| Airplane | David Rawlings | 4:44 | ||
| Fairweather | Have Gun, Will Travel | 2:37 | ||
| Rounder | Watchhouse | 3:46 | ||
| My Favorite Picture of You | Joshua Hedley, Erin Rae | 3:23 | ||
| Knights Ferry | Willy Tea Taylor, The Fellership, The Bait and Tackle Choir Oregon Chapter | 4:01 | ||
| Devil's Got My Woman | Andrew Combs | 2:35 | ||
| Off This Mountaintop | Ian Noe | 3:32 | ||
| Milk & Honey | Senora May | 5:08 | ||
| Fire Swing | Parker Ainsworth, Jessie Payo | 3:57 | ||
| Mother Earth | Willie Watson | 3:36 | ||
| Old Maid's Draw | Riddy Arman | 3:13 | ||
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | ||
| Call It What You Will | Joe Pug | 2:56 | ||
| Breakfast | Darrin Bradbury | 3:06 | ||
| Sing Along - Demo | Robert Ellis | 4:03 | ||
| Katie | Fred Eaglesmith | 3:42 | ||
| A Long, Cold Night in Minneapolis | Dead Man Winter | 3:21 | ||
| Please, Please, Please | Andrew Combs | 4:27 | ||
| Hello, Milwaukee | Joseph Huber | 4:55 | ||
| Hymn #76 | Joe Pug | 3:37 | ||
| Forever Gold | The Hill Country Devil | 4:51 | ||
| Unlock more with Songs Like X Pro | ||||
| Wandering Boy | Willy Tea Taylor | 3:44 | ||
| Cheap Wine | Charlie Parr | 5:11 | ||
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | ||
| They Don't Make 'em... | Andrew Duhon | 3:48 | ||
| For Sam | Willy Tea Taylor, The River Arkansas | 4:39 | ||
| Sacred Love | Adam Carroll | 2:32 | ||
| Unmistakable Love | Spencer Burton | 3:55 | ||
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | ||
| James Alley Blues | Willie Watson | 4:06 | ||
| Sorrow Be the Bird | Lula Wiles | 3:08 | ||
| Everywhere Now | The Good Luck Thrift Store Outfit | 3:54 | ||
| 500 Miles | The Tillers | 2:52 | ||
| Primer Gray | Slaid Cleaves | 3:58 | ||
| Waltz About Whiskey | Watchhouse | 3:46 | ||
| I Knew You | Pete Bernhard | 3:55 | ||
| Hang Me in the Tulsa County Stars | John Moreland | 3:41 | ||
| Sugar Envelopes Bread the Turtle | Chris Doud, Willy Tea Taylor, Joey No Knows | 3:02 | ||
| Pale Fire | Amanda Shires | 3:16 | ||
| Colorado Blues | Ryan Culwell | 2:37 | ||
| Shipwreck | Jeremie Albino | 3:06 | ||
| Come Home | Chatham Rabbits | 4:39 | ||
| Son of the Working Class | Josh Okeefe | 2:56 | ||
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | ||
| Lone Pine Hill | Justin Townes Earle | 3:03 | ||
| Harold Wilson | Fred Eaglesmith | 4:46 | ||
| East October | John Moreland | 3:45 | ||
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | ||
| First Time in Years | Erik Koskinen | 3:52 | ||
