| Merrimac County | Tom Rush | 2:51 | ||
| Feeling of Beauty | Tift Merritt | 4:01 | ||
| Dead Skunk | Loudon Wainwright III | 3:05 | ||
| Julia | The Flatlanders | 4:19 | ||
| Childish Things | James McMurtry | 4:35 | ||
| I Ain't Got No Home | Bruce Springsteen | 3:40 | ||
| Still Not Home | Tift Merritt | 3:48 | ||
| 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 | ||
| Jerusalem Tomorrow | David Olney | 5:09 | ||
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | ||
| I Ain't Gonna Stand for It | Shannon McNally | 3:32 | ||
| Let the Mystery Be | Iris DeMent | 2:50 | ||
| Borderline | Eliza Gilkyson | 2:42 | ||
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | ||
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | ||
| Forgotten Coast | James McMurtry | 3:34 | ||
| In Spite of Ourselves | Iris DeMent | 3:04 | ||
| Goin' Down to Laurel | Steve Forbert | 5:00 | ||
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | ||
| I'm Gonna Fly | Kimmie Rhodes | 3:57 | ||
| Blue Car | Greg Brown | 4:11 | ||
| Unlock more with Songs Like X Pro | ||||
| Trust Each Other | Ralph Stanley, Friends, Iris DeMent | 2:32 | ||
| Story of You | The Flatlanders | 2:00 | ||
| Legal Tender | Malcolm Holcombe, Iris DeMent | 3:14 | ||
| To Ramona | Sinéad Lohan | 3:43 | ||
| Keep Me God | Iris DeMent | 3:49 | ||
| Before I Go | John Hiatt | 3:34 | ||
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | ||
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | ||
| Life is Fine | Tom Rush | 3:39 | ||
| Man That I've Become | Nick Lowe | 2:53 | ||
| September Song | Kate Wolf | 4:07 | ||
| Post To Wire | Richmond Fontaine | 2:13 | ||
| Wasteland of the Free | Iris DeMent | 5:15 | ||
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | ||
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | ||
| Every River | Kim Richey | 3:59 | ||
| Rock Salt And Nails | Buddy & Julie Miller | 4:17 | ||
| Lovin' In My Baby's Eyes | Shannon McNally | 3:56 | ||
| Bidin’ My Time | Chris Hillman | 2:59 | ||
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | ||
| River Of Love | T Bone Burnett | 3:31 | ||
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | ||
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | ||
| I Blinked Once | Steve Forbert | 4:48 | ||
| Box of Visions | Tom Russell, Iris DeMent | 3:10 | ||
| Only Once | Maria McKee | 4:04 | ||
| Thirsty Boots | Eric Andersen | 5:13 | ||
| Things We Said Today | Mary McCaslin | 3:02 | ||
