| Harper Valley Pta | Bruce Robison, Kelly Willis | 3:45 | |
| 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 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Give It Away | The Trishas | 3:16 | |
| The Darkest Day | Eilen Jewell | 2:32 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Whatever's Left | Zoe Muth and the Lost High Rollers | 5:25 | |
| I'm Going Down | BR549 | 4:11 | |
| All American Singer | Zephaniah OHora | 3:57 | |
| In My Cups | Western Centuries | 3:02 | |
| Washashore Cowgirl | Monica Rizzio | 3:05 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| I Know What It's Like | Amanda Shires | 4:38 | |
| Lookin' Back on Luckenbach | Whitney Rose | 4:17 | |
| Do You Ever Think of Me | Laura Cantrell | 2:44 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Earthly Justice | Western Centuries | 4:03 | |
| World Without You | Lynda Kay | 3:51 | |
| Trucker's Funeral | Whitney Rose | 4:55 | |
| Unlock more with Songs Like X Pro |
| Love Is So Sweet | Shaver | 2:14 | |
| Good Luck Charm | The Mastersons | 3:33 | |
| Crescent City | Lucinda Williams | 3:01 | |
| Baby Can I Crawl Back To You | Gurf Morlix | 2:25 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Buddies | Lauren Barth | 3:25 | |
| I Don't Want Half (I Just Want out) | Whitney Rose | 3:05 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
| Silver Lining | Carl Anderson | 2:30 | |
| Better Woman | The Honeycutters | 4:32 | |
| Somethin' Stupid | Zephaniah OHora | 3:18 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| I Just Lived a Country Song | Robbie Fulks, Linda Gail Lewis | 4:10 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Sad | Carson McHone | 3:45 | |
| Nobody's Perfect | Bruce Robison, Kelly Willis | 3:44 | |
| Georgia Hard | Robbie Fulks | 4:14 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| I Can't Let Go (Even Though I Set You Free) | Zephaniah OHora | 3:32 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Familiar Strangers | Kasey Chambers, Shane Nicholson | 3:03 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Virginia, No One Can Warn You | Tift Merritt | 4:23 | |
