| Big Iron | Bob Weir | 4:29 | |
| New Delhi Freight Train | Terry Allen | 7:28 | |
| Drug Store Truck Drivin' Man - 1973 Live Version | Gram Parsons | 5:01 | |
| What They Say | Chris Smither | 2:46 | |
| Home Again | Adam Carroll | 3:07 | |
| Depression Blues | Sam Doores, Riley Downing, The Tumbleweeds | 5:18 | |
| The Ballad of Dale and Ray | Dale Watson, Ray Benson | 3:45 | |
| Ohoopee River Bottomland | Larry Jon Wilson | 3:21 | |
| La Despedida (The Parting) | Terry Allen | 5:03 | |
| She's All I Got | Johnny Paycheck | 2:56 | |
| Thinkin' on a Woman | Colter Wall | 3:20 | |
| Luxury Liner | The International Submarine Band | 2:48 | |
| Western Family | Chris Acker, The Growing Boys | 3:43 | |
| Feelin' Single - Seein' Double - 2003 Remaster | Emmylou Harris | 2:26 | |
| Tres Grand Serpent | The Deslondes | 2:40 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Pan Bowl - Bonus Track | Sturgill Simpson | 3:02 | |
| Texas Moon | Vincent Neil Emerson | 3:25 | |
| Amarillo Highway (for Dave Hickey) | Terry Allen | 4:00 | |
| Way Down in My Soul | Zephaniah OHora | 3:11 | |
| Jesus Was a Capricorn (Owed to John Prine) | Kris Kristofferson | 2:29 | |
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| Less Honkin' More Tonkin' | The Deslondes | 1:42 | |
| The Black Label Blues | Gamble Rogers | 2:43 | |
| My Shits Fucked Up | Kinky Friedman | 3:13 | |
| Border Lord | Kris Kristofferson | 3:37 | |
| Black & Blue | Zephaniah OHora | 3:10 | |
| You Ruined Everything | Two Dollar Pistols | 3:55 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
| Every Kind Of Music But Country | Robbie Fulks | 2:18 | |
| Railroad of Sin | Sturgill Simpson | 2:04 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| I'm the Loneliest Man I Ever Met | Kinky Friedman | 2:48 | |
| Renegade Picker | Steve Young | 3:10 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| Friend Of The Devil | Ramblin' Jack Elliott, Bob Weir | 4:17 | |
| Lorene | The Louvin Brothers | 2:03 | |
| What Are Those Things (With Big Black Wings) - 1995 Box Set Version | Roger Miller | 2:10 | |
| Love In My Time | Steve Young | 2:14 | |
| Rocky Top | Dillard & Clark | 2:46 | |
| Heaven's Toll | Ramsay Midwood | 3:02 | |
| Wishbone | Willis Alan Ramsey | 2:46 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| Loser's Cocktail | Dick Curless | 2:32 | |
| Booglie Wooglie Piggy - Live | Will Bradley & His Orchestra, Terry Allen, Ray McKinley | 3:07 | |
| Flyin' Down The Freeway | Kinky Friedman | 2:12 | |
| Esther | Ramsay Midwood | 4:37 | |
| Diamond Joe | Ramblin' Jack Elliott | 2:56 | |
| At The Crossroads - Alternate Mix | Sir Douglas Quintet | 4:37 | |