| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Goin' by Feel | Ray Bonneville | 3:51 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| The Damage | Rodney Crowell | 4:01 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Irish Girl | Mike Campbell & The Dirty Knobs | 4:25 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| Love Minus Zero/No Limit - Live | Eliza Gilkyson | 3:57 | |
| Our Town | Iris DeMent | 5:00 | |
| If It Weren't For Him | Vince Gill, Rosanne Cash | 3:32 | |
| Sweet Critters | Caleb Caudle, John Paul White | 2:41 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Love Hurts - 2007 Remaster | Gram Parsons | 3:42 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Better Hurry Up | Caleb Caudle, John Paul White, Elizabeth Cook | 3:15 | |
| Loving You Is The Only Way To Fly | Rodney Crowell | 3:27 | |
| Rock and Roll Joe | Chip Taylor, Kendel Carson, John Platania | 4:04 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
Unlock more with Songs Like X Pro |
| Speed of the Sound of Loneliness (feat. Pieta Brown & Marlon Williams) | RocKwiz, Pieta Brown, Marlon Williams | 3:54 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Nice When It Rains | Greg Brown | 3:10 | |
| Peace in Our Hearts | Eliza Gilkyson | 3:56 | |
| I Like Ridin' | Chip Taylor | 2:06 | |
| I've Been Over This Before (feat. The Secret Sisters) | John Paul White, The Secret Sisters | 3:17 | |
| Coast | Eliza Gilkyson | 3:25 | |
| Willin' | Little Feat | 2:54 | |
| My Dog and Me | John Hiatt & The Goners | 3:15 | |
| Don't Think Twice, It's All Right - Live | Susan Tedeschi | 4:34 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Cool Cool Rain | Ray Bonneville | 3:46 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| We're All In This Together Now (feat. Rosanne Cash) | John Paul White, Rosanne Cash | 4:02 | |
| Sandusky | Uncle Tupelo | 3:43 | |
| When I Go Away | Levon Helm | 4:32 | |
| U Don't Know How Much I Hate U | Rodney Crowell | 3:37 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |
| I Love It When She Lies | Greg Trooper | 3:32 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| All Just To Get To You | Joe Ely | 4:15 | |
| False Hearted Lover Blues | Levon Helm | 3:29 | |