| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| Kitchen Door | Joe Henry | 4:00 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Summertime Thing | Chuck Prophet | 5:11 | |
| You Couldn't Get Arrested | Green On Red | 5:49 | |
| Rhapsody | Alejandro Escovedo | 4:04 | |
| Things to Do in Denver When You're Dead - 2008 Remaster | Warren Zevon | 2:52 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Let the Mystery Be | Iris DeMent | 2:46 | |
| Will the Wolf Survive? | Los Lobos | 3:42 | |
| Waiting for a Train | Billy Bragg, Joe Henry | 2:46 | |
| A Lot of Good Ones Gone | Peter Wolf | 3:33 | |
| Waves | Sam Baker | 5:59 | |
| After the Rain | Chuck Prophet | 3:35 | |
| The Most Unoriginal Sin | John Hiatt & The Goners | 4:15 | |
| Mohammed's Radio | Warren Zevon | 3:43 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| The Losing End Again | Neal Casal | 3:12 | |
| Unlock more with Songs Like X Pro |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| Long Time A Comin' | Bap Kennedy | 2:38 | |
| Age of Miracles | Chuck Prophet | 4:09 | |
| Railroad Bill | Billy Bragg, Joe Henry | 2:49 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| Still Be Around | Uncle Tupelo | 2:44 | |
| Love Is Enough | Joe Henry | 4:49 | |
| Rollin' Home To Someone You Love | Steve Forbert | 3:04 | |
| Little Things in Life | Green On Red | 3:41 | |
| You've Got Me Where You Want Me | Chuck Prophet | 3:27 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Gone Gone Gone (Done Moved On) | Robert Plant, Alison Krauss | 3:32 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| Charlie James | Peter Case | 3:06 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Broken | Tift Merritt | 3:44 | |
| Excuse Me While I Break My Own Heart Tonight - Faithless Street Album Version | Whiskeytown | 3:20 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
