| Ooh My My! | Anna & Elizabeth | 2:00 | |
| Man Over | Robinella and the CCstringband | 3:57 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| Foolish You | Kate & Anna McGarrigle | 3:04 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Trains and Boats and Planes | Laura Cantrell | 4:14 | |
| Child's Song | Tom Rush | 4:09 | |
| L.A. County | Lyle Lovett | 3:19 | |
| It Is What It Is | Malcolm Holcombe, Iris DeMent | 5:00 | |
| Radio Song | The Felice Brothers | 3:51 | |
| Are We Ever Gonna Have Sex Again? | Amy Rigby | 2:52 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Across the Great Divide | Kate Wolf | 4:14 | |
| The Long Black Veil (with Mick Jagger) | The Chieftains, Mick Jagger | 3:37 | |
| Lavender Blue (with Iris Dement) | Keith Sykes, Iris DeMent | 3:05 | |
| Clay Pigeons | Blaze Foley | 3:00 | |
| Milk Train | Dawn McCarthy, Bonnie Prince Billy | 2:46 | |
| Here in California | Kate Wolf | 5:30 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Unlock more with Songs Like X Pro |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Wide River to Cross | Buddy Miller | 3:03 | |
| Oh, How Good | Iris DeMent | 3:06 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| Bloody Mother Fucking Asshole | Martha Wainwright | 3:14 | |
| Trust Each Other | Ralph Stanley, Friends, Iris DeMent | 2:32 | |
| Boulder to Birmingham - 2003 Remaster | Emmylou Harris | 3:33 | |
| Oh What a Beautiful World | Rodney Crowell | 5:07 | |
| This Kind of Happy | Iris DeMent | 3:44 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Hog of the Foresaken | Michael Hurley | 4:35 | |
| At the Purchaser's Option | Rhiannon Giddens | 4:16 | |
| Rewrite | Paul Simon | 3:49 | |
| Who Carried You | Malcolm Holcombe | 3:27 | |
| Turns Around the Bottle | Barna Howard | 2:52 | |
| My Epitaph | Uncle Earl | 3:16 | |
| House Of Mercy | Sarah Jarosz | 4:38 | |
| Thirsty Boots | Eric Andersen | 5:13 | |
| Dallas | Jimmie Dale Gilmore, The Flatlanders | 2:48 | |
| Mixtape | Tift Merritt | 3:18 | |
| His Master's Voice | Monsters Of Folk | 4:48 | |
| Fancy | Bobbie Gentry | 4:18 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
