| Cigarette Trees | The Local Honeys | 2:43 | |
| Wrong Time to Be Right | Sam Doores, Riley Downing, The Tumbleweeds | 4:35 | |
| Trash Day | Jonny Fritz | 2:58 | |
| Long I Ride | Robbie Fulks | 3:19 | |
| Nothing's Right | Will Stewart | 2:52 | |
| Nobody Makes It Out | Traveller | 3:23 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Feels Like Lightning | Josh Ritter | 3:02 | |
| Just One of Them Nights | Fruition | 2:50 | |
| I Wont Let You Down - GemsOnVHS Field Recording | Josh Okeefe, Cora Carpenter, GemsOnVHS | 2:38 | |
| Had a Dream | Sam Doores | 3:18 | |
| Taking It Easy Too Long | Blitzen Trapper | 2:56 | |
| You Got to Me | James McMurtry | 5:23 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| Complimentary Continental | Chris Acker | 2:44 | |
| Big Black Bird | Blitzen Trapper | 2:47 | |
| Stono River Blues | Shovels & Rope | 3:14 | |
| Deer in the Sky | Chicago Farmer | 3:23 | |
| A Long, Cold Night in Minneapolis | Dead Man Winter | 3:21 | |
| Back Down Here On Earth | Possessed by Paul James | 3:41 | |
| Unlock more with Songs Like X Pro |
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | |
| Boxcar | Shovels & Rope | 4:41 | |
| Blue Endless Highway | Nick Shoulders | 3:29 | |
| Rachel's Song | James McMurtry | 4:39 | |
| Noon or Midnight | Hackensaw Boys | 4:53 | |
| Holy Water | Jonny Fritz | 2:40 | |
| Everywhere Now | The Good Luck Thrift Store Outfit | 3:54 | |
| Silver and Gold | Trampled by Turtles | 2:47 | |
| Pinball Song | Slobberbone | 4:36 | |
| Betty Oshawa | Fred Eaglesmith | 3:34 | |
| My Old Drunk Friend | Freakwater | 3:33 | |
| Fussin' & Fightin' (Singin' Jim Croce) | Yarn | 3:48 | |
| Paul and Jon | Daniel Romano | 3:03 | |
| Sing Along | Robert Ellis | 4:09 | |
| Humidifier | Jonny Fritz | 2:22 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Simple and True | The Deslondes, Riley Downing, Cameron Snyder | 2:44 | |
| Blood in the Water | Trampled by Turtles | 1:47 | |
| Don't Bet Against Me | Hackensaw Boys | 3:23 | |
| Magdelina | Shovels & Rope | 3:33 | |
| One Way or Another | Izaak Opatz | 1:25 | |
| 25 Years | Yarn | 4:02 | |
| Wrong Way Street | Trampled by Turtles | 3:30 | |
| Mama | Lula Wiles | 3:18 | |
| Golden | Dead Man Winter | 3:00 | |
| Lonely Game (feat. Andrew Combs & Jessie Baylin) | Steelism, Andrew Combs, Jessie Baylin | 3:49 | |
| King Of California | Dave Alvin | 4:50 | |
| No Place Like The Right Time | Donna The Buffalo | 4:22 | |
