| Brothers | Mary Gauthier | 2:50 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| I Have A Good Day | Paul Thorn | 3:14 | |
| Closer to You | The Mastersons | 3:48 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Sometimes Found | The Bottle Rockets | 4:12 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| She Belongs to Me | Nitty Gritty Dirt Band | 4:06 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| High Class City Girl from the Country | Zephaniah OHora | 3:42 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Blue Eyes Crying In The Rain | Shovels & Rope, John Moreland | 4:29 | |
| The War After the War | Mary Gauthier | 3:44 | |
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| Never Enough | Otis Gibbs | 3:36 | |
| From Outer Space | Jaime Wyatt | 4:13 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Keeps Me Alive | Wynonna, Derek Trucks | 4:11 | |
| Nine Foot Problem | Otis Gibbs | 4:07 | |
| Wicked | Lee Ann Womack | 4:07 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Slippin' | Amanda Shires | 2:39 | |
| Call Me Sometime | Becky Warren | 3:24 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Spookin' The Horses | Fred Eaglesmith | 4:37 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| You Might Be Wrong | Paul Thorn | 3:29 | |
| Get Down, River | The Bottle Rockets | 3:15 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Indian Motorcycles | Fred Eaglesmith | 2:17 | |
| Keep It Clean | Willie Watson | 3:35 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| One Foot in the Grave | Kieran Kane, Rayna Gellert | 3:00 | |
| Whenever Kindness Fails | Joe Ely | 4:05 | |
| Time To Get A Gun | Fred Eaglesmith | 3:43 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |
| Raise The Dead | Colvin & Earle | 2:51 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |