| Dallas | The Flatlanders | 3:01 | ||
| Keep Me God | Iris DeMent | 3:49 | ||
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | ||
| Song for the Life | Rodney Crowell | 4:42 | ||
| She - 2002 Remaster | Gram Parsons | 5:01 | ||
| Kathy's Song | The Secret Sisters | 3:43 | ||
| Midnight Train | David Rawlings | 3:18 | ||
| Creeps Like Me | Lyle Lovett | 2:14 | ||
| Pretty Girl | Diana Jones | 3:10 | ||
| What Do We Do Now | John Hiatt | 2:58 | ||
| Paradise | John Prine | 3:15 | ||
| This Land is Your Land | Woody Guthrie | 2:19 | ||
| Going Away | The Flatlanders | 5:04 | ||
| The Way I Should | Iris DeMent | 4:26 | ||
| Trains and Boats and Planes | Laura Cantrell | 4:14 | ||
| Sweet Baby James - 2019 Remaster | James Taylor | 2:53 | ||
| Somebody Else's Troubles | Steve Goodman | 3:43 | ||
| Private Conversation | Lyle Lovett | 4:32 | ||
| Little Again | The Secret Sisters | 4:03 | ||
| Nashville 1972 | Rodney Crowell | 3:53 | ||
| Fishin' with You | Carsie Blanton | 2:16 | ||
| Unlock more with Songs Like X Pro | ||||
| I Don't Know | Chris Smither | 4:04 | ||
| Officer Down | Carolyn Mark, NQ Arbuckle | 3:57 | ||
| It's Not Happening | The Be Good Tanyas | 2:41 | ||
| Look the Other Way | Justin Townes Earle | 2:29 | ||
| Let's Invite Them Over (feat. Iris DeMent) | John Prine, Iris DeMent | 2:11 | ||
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | ||
| Shake Sugaree | Rhiannon Giddens | 4:24 | ||
| What They Say | Chris Smither | 2:46 | ||
| Dublin Blues | Guy Clark | 4:19 | ||
| I Wish I Was the Moon | Neko Case | 3:34 | ||
| There's a Whole Lotta Heaven | Iris DeMent | 3:35 | ||
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | ||
| I Don't Care Anymore | Rodney Crowell | 4:28 | ||
| If I Needed You | Townes Van Zandt | 3:44 | ||
| Troubles | Tara Nevins | 4:03 | ||
| Keep Your Distance | Buddy & Julie Miller | 3:49 | ||
| Early Morning Rain | Ian & Sylvia | 3:58 | ||
| My Last Goodbye | Ted Hawkins | 3:27 | ||
| Please Be With Me | Cowboy | 3:42 | ||
| Keep On The Sunny Side | The Whites | 3:34 | ||
| Wichita | Tim O'Brien, Mollie O'Brien | 2:27 | ||
| Danny’s Song | Tift Merritt | 2:08 | ||
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | ||
| Ode To Billie Joe | Bobbie Gentry | 4:15 | ||
| Morning Is My Destination | Tift Merritt | 3:17 | ||
| When The Roses Bloom Again | Billy Bragg, Wilco | 4:07 | ||
| The West Was Burning | Martha Scanlan | 4:59 | ||
| Wild Horses | The Flying Burrito Brothers | 6:20 | ||
