| Still Learning How to Fly | Rodney Crowell | 4:12 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| The Last Bus | Zoe Muth | 5:59 | |
| My Favorite Picture of You | Guy Clark | 3:32 | |
| Perfect Moment | Darden Smith | 4:28 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| No Regrets - 2008 Remaster | Tom Rush | 3:51 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| If All I Was Was Black | Mavis Staples | 3:55 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Changing of the Seasons | Dylan LeBlanc | 4:06 | |
| Come Back Home | John Hiatt | 3:07 | |
| I Thought That We Said Goodbye - Commentary | Kelly Jones, Teddy Thompson | 1:13 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Blue River | Eric Andersen | 4:45 | |
| Memphis Rain | Aaron Lee Tasjan | 3:38 | |
| Don't Let It Trouble Your Mind | Rhiannon Giddens | 3:39 | |
| Life is Fine | Tom Rush | 3:39 | |
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| Only Always | Nicki Bluhm and the Gramblers | 3:19 | |
| Put The Fire Out | Courtney Marie Andrews | 3:39 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| Love Minus Zero/No Limit - Live | Eliza Gilkyson | 3:57 | |
| Ain't No Doubt About It | Mavis Staples, Jeff Tweedy | 3:18 | |
| Love in the Sweetest Amnesty | Chris Hillman | 3:43 | |
| Lonely Desolation | Chuck Prophet | 3:53 | |
| You Left the Water Running | Dan Penn | 3:25 | |
| Closer To Heaven | Rodney Crowell | 5:20 | |
| Cryin' Time | Teddy Thompson | 2:28 | |
| I Think of You | The Mavericks | 3:19 | |
| Lovers of the Sun | The Jayhawks | 3:15 | |
| Only Fooling - Commentary | Kelly Jones, Teddy Thompson | 1:25 | |
| Get in Line | Ron Sexsmith | 2:27 | |
| New York City | Robby Hecht | 3:41 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Just Like You | Gill Landry | 4:45 | |
| Perfect | The Mastersons | 4:03 | |
| Happy And Free | Colvin & Earle | 2:17 | |
| She Never Could Resist A Winding Road | Richard Thompson | 4:27 | |
| Golden Ring | Jenni Muldaur, Teddy Thompson | 3:01 | |
| Think Again | Teddy Thompson | 3:32 | |
| Fun For Awhile | Peter Wolf | 3:35 | |
| Sold The Devil (Sunshine) | Shelby Lynne | 4:08 | |
| Hold Steady / Rock Slow | Birds of Chicago | 5:15 | |
| Lipstick Sunset | John Hiatt | 4:11 | |
| Just Between You And Me | Jenni Muldaur, Teddy Thompson | 2:24 | |
| Right | Thompson, Teddy Thompson | 2:42 | |
