| Ruby and Carlos | James McMurtry | 6:35 | |
| Heart on a Shelf | The Good Luck Thrift Store Outfit | 4:24 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Motor City Man | South Austin Jug Band | 3:24 | |
| Restaurant Girl | Hackensaw Boys | 4:41 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Big Cheeseburgers and Good French Fries | Gurf Morlix | 2:51 | |
| Where in the World Have You Been? | Dead Man Winter | 4:07 | |
| Little Maggie | Sean Hayes | 3:36 | |
| Room Without a Roof | Greensky Bluegrass | 4:27 | |
| Wide River to Cross | Buddy Miller | 3:03 | |
| 18 Wheels | Fred Eaglesmith | 5:01 | |
| Northbound 35 | Jeffrey Foucault | 5:08 | |
| Nancy | The Deep Dark Woods | 3:33 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Big Jim's Guitar | The Good Luck Thrift Store Outfit | 5:33 | |
| All Good Dogs | Hackensaw Boys | 3:39 | |
| A Long, Cold Night in Minneapolis | Dead Man Winter | 3:21 | |
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Exit | Joe Pug | 2:57 | |
| Unlock more with Songs Like X Pro |
| The Very Best | The Good Luck Thrift Store Outfit | 2:50 | |
| Content Not Seeking Thrills (Ain't You?) | Hackensaw Boys | 3:03 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| Playground / Battlefield | Joseph Huber | 4:20 | |
| Angel From Montgomery | Buddy Miller, Brandi Carlile, The Lone Bellow | 4:47 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| Chickamauga | Willy Tea Taylor | 5:14 | |
| Too Late | Andrew Duhon | 4:21 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| The Twenty Dollar Bill | Chicago Farmer | 5:36 | |
| Hello in There | Jeffrey Foucault | 4:47 | |
| Dear Mama, I'm So Sorry | Yarn | 2:50 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Alabama Shamrock | Hackensaw Boys | 5:05 | |
| Ithaca | Redbird | 3:30 | |
| Outfit | Drive-By Truckers | 4:06 | |
| City Flower | Jeffrey Foucault | 3:38 | |
| Two Little Feet | Greg Brown | 4:50 | |
| Souls Without Maps | Joseph Huber | 6:36 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Crocodile Man | Chris Smither | 3:33 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| Blackjack David | Dave Alvin | 4:59 | |
| The Ballad Of Spider John | Sam Bush | 4:24 | |
| Spookin' The Horses | Fred Eaglesmith | 4:07 | |
