| Outlaw's Prayer | Mike McClure | 3:46 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Mama's Don't Let Your Cowboys Grow Up to be Babies | Dale Watson | 3:25 | |
| Old Dolores | Andy Hedges, Tom Russell | 3:42 | |
| Drunken Poet's Dream | Ray Wylie Hubbard | 4:20 | |
| The Rock Island Line | Eleven Hundred Springs | 4:42 | |
| Thank God for the Road | The Flatlanders | 5:00 | |
| One in the Saddle, One on the Ground | Sturgill Simpson | 3:15 | |
| A Day At A Time | Dale Watson | 2:43 | |
| My Hometown | Charlie Robison | 4:22 | |
| Flesh and Blood | Chris Knight | 3:09 | |
| Bald Butte | Colter Wall | 5:50 | |
| Call You Cowboy | Brenn Hill | 4:14 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Root Hog or Die | Andy Hedges, Tom Russell | 3:58 | |
| Houlihans at the Holiday Inn | Colter Wall | 4:57 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| Eldorado | Wade Montgomery | 4:00 | |
| Harper Valley Pta | Bruce Robison, Kelly Willis | 3:45 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| The Yellowstone Valley | Red Steagall | 4:19 | |
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| The Last Thing I Needed, the First Thing This Morning | Gary P. Nunn | 4:40 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| Me and Big Dave | Colter Wall | 4:04 | |
| I Feel Like Hank Williams Tonight | Chris Wall | 3:13 | |
| Wrapped | Bruce Robison | 4:42 | |
| Hobo Cartoon | Sturgill Simpson | 2:32 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Alright | Adam Carroll | 3:04 | |
| Beautiful Texas Sunshine | Doug Sahm | 3:22 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Played Out | Sturgill Simpson | 3:25 | |
| St. Olav's Gate | Mark Dann, Tom Russell, Andrew Hardin | 3:21 | |
| Karaoke Cowboy | Adam Carroll | 3:08 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Rest Your Weary Mind (with Bobby Bare, Jr.) | Elizabeth Cook, Bobby Bare Jr. | 3:18 | |
| She Took A Lot Of Pills (And Died) | Robbie Fulks | 2:43 | |
| Waiting to Shine | Jason Eady | 4:21 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Throwin' Horseshoes At The Moon | Tom Russell, Iris DeMent | 3:17 | |
| Jealous Man | Hoyt Axton | 1:20 | |
| Tear The Woodpile Down | Marty Stuart, Buck Trent | 3:02 | |
| Knockin' Over Whiskeys | Hayes Carll | 2:55 | |
| River Of Fools | Logan Ledger | 3:11 | |
| The Pugilist At 59 | Tom Russell | 4:29 | |
| Another Like You | Hayes Carll | 3:19 | |
| Lonesome Blues | Shooter Jennings | 3:59 | |