| Play a Train Song | Todd Snider | 4:09 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| Deep Breath | Riley Downing | 3:08 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Old Enough (feat. Ricky Scaggs and Ashley Monroe) | The Raconteurs, Ricky Scaggs, Ashley Monroe | 5:45 | |
| All The Time In The World | The Subdudes | 4:35 | |
| Long Way to Texas | Yarn | 3:00 | |
| Mission Accomplished (Because You Gotta Have Faith) | Todd Snider | 2:35 | |
| Lafayette | Anders Osborne | 3:58 | |
| Rabbit | Ray Wylie Hubbard | 3:14 | |
| House of Stone | Mudcrutch | 3:00 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| Thunderbird | John Hiatt | 4:04 | |
| Childish Things | James McMurtry | 4:35 | |
| E.N.S.A.A.T. | Aaron Lee Tasjan | 4:19 | |
| Ohoopee River Bottomland | Larry Jon Wilson | 3:21 | |
| Mr. Bojangles | Todd Snider | 4:40 | |
| Chick Singer, Badass Rockin’ | Ray Wylie Hubbard | 2:55 | |
| I Was in the House When the House Burned Down | Warren Zevon | 3:04 | |
| Drinkin' Whiskey Tonight | Pokey LaFarge | 2:52 | |
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| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| Midnight Special | Willie Watson | 4:38 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| Dallas | The Flatlanders | 3:01 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Master of Disaster | John Hiatt | 5:26 | |
| Glendale Train | New Riders of the Purple Sage | 3:01 | |
| Conservative, Christian, Right Wing Republican, Straight, White, American Males | Todd Snider | 3:17 | |
| Jimmy Carter | Blue Mountain | 2:24 | |
| The Cold Hard Facts of Life | John Doe, The Sadies | 3:04 | |
| Fifteen Passenger Van | Jonny Fritz | 2:05 | |
| I Drink Beer | Dan Reeder | 2:53 | |
| Rock and Roll Honky Tonk Ramblin' Man | Bruce Robison | 2:41 | |
| Money, Compliments, Publicity (Song Number Ten) | Todd Snider | 4:16 | |
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | |
| Right Where I Belong | The Flatlanders | 4:06 | |
| California Blues | Alejandro Escovedo | 3:20 | |
| 105 | Fred Eaglesmith | 2:48 | |
| Make Me Down A Pallet On Your Floor | The Wood Brothers | 3:40 | |
| Too Drunk To Dream | Whiskeytown | 2:53 | |
| Let's Kill Saturday Night | Robbie Fulks | 3:11 | |
| The Winner | Kris Kristofferson | 4:58 | |
| No More Buffalo | James McMurtry | 7:19 | |
| Key Chain | Slaid Cleaves | 3:15 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| I Love My Tribe | Donna The Buffalo | 2:46 | |