| The Train Carrying Jimmy Rodgers Home | Greg Brown | 3:24 | |
| Orion's Gut | Chris Acker | 3:12 | |
| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| I Don't Always Miss You | Dan Reeder | 2:31 | |
| Faded Loves & Memories | Blaze Foley & the Beaver Valley Boys | 3:28 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Nothing's Right | Will Stewart | 2:52 | |
| The Loving Of The Game | Steve Goodman | 3:01 | |
| Cortez Sail | Terry Allen | 6:10 | |
| Verde River | Kassi Valazza | 4:24 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Sittin' by the Road | Blaze Foley, Ben Dickey | 2:29 | |
| Still Someone | The Deslondes, Riley Downing | 3:07 | |
| I'm Gone | Sundown Songs | 3:49 | |
| The Poet Game | Greg Brown | 5:32 | |
| Only Sorrow Remains | Tré Burt | 3:47 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Spare Me Over One More Year | Kacy & Clayton | 3:04 | |
| Just a Heart | Hurray For The Riff Raff | 3:34 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
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| Infamous Angel | Iris DeMent | 3:46 | |
| 99 Friends of Mine | Dan Reeder | 4:06 | |
| Waitin' for the Hard Times to Go | Jim Ringer | 3:25 | |
| A New Love (Can Be Found) | Daniel Romano | 3:33 | |
| Things Ain't What They Used to Be (And Probably Never Was) | Larry Jon Wilson | 2:59 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| Cold Cold World | Blaze Foley, Ben Dickey | 4:35 | |
| What Are They Doing In Heaven Today? | The Deslondes, Sam Doores, Twain | 3:00 | |
| Tortilla Moon | Scott Ballew | 3:24 | |
| Don't Think Twice, It's Alright | Steve Young | 4:06 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| The East Colorado Dam | Sammy Walker | 3:56 | |
| Small Town Hero | Blaze Foley & the Beaver Valley Boys | 3:35 | |
| Whippoorwill | Greg Brown | 3:25 | |
| Doing It Wrong | Riley Downing | 4:27 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| Hog of the Foresaken | Michael Hurley | 4:35 | |
| Mary | Kassi Valazza | 7:05 | |
| Just Like Old Times | Todd Snider | 4:37 | |
| You Should Have Wrote a Book | Dan Reeder | 2:51 | |
| Touching Home | Teddy Thompson | 2:46 | |
| Treat Me Like A Saturday Night - 2022 Remaster | Joe Ely | 3:03 | |
| Chicago | Ramsay Midwood | 4:50 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| I'm A One Woman Man | Steve Young | 2:13 | |
| Livin' In The Country | Cowboy | 3:10 | |
| Ladder Of Success | Ted Hawkins | 3:26 | |
| King Of California | Dave Alvin | 4:50 | |