| Jackson | Gillian Welch, David Rawlings | 3:32 | |
| Adios to California | John Hiatt | 3:47 | |
| Thunderbird Will Do Just Fine | Eleven Hundred Springs | 2:35 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Stoned | Blackie & The Rodeo Kings | 3:45 | |
| Letter to Madeline | Ian Noe | 4:29 | |
| 455 Rocket - Revival Outtake | Gillian Welch | 4:02 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| The Guitar | Guy Clark | 4:03 | |
| 60 Acres | James McMurtry | 4:35 | |
| Breakdown On 20th Ave. South | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:54 | |
| Down into Mexico | Delbert McClinton | 4:35 | |
| Oval Room | Blaze Foley | 4:04 | |
| New Ways to Fail | Sarah Shook & the Disarmers | 4:07 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Old Part of Town | James McMurtry | 5:16 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Ford Econoline | Chuck Prophet | 3:41 | |
| Castanets | Alejandro Escovedo | 3:27 | |
| Unlock more with Songs Like X Pro |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| A Little Light | Sturgill Simpson | 1:39 | |
| Midnight Train | David Rawlings | 3:18 | |
| Decoration Day | Drive-By Truckers | 5:47 | |
| Dallas | The Flatlanders | 3:01 | |
| Old Enough (feat. Ricky Scaggs and Ashley Monroe) | The Raconteurs, Ricky Scaggs, Ashley Monroe | 5:45 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Willin' | Little Feat | 2:54 | |
| Pinball Song | Slobberbone | 4:36 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| The Most Unoriginal Sin | John Hiatt & The Goners | 4:15 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Shanty | Jonathan Edwards | 2:35 | |
| Back Against the Wall | Son Volt | 3:27 | |
| James River Blues | Old Crow Medicine Show | 3:06 | |
| No Love Today | Chris Smither | 4:44 | |
| Stomp and Holler | Hard Working Americans | 4:48 | |
| Engine Joe | Slobberbone | 2:26 | |
| Desperados Waiting For The Train | Jerry Jeff Walker | 5:51 | |
| Valley Road | James McMurtry | 4:45 | |
| Breakfast In Hell | Slaid Cleaves | 5:51 | |
| Crocodile Man | Chris Smither | 3:33 | |
| Heaven's Toll | Ramsay Midwood | 3:02 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| No More Buffalo | James McMurtry | 7:19 | |
| Every Little Bit Counts | James McMurtry | 5:43 | |
