| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| You've Never Seen Me Cry | The Flatlanders | 2:17 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| East of Eden | Tom Rush | 3:29 | |
| Always | John Gorka | 3:55 | |
| Hobo's Lullaby | Arlo Guthrie | 3:57 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Across the Great Divide | Kate Wolf | 4:14 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| I Never Heard You Say | Kimmie Rhodes | 5:38 | |
| All That's Left Is Fare-Thee-Well (feat. Charlie Sexton) | Terry Allen, The Panhandle Mystery Band, Charlie Sexton | 3:06 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Still Fighting the War | Slaid Cleaves | 2:56 | |
| Riding Off Onto Sunset Boulevard | Brennen Leigh, Asleep At The Wheel | 3:05 | |
| Nothin' For The Dead | Iris DeMent | 3:38 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Unlock more with Songs Like X Pro |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| The Train Carrying Jimmy Rodgers Home | Greg Brown | 3:24 | |
| Willin' | Richard Shindell | 3:15 | |
| Back in My Day Blues | Otis Gibbs | 3:14 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Will the Circle be Unbroken | Michelle Wright, Iris DeMent, Mairéad Ní Mhaonaigh | 4:37 | |
| The Trumpet Vine | Kate Wolf | 4:29 | |
| After You're Gone | Iris DeMent | 4:04 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| East Virginia Blues | Robert Earl Keen | 3:34 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
| Childish Things | James McMurtry | 4:35 | |
| Lay Me Down Easy | Kate Wolf | 3:35 | |
| Whippoorwill | Greg Brown | 3:25 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
