| Letter in Hand | Pieta Brown | 3:53 | |
| Will You Walk With Me | Anne & Pete Sibley | 3:17 | |
| Seeds of the Pine | Martha Scanlan | 5:16 | |
| Like I Do | Dori Freeman | 3:55 | |
| I'm On Fire | Whitehorse | 3:54 | |
| Red Pony | Dead Horses | 3:53 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Paper Gown | Caroline Herring | 4:31 | |
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Home Is Where The Hurt Is | JP Harris | 3:10 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| What They Say | Chris Smither | 2:46 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
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| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Willie Got There First (feat. Seth Avett & Scott Avett) | Asleep At The Wheel, Scott Avett, Seth Avett | 5:24 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| You Found Me | Willy Tea Taylor | 3:20 | |
| Obsessed With The West | Brennen Leigh, Asleep At The Wheel | 3:27 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Lonely for You | Bruce Robison, Kelly Willis | 2:56 | |
| Have You Ever Wanted to Die | Jonny Fritz | 1:56 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Dixie | Gill Landry | 3:21 | |
| Rest Your Weary Mind (with Bobby Bare, Jr.) | Elizabeth Cook, Bobby Bare Jr. | 3:18 | |
| Open Up | Chris Smither | 2:55 | |
| Tennessee Song | Margo Price | 4:40 | |
| Plow To The End Of The Row | Adrienne Young, Little Sadie | 3:16 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| Saskatchewan | Belle Plaine, Blake Berglund | 4:12 | |
| Leave The Light On (feat. Rusty Belle and Robin Smither) | Chris Smither | 3:31 | |
| I Make The Dough, You Get The Glory | Kathleen Edwards | 4:37 | |
| Broken | Tift Merritt | 3:44 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Wandering Boyd | Rodney Crowell | 5:57 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| My Heart Skips A Beat | The Secret Sisters | 2:23 | |