| Sailing By | Sinéad Lohan | 3:35 | |
| Everybody Wants to Be Twenty-One | Bill Anderson, Jamey Johnson | 3:25 | |
| The Ransom | Madison Violet | 3:37 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| River in the Rain | Paula Nelson | 4:00 | |
| Second Cup of Coffee | Gordon Lightfoot | 3:03 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Lovin' Eyes | Applewood Road, Aaron Lee Tasjan | 2:15 | |
| Your Forever Will Never Say Goodbye | Tessy Lou Williams | 4:13 | |
| Going Home | Jimmy LaFave | 5:04 | |
| Sounds Of Loneliness | Patty Loveless | 3:48 | |
| Gulf Coast Highway | Red Molly | 4:17 | |
| I'll Carry for You (Version) | Chip Taylor, Shaye Zadravec | 3:38 | |
| Love Hurts - 2007 Remaster | Gram Parsons | 3:42 | |
| These Are the Days | Van Morrison | 5:19 | |
| If I Left You | Kelly Willis | 3:09 | |
| Things That I Lean On | Wynonna, Jason Isbell | 3:40 | |
| The Past Never Happened | Kimmie Rhodes | 4:55 | |
| Bartender's Blues | James Taylor | 4:11 | |
| The Last Wild Place | Lacy J. Dalton | 4:35 | |
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| The Call | Catherine MacLellan | 3:12 | |
| The Wonder of You | Chip Taylor, Carrie Rodriguez | 4:02 | |
| Who You Thought I Was | Brandy Clark | 3:09 | |
| When the Nights Are Cold | Joe Ely | 2:53 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Rhinestone Highway | Kimmie Rhodes | 5:26 | |
| She's Leaving in the Morning | Zephaniah OHora | 3:08 | |
| That Kind of Girl | Amy Speace | 4:47 | |
| Goodbye | Steve Earle | 4:57 | |
| Dallas | The Flatlanders | 3:01 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| A Mother Never Rests | Lori McKenna | 2:45 | |
| Coast | Eliza Gilkyson | 3:25 | |
| Words Of A Fool (feat. Jason Isbell) | Barry Gibb, Jason Isbell | 3:47 | |
| Here Comes That Rainbow Again | The Highwaymen | 2:49 | |
| Cup O' Tea | Don Williams | 3:12 | |
| In The Real West | Tish Hinojosa | 2:48 | |
| Stay Young | Don Williams | 3:07 | |
| Old Dogs, Children And Watermelon Wine | Tom T. Hall | 4:11 | |
| If I Needed You | Townes Van Zandt | 3:44 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| I'm Alright | Kim Richey | 4:01 | |
| If Hollywood Don't Need You | Don Williams | 3:14 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Lion In Winter | Hoyt Axton | 3:23 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Maggie's Dream | Don Williams | 4:06 | |
| Everyone Gets Crazy | The Highwaymen | 2:54 | |