| Three Chords and Truth | Lynn Miles | 3:30 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| 1952 Vincent Black Lightning | Red Molly | 5:10 | |
| I Backslide on Friday | Paul Thorn | 3:34 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| 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 | |
| Can't Nobody Say I Didn't Try | Delbert McClinton & The Dick50 | 3:13 | |
| Old #7 | Shelby Lynne | 3:34 | |
| Hug You Like a Mountain - Radio Edit | Eliza Carthy, The Wayward Band, Teddy Thompson | 2:56 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Drift Away | Tom Rush | 3:40 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
| Domestic Blues | Bap Kennedy | 2:57 | |
| Oh, Mama, Come Home | Jakob Dylan | 2:26 | |
| South | Blackie & The Rodeo Kings | 4:24 | |
| What Do You Do When You're Lonesome | Justin Townes Earle | 3:32 | |
| Louise - 2008 Remaster | Bonnie Raitt | 2:45 | |
| I Want to See the Bright Lights Tonight | Dori Freeman | 3:14 | |
| Berlington Bertie From Bow (feat. Teddy Thompson) | Linda Thompson, Teddy Thompson | 3:58 | |
Unlock more with Songs Like X Pro |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Love Me Like A Song | Kimmie Rhodes | 3:40 | |
| You Took My Future - Commentary | Kelly Jones, Teddy Thompson | 0:48 | |
| You'll Never Again Be Mine | Levon Helm | 3:09 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| The Man Who Comes Around | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 3:23 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| Kiss Her Once for Me | Delbert McClinton | 4:01 | |
| What Would I Dreamer Do? | The Jayhawks | 3:15 | |
| Dreams Like This | Greg Trooper | 3:42 | |
| The Right Stuff | Bap Kennedy | 3:46 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Good Noise | John Gorka | 3:05 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Tulsa County - Single Version | Son Volt | 2:53 | |
| (From Now On All My Friends Are Gonna Be) Strangers | Teddy Thompson | 3:06 | |
| That's Enough Out Of You | Teddy Thompson | 2:40 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| So Long, So Wrong | Alison Krauss & Union Station | 3:23 | |
| Everything But Love | Jeff Bridges | 4:26 | |
| Flowered Dresses | Slaid Cleaves | 3:49 | |
| Down Low | Teddy Thompson | 5:52 | |
| My Blue Tears | Teddy Thompson | 3:16 | |
| We're Caught Between A Love And A Love Affair | Jenni Muldaur, Teddy Thompson | 2:21 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Dallas | Joe Ely | 3:30 | |
| Remember Me | The Little Willies | 3:59 | |