| What It Takes | Fred Eaglesmith | 3:57 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| Long Time A Comin' | Bap Kennedy | 2:38 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| I'm Gonna Fly | Kimmie Rhodes | 3:57 | |
| Down Home Girl | Old Crow Medicine Show | 3:46 | |
| Workin' For The MTA | Justin Townes Earle | 3:48 | |
| Sabine River | Ray Bonneville | 4:46 | |
| Custer | Steve Earle, The Milk Carton Kids | 2:58 | |
| Tambourine Man | Gene Clark | 5:37 | |
| Wait A Minute | The Seldom Scene | 3:35 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| The Long Black Veil (with Mick Jagger) | The Chieftains, Mick Jagger | 3:37 | |
| Dead Flowers | The Brothers Comatose | 5:08 | |
| Outlaw's Honeymoon | Steve Earle, The Del McCoury Band | 2:02 | |
| Willy the Wandering Gypsy and Me | Billy Joe Shaver | 2:29 | |
| I Can't Help but Wonder Where I'm Bound | Tom Paxton | 3:41 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Rain & Snow | The Del McCoury Band | 3:01 | |
| Unlock more with Songs Like X Pro |
| Everybody's Talkin' | The Seldom Scene | 3:15 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Ramblin' Boy | Tom Paxton | 3:58 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Your Still Standin' There | Steve Earle | 3:24 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Where'd You Hide The Body | James McMurtry | 3:40 | |
| James River Blues | Old Crow Medicine Show | 3:06 | |
| Tell the Devil I'm Gettin' there as Fast as I Can | Ray Wylie Hubbard | 5:47 | |
| I Still Sing the Old Songs | David Allan Coe | 3:41 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Pamela Brown | Leo Kottke | 3:29 | |
| Down on Penny's Farm | Natalie Merchant | 3:43 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| Time is Never on Our Side | Steve Earle | 2:55 | |
| Old Train | Tony Rice Unit | 2:10 | |
| Come What May | Colvin & Earle | 3:11 | |
| Blue Railroad Train | Tony Rice Unit | 3:31 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| These Days | Gregg Allman | 3:57 | |
| Thirsty Boots | Eric Andersen | 5:13 | |
| Purple Rain | Dwight Yoakam | 4:42 | |
| Home From The Forest | Tony Rice Unit | 4:19 | |
