| People Get Old | Lori McKenna | 3:42 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Train Home | Chris Smither | 4:25 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Waltz About Whiskey | Watchhouse | 3:46 | |
| River Fool | Ian Noe | 3:05 | |
| Childish Things | James McMurtry | 4:35 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Wicked | Lee Ann Womack | 4:07 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Souvenirs | John Prine | 3:42 | |
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | |
| It's a Big Old Goofy World | John Prine | 5:10 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
| Wild and Blue (Bonus Track) | Lucinda Williams | 3:31 | |
| Grave Angels | Joe Henry | 5:31 | |
| Yes I Guess They Oughta Name a Drink After You | John Prine | 2:10 | |
| Codeine | Jason Isbell and the 400 Unit | 5:44 | |
| Crossing Muddy Waters | John Hiatt | 4:05 | |
| I'd Jump the Mississippi | Caleb Klauder, Reeb Willms | 2:51 | |
| Unlock more with Songs Like X Pro |
| It's Not so Easy Today | Zephaniah OHora | 3:18 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| The Old Guard | Slaid Cleaves | 3:44 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Loose Talk (feat. Connie Smith) | John Prine, Connie Smith | 2:44 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| Life is Fine | Tom Rush | 3:39 | |
| Out of the Ashes | Matt Urmy, John Prine | 3:36 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Canola Fields | James McMurtry | 4:49 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Silver Wings | Shelby Lynne, Allison Moorer | 2:34 | |
| Last Train | Arlo Guthrie | 3:06 | |
| Daddy's Little Pumpkin | John Prine | 2:41 | |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Church St. Blues | Norman Blake | 2:55 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |
| Overtime | Willie Nelson, Lucinda Williams | 3:45 | |
| These Days | Gregg Allman | 3:57 | |
| Two More Bottles Of Wine | Delbert McClinton | 3:01 | |
| Alright Guy | Todd Snider | 4:30 | |
| I Feel The Blues Moving In | Slaid Cleaves | 4:08 | |
| Nashville Blues | Doc Watson | 1:58 | |
| The Lovers In Your Dreams | Ray Wylie Hubbard | 4:30 | |
| Revenge Of Scorpio | Ted Hawkins | 2:45 | |
