| Weaker Moments | Chip Taylor, The New Ukrainians | 3:39 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| God's Golden Eyes | John Hiatt | 2:28 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Let's Just Have Supper | Nora Jane Struthers, Korby Lenker | 3:26 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| East of Gary | Darrell Scott | 4:33 | |
| Say Grace | Sam Baker | 4:19 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Jimmy Sanchez | Bap Kennedy | 4:38 | |
| Daisy Mae | Jason Isbell and the 400 Unit | 2:55 | |
| Just the Same | Patty Griffin | 3:47 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| Aces Up Your Sleeve | John Hiatt | 3:21 | |
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| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Son of Man | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| I Bet She Does | Slaid Cleaves | 2:51 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| You Got to Me | James McMurtry | 5:23 | |
| Oh Susanna | The Be Good Tanyas | 4:20 | |
| All of Your Stories | Jesse Winchester | 2:33 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Lighthouse Light | Redbird | 3:02 | |
| She's That Kind of Mystery | John Gorka | 3:32 | |
| There's a Hole in the Midnight | Chip Taylor, Carrie Rodriguez | 4:17 | |
| Where The Road Begins And Ends | Aaron Lee Tasjan | 4:40 | |
| Your Lonely Heart | Carrie Rodriguez | 2:58 | |
| Berlin | Gill Landry | 4:24 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| The Rock Of My Soul | Rodney Crowell | 4:50 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| I Won't Die Alone | Shelby Lynne | 2:41 | |