| Long Way to the Light | Mike Scott | 6:32 | |
| Talk to Me of Mendocino | Kate & Anna McGarrigle | 3:10 | |
| Grand Central Station, March 18, 1977 | Steve Forbert | 4:14 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Sweet Soul Dream | World Party, Sinéad O'Connor | 4:39 | |
| They've Trapped Us Boys | Jakob Dylan | 4:01 | |
| I Can Hardly Spell My Name | Lambchop | 3:24 | |
| California | Jay Farrar | 4:21 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Michael and His Dad | Ron Sexsmith | 3:50 | |
| Granddad's Song | SunYears, Ron Sexsmith | 4:31 | |
| Love Street | World Party | 4:21 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Please Stay | Warren Zevon | 3:34 | |
| Goin' Down to Laurel | Steve Forbert | 5:00 | |
| You Couldn't Get Arrested | Green On Red | 5:49 | |
| Dry Lightning | Bruce Springsteen | 3:30 | |
| Get in Line | Ron Sexsmith | 2:27 | |
| I Won't Slip Up | The Delines | 4:13 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| Goin' to Acapulco | Jim James, Calexico | 4:58 | |
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| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | |
| Frank's Tavern | Calexico | 4:28 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| A Song for You - 2002 Remaster | Gram Parsons | 5:00 | |
| Accidentally Like a Martyr - 2007 Remaster | Warren Zevon | 3:42 | |
| Palmyra | Jolie Holland, Marc Ribot | 4:33 | |
| Nowhere to Go | Ron Sexsmith | 3:17 | |
| Blind Willie Mctell | Iain Matthews, Elliott Murphy | 6:12 | |
| High | Gary T. Bell | 4:43 | |
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| Love Hurts - 1973 Live Version | Gram Parsons | 5:36 | |
| Different When It Comes To You | Bruce Cockburn | 2:57 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Lebanon, Tennessee | Ron Sexsmith | 2:57 | |
| Hopes Too High | Tift Merritt | 3:32 | |
| Mixtape | Tift Merritt | 3:18 | |
| Shine So Bright | Teddy Thompson | 2:59 | |
| Soap Box Preacher | Robbie Robertson | 5:20 | |
| Either Side Of The Same Town | Elvis Costello & The Imposters | 3:59 | |
| In Place Of You | Ron Sexsmith | 3:33 | |
| Hoping Machine | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:52 | |
| Ghost Of A Dog | Edie Brickell & New Bohemians | 1:34 | |
| Put Down The Gun | Peter Case | 3:41 | |
| Flying Cowboys | Rickie Lee Jones | 5:05 | |
| Everybody Move It | Teddy Thompson | 2:55 | |
| Words We Never Use | Ron Sexsmith | 3:03 | |
| Long Time Ago | Golden Smog | 2:58 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |