| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Here In the Going Going Gone | Greg Brown | 3:49 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Pickup Cowboy | Jonathan Byrd, The Pickup Cowboys | 2:37 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Woke up in Love | Croy and the Boys | 3:37 | |
| Boy Howdy, Hot Dog! - GemsOnVHS Field Recording | Willi Carlisle, GemsOnVHS | 3:20 | |
| The Game | Esther Rose | 5:04 | |
| Nobody Eats at Linebaugh's Anymore | John Hartford | 4:52 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| All over Now | Woody Pines | 3:05 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| No Mama Blues | The Lostines | 3:20 | |
| Hog of the Foresaken | Michael Hurley | 4:35 | |
| Dancing On My Own | Willie Watson | 5:30 | |
| Things Ain't What They Used to Be (And Probably Never Was) | Larry Jon Wilson | 2:59 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Unlock more with Songs Like X Pro |
| My Home In The Sky | Greg Brown | 3:43 | |
| Gettin' Over You | Blaze Foley & the Beaver Valley Boys | 2:48 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| A Satisfied Mind | The International Submarine Band | 2:34 | |
| Prairie Funeral | Brennen Leigh | 3:04 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| Still Someone | The Deslondes, Riley Downing | 3:07 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| Pickin' Time | Kinky Friedman | 1:41 | |
| Mother Earth | Willie Watson | 3:36 | |
| Cortez Sail | Terry Allen | 6:10 | |
| Whippoorwill | Greg Brown | 3:25 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Do It | Jesse Winchester | 1:27 | |
| A Dog Named Freedom | Kinky Friedman | 2:37 | |
| Cold And Lonely | Slaid Cleaves | 3:13 | |
| Let The Mermaids Flirt With Me | Logan Ledger | 4:26 | |
| Kind Woman | Chris Smither | 3:50 | |
| Wishbone | Willis Alan Ramsey | 2:46 | |
| Waynesboro | Ramsay Midwood | 4:24 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Angel Eyes | Willis Alan Ramsey | 3:11 | |
| Ain't That Pretty | Ted Hawkins | 2:58 | |
| Love In My Time | Steve Young | 2:14 | |
