| Vaguest idea | Laura Cantrell | 3:06 | ||
| My Old Drunk Friend | Freakwater | 3:33 | ||
| Sweet Spot | Tift Merritt | 2:50 | ||
| Man That I've Become | Nick Lowe | 2:53 | ||
| If I Left You | Kelly Willis | 3:09 | ||
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | ||
| Desperate & Depressed | Margo Price | 3:31 | ||
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | ||
| Sure to Fall | Valerie June | 2:51 | ||
| Blue and Wonder | Richard Buckner | 3:47 | ||
| Every Time You Leave | Shelby Lynne, Allison Moorer | 2:23 | ||
| Go on Lovin' | Dori Freeman | 4:51 | ||
| Number Sixteen | The Flatlanders | 2:40 | ||
| Angeline | James McMurtry | 4:04 | ||
| Blue Is My Heart | Holly Williams | 2:42 | ||
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | ||
| Saving the Good Stuff for You | Richard Thompson | 3:54 | ||
| Only the Song Survives | John Hiatt | 4:00 | ||
| Kitty Wells Dresses | Laura Cantrell | 3:26 | ||
| Long Black Veil | Caroline Herring | 3:14 | ||
| What They Say | Chris Smither | 2:46 | ||
| Unlock more with Songs Like X Pro | ||||
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | ||
| Pile of Woe | Laura Cantrell | 3:34 | ||
| Waiting for a Train | Billy Bragg, Joe Henry | 2:46 | ||
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | ||
| You're Dreaming | The Cactus Blossoms | 3:25 | ||
| Across the Great Divide | Kate Wolf | 4:14 | ||
| Your Lonely Heart | Carrie Rodriguez | 2:58 | ||
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | ||
| Indian Queens | Nick Lowe | 3:42 | ||
| Just Like A Rose | Laura Cantrell | 4:23 | ||
| Old Fires | Daniel Romano | 3:38 | ||
| Sweet Is the Melody | Iris DeMent | 3:41 | ||
| Never Cry Again | John Fullbright | 4:14 | ||
| Hurricane Party | James McMurtry | 5:56 | ||
| Better Times Will Come | Diana Jones | 2:53 | ||
| Magdalene | Joe Ely | 3:35 | ||
| Maybe We'll Just Disappear | Kimmie Rhodes | 3:40 | ||
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | ||
| Wrapped | Kelly Willis | 4:27 | ||
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | ||
| Two Pillow Sleeper | Daniel Romano | 3:51 | ||
| Satin Sheets | Willis Alan Ramsey | 2:39 | ||
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | ||
| Don't Toss Us Away | Lone Justice | 4:19 | ||
| My Heart Skips A Beat | The Secret Sisters | 2:23 | ||
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | ||
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | ||
| Stars Fell On Alabama | Tara Nevins | 2:56 | ||
