| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | ||
| Buckskin Stallion Blues | Amy Annelle | 3:21 | ||
| People Get Old | Lori McKenna | 3:42 | ||
| Sandusky | Uncle Tupelo | 3:43 | ||
| Here In California | Caroline Herring | 4:30 | ||
| Hog of the Foresaken | Michael Hurley | 4:35 | ||
| Hurtin' (On the Bottle) | Margo Price | 4:12 | ||
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | ||
| Heart Like a Wheel | Kate & Anna McGarrigle | 3:12 | ||
| Deportees | Arlo Guthrie | 3:50 | ||
| Tanglewood Tree | Dave Carter, Tracy Grammer | 3:42 | ||
| What They Say | Chris Smither | 2:46 | ||
| Is It Like Today | Eliza Gilkyson | 5:49 | ||
| Bye Bye Montreal | Amelia Curran | 2:46 | ||
| History of Lovers | Calexico, Iron & Wine | 3:09 | ||
| Unknown Legend | Caitlin Canty | 3:55 | ||
| Adios to California | John Hiatt | 3:47 | ||
| Come On Up To The House | Tom Waits | 4:36 | ||
| Great High Mountain | Jack White | 4:33 | ||
| Leave The Light On | Chris Smither | 3:47 | ||
| Workin’s Too Hard | Rayna Gellert | 3:36 | ||
| Unlock more with Songs Like X Pro | ||||
| Old Shoes | Tom Waits | 4:25 | ||
| The Circle Game - 2008 Remaster | Tom Rush | 5:17 | ||
| Ship Out On The Sea | The Be Good Tanyas | 4:17 | ||
| My Life | Iris DeMent | 3:29 | ||
| Old Friend | Lyle Lovett | 3:13 | ||
| Shining in the Distance | The Stray Birds | 4:25 | ||
| Get Up | Caitlin Canty | 3:44 | ||
| It's Just You (with Iris Dement) | Keith Sykes, Iris DeMent | 3:21 | ||
| She - 2002 Remaster | Gram Parsons | 5:01 | ||
| 'Til It's Over | The Secret Sisters | 2:56 | ||
| Detroit or Buffalo | Barbara Keith | 4:31 | ||
| Think About You | Eliza Gilkyson | 3:23 | ||
| The Sacred Now | Iris DeMent | 4:12 | ||
| Coyotes | Don Edwards | 4:28 | ||
| Hey Stranger | Watchhouse | 3:27 | ||
| Come A Long Way | Loudon Wainwright III | 2:46 | ||
| Borderline | Eliza Gilkyson | 2:42 | ||
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | ||
| I Hear Them All | Dave Rawlings Machine | 2:27 | ||
| Graceland | Justin Townes Earle | 3:14 | ||
| Not Over By Half | Joan Shelley | 4:33 | ||
| House Of The Rising Sun | Doc Watson, Richard Watson | 3:21 | ||
| Hockey Skates | Kathleen Edwards | 4:28 | ||
| Follow | Richie Havens | 6:20 | ||
| Say Darling Say | Dirk Powell | 3:04 | ||
| Hang Me, Oh Hang Me | Dave Van Ronk | 3:10 | ||
| Matty Groves | Doc Watson | 6:07 | ||
| Beeswing | Richard Thompson | 5:33 | ||
