| Mammas Don't Let Your Babies Grow up to Be Cowboys | Waylon Jennings, Willie Nelson | 2:32 | |
| Reckless | Rodney Crowell | 3:30 | |
| See It Through | The Cactus Blossoms | 3:59 | |
| The Fear | Los Lobos | 5:17 | |
| Before I Go | John Hiatt | 3:34 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Beg Steal or Borrow (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:32 | |
| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| Steal Your Heart Away | Watkins Family Hour, Sara Watkins, Sean Watkins | 2:45 | |
| Heaven and Hell | Waylon Jennings, Willie Nelson | 1:38 | |
| Lovin' in My Baby's Eyes | Taj Mahal | 2:40 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| When a Woman Goes Cold | Mary Gauthier | 3:51 | |
| Light Of The Burning Sun | John Hiatt, Jerry Douglas | 4:38 | |
| 3 Al Purdy's | Bruce Cockburn | 6:05 | |
| Danko/Manuel | Drive-By Truckers | 5:47 | |
| Take It to the Limit | Waylon Jennings, Willie Nelson | 3:46 | |
| God's Problem Child (with Tony Joe White, Leon Russell & Jamey Johnson) | Willie Nelson, Tony Joe White, Leon Russell, Jamey Johnson | 4:55 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Unlock more with Songs Like X Pro |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| For The Turnstiles | The Be Good Tanyas | 4:26 | |
| Both Sides Now | Willie Nelson | 3:01 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Graveyard Fields | The Dead Tongues | 3:45 | |
| Red Headed Stranger | Willie Nelson | 3:59 | |
| 40 Years In The Wilderness | Bruce Cockburn | 4:17 | |
| No Reason to Quit | Merle Haggard, Willie Nelson | 3:15 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Green, Green Rocky Road | Dave Van Ronk | 3:42 | |
| Camilla | Caroline Herring | 4:13 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Willin' | Linda Ronstadt | 3:02 | |
| Funny How Time Slips Away | Glen Campbell, Willie Nelson | 3:32 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Please Read The Letter | Robert Plant, Alison Krauss | 5:53 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| I've Loved You All Over The World | Willie Nelson | 4:18 | |
| Beeswing | Richard Thompson | 5:33 | |
| You Ain't Going Nowhere | Nitty Gritty Dirt Band | 3:52 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Turn Off The News (Build A Garden) | Lukas Nelson and Promise of the Real | 3:43 | |
| Some Other Time, Some Other Place | Peter Wolf | 3:49 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
