| Back When | Melissa Carper | 3:38 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Played the Game Too Long | Billy Joe Shaver | 3:23 | |
| Clown Collector | The Cactus Blossoms | 2:22 | |
| Silver Lining | Carl Anderson | 2:30 | |
| Canyon | Emily Nenni | 3:02 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| Those Were (Could've Been) the Days | The Deslondes | 2:29 | |
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| Knock-Kneed Ballerina | The Kernal | 3:12 | |
| High Class City Girl from the Country | Zephaniah OHora | 3:42 | |
| 18 Wheels | Fred Eaglesmith | 5:01 | |
| Analog | Whitney Rose | 3:24 | |
| Silver & Gold | Sam Doores, Riley Downing, The Tumbleweeds | 2:22 | |
| Went to See the Gypsy | The Cactus Blossoms | 3:12 | |
| One Red Rose | Iris DeMent | 3:07 | |
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| Let's Have A Good Thing Together | Jim Lauderdale | 2:09 | |
| Gone | John Hiatt | 2:57 | |
| Cold Cold World | Blaze Foley | 4:46 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| These Things I've Come to Know | James McMurtry | 3:18 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Sailin' On Through | Terry Allen, The Panhandle Mystery Band | 4:03 | |
| Long Game | Emily Nenni | 3:00 | |
| Please Don't Call Me Crazy | The Cactus Blossoms | 3:06 | |
| Miller's Cave | The International Submarine Band | 2:48 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Wrong Time to Be Right | Sam Doores, Riley Downing, The Tumbleweeds | 4:35 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Sad | Carson McHone | 3:45 | |
| Bend In The Water | Kacy & Clayton | 3:26 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| If Tommy Duncan's Voice Was Booze | Brennen Leigh, Asleep At The Wheel | 3:16 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| There Stands The Glass | Ted Hawkins | 2:33 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Rye Whiskey | Jesse Colin Young | 4:54 | |