| It Is What It Is | Malcolm Holcombe, Iris DeMent | 5:00 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Ripple | Rick Danko | 5:42 | |
| Missin' You | Little Feat | 2:21 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Detroit or Buffalo | Barbara Keith | 4:31 | |
| You Must Go | Lilly Hiatt | 5:02 | |
| Marlene | John Hiatt | 3:01 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| Wild Roses | Kimmie Rhodes | 3:06 | |
| Running On Empty | Jackson Browne & David Lindley | 6:34 | |
| Do It | Jesse Winchester | 1:27 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| The Night You Wrote That Song | Gretchen Peters | 4:55 | |
| Quality Time | Iris DeMent | 4:05 | |
| East of Eden | Tom Rush | 3:29 | |
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Higher Ground | Iris DeMent | 3:34 | |
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| Black Haired Boy | Shannon McNally | 3:13 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Two Little Feet | Greg Brown | 4:50 | |
| Red Dirt Girl | Emmylou Harris | 4:05 | |
| All of Your Stories | Jesse Winchester | 2:33 | |
| Crocodile Man | Dave Carter, Tracy Grammer | 3:02 | |
| Gone | John Hiatt | 2:57 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| I'm a Mess | Nick Lowe | 3:10 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Wreck You | Lori McKenna | 3:18 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| Bright Side Of The Road | Raul Malo, Pat Flynn, Rob Ickes | 4:18 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| Adios to California | John Hiatt | 3:47 | |
| Deep Water | Amy Helm | 4:08 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| I Was in the House When the House Burned Down | Warren Zevon | 3:04 | |
| Cold & Bitter Tears | Ted Hawkins | 2:14 | |
| Broken | Tift Merritt | 3:44 | |
| Please Be With Me | Cowboy | 3:42 | |
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| Change Of Heart | Teddy Thompson | 3:05 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |