| Johnny Cash | Fred Eaglesmith | 3:20 | ||
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | ||
| I Am Come Home | Mekons, Robbie Fulks | 2:47 | ||
| As I Roved Out | The Deep Dark Woods | 4:07 | ||
| Sing Along | Robert Ellis | 4:09 | ||
| Black Maria | Three Tall Pines | 4:42 | ||
| Devil's Got My Woman | Andrew Combs | 2:35 | ||
| Refill | Mekons, Robbie Fulks | 3:09 | ||
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | ||
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | ||
| The Weekend | Dave Rawlings Machine | 5:29 | ||
| Out on the Rise | The Deslondes, Sam Doores | 5:11 | ||
| I Shall Be Released | Chatham County Line | 4:38 | ||
| Carlisle's Haul | James McMurtry | 7:13 | ||
| Don't Let Me Die in Florida | Patty Griffin | 3:47 | ||
| Take it Out Back | Chuck Brodsky | 3:10 | ||
| Walk Away | The Steel Wheels | 3:36 | ||
| Amanda's Song | Adam Carroll | 2:57 | ||
| The Many Disguises of God | Robbie Fulks | 4:17 | ||
| First Air of Autumn | Drive-By Truckers | 3:30 | ||
| I Do My Father's Drugs | Joe Pug | 2:48 | ||
| Unlock more with Songs Like X Pro | ||||
| 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 | ||
| Middle Child | Daniel Romano | 3:48 | ||
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | ||
| She Loves Me | James McMurtry | 3:01 | ||
| Where There's a Road | Robbie Fulks | 3:54 | ||
| Land Ahoy! | Mekons, Robbie Fulks | 2:23 | ||
| You're Dreaming | The Cactus Blossoms | 3:25 | ||
| Big Scioty | The Westbound Rangers | 4:00 | ||
| On The Edge | Chris Smither | 4:28 | ||
| These Things I've Come to Know | James McMurtry | 3:18 | ||
| Hello, Milwaukee | Joseph Huber | 4:55 | ||
| Milly's Café | Fred Eaglesmith | 5:28 | ||
| It's Too Easy | Dave Rawlings Machine | 3:08 | ||
| White Girl | The Milk Carton Kids | 3:44 | ||
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | ||
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | ||
| Drivin' | Robert Ellis | 2:46 | ||
| Pearl Harbor Pistol | Jeffrey Foucault | 4:35 | ||
| Magnolia Tree | Truckstop Honeymoon | 3:47 | ||
| My Sally | Last Train Home | 3:24 | ||
| Whiskey | Lera Lynn | 4:23 | ||
| Freight Train | Fred Eaglesmith | 2:47 | ||
| She's a River | Gurf Morlix | 4:28 | ||
| God Is A Working Man | Jason Isbell, Southern Family | 3:20 | ||
| Sinner's Prayer | Slaid Cleaves | 4:50 | ||
| You'll Never Again Be Mine | Levon Helm | 3:09 | ||
| Goodbye Summer | Jonny Fritz | 3:30 | ||
| One Good Year | Slaid Cleaves | 4:26 | ||
