| Smile | The Bottle Rockets | 2:25 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Our Town | Iris DeMent | 5:00 | |
| Great Confession | Amanda Anne Platt & the Honeycutters | 3:42 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| North Star | Blackie & The Rodeo Kings | 4:01 | |
| Domestic Blues | Bap Kennedy | 2:57 | |
| Waves | Sam Baker | 5:59 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Take Me for a Ride | Caitlin Canty | 4:09 | |
| October Mornin' | Malcolm Holcombe, Iris DeMent | 3:48 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Diamonds To Dust | Gurf Morlix | 3:26 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| All You Ever | The Honeycutters | 5:36 | |
| From Outer Space | Jaime Wyatt | 4:13 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Unlock more with Songs Like X Pro |
| You Can't Save Everybody (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:12 | |
| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Middle of Nowhere | Zoe Muth | 4:18 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Get Down, River | The Bottle Rockets | 3:15 | |
| Right Where I Belong | The Flatlanders | 4:06 | |
| Farewell Blues | Luke Winslow-King | 4:01 | |
| Welding Burns | Rod Picott | 3:43 | |
| Senor (Tales Of Yankee Power) | Richard Shindell | 4:53 | |
| Funny 'Bout Love | Ray Bonneville | 3:44 | |
| Mr. & Mrs. Used to Be (feat. Iris DeMent) | John Prine, Iris DeMent | 2:36 | |
| 1952 Vincent Black Lightning | Red Molly | 5:10 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| She Belongs to Me | Nitty Gritty Dirt Band | 4:06 | |
| On Tennessee Land | Malcolm Holcombe | 2:19 | |
| Trust Each Other | Ralph Stanley, Friends, Iris DeMent | 2:32 | |
| Candy | Dave Rawlings Machine | 4:10 | |
| Trouble (with Delbert McClinton) | Iris DeMent, Delbert McClinton | 7:33 | |
| Wondering How | Pieta Brown | 3:06 | |
| Spookin' The Horses | Fred Eaglesmith | 4:07 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| No Love At All | T Bone Burnett | 2:54 | |
| The Way You Say Goodbye | Lukas Nelson and Promise of the Real | 2:19 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
