Elvis Costello & The Attractions | 6:41 | |
| The Ballad Of Mad Dogs And Englishmen | Leon Russell | 4:03 | |
| Almost Blue | Elvis Costello & The Attractions | 2:47 | |
| Northern Sky | Nick Drake | 3:43 | |
| Over The Hill | John Martyn | 2:52 | |
| Wild Horses | The Flying Burrito Brothers | 6:20 | |
| Strawberry Blonde | Ron Sexsmith | 3:41 | |
| Polly Come Home | Robert Plant, Alison Krauss | 5:36 | |
