| I Ain't Looking for the Answers Anymore | Tompall Glaser | 2:18 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Small Engine Repair | Tom Russell | 3:50 | |
| Three Sheets to the Wind | Mark David Manders | 4:52 | |
| Back in My Day Blues | Otis Gibbs | 3:14 | |
| Lady I Know | Wade Montgomery | 3:10 | |
| Copper Canteen | James McMurtry | 4:37 | |
| Down to Seeds and Stems Again Blues | Commander Cody And His Lost Planet Airman | 4:03 | |
| This Crazy Life | Eleven Hundred Springs | 3:14 | |
| Bandito Gold | Red Steagall | 2:54 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Leavin' Amarillo | Shaver | 3:37 | |
| Arizona | Matt Robertson | 4:35 | |
| I Like | Brenn Hill | 3:19 | |
| Just Us Kids | James McMurtry | 5:08 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| She's Always Around | Arlo McKinley | 3:31 | |
| Visit Me in Music City | Bobby Bare Jr. | 4:03 | |
| Sometimes Dogs Bark at Nothing | JP Harris | 2:27 | |
| Red Wing | The Steel Wheels | 4:26 | |
| Hank Williams Wouldn't Make It Now in Nashville Tennessee | Eleven Hundred Springs | 2:43 | |
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| Long Time Gone | Darrell Scott, Tim O'Brien | 3:36 | |
| Fermented Evenings | Max Stalling | 4:10 | |
| Without Love | Ray Wylie Hubbard | 3:46 | |
| AM Country Heaven | Jason Eady | 3:36 | |
| All the Time In the World | John Fullbright | 4:32 | |
| Amanda's Song | Adam Carroll | 2:57 | |
| Unladylike | Summer Dean | 3:20 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Goodbye Old Paint | Michael Martin Murphey | 2:13 | |
| Wreck of the Old 97 | Tom Russell | 3:13 | |
| Irene | Ian Noe | 3:53 | |
| Old Dolores | Andy Hedges, Tom Russell | 3:42 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Austin Night | Bastard Sons of Johnny Cash | 3:36 | |
| Drink Till I See Double | Ray Wylie Hubbard, Paula Nelson, Elizabeth Cook | 3:58 | |
| Water In The Fuel | Fred Eaglesmith | 5:21 | |
| When I'm Ridin' I'm Right | Wylie & The Wild West | 2:29 | |
| When Sinatra Played Juarez | Tom Russell | 3:37 | |
| Prairie In The Sky | Tom Russell | 3:05 | |
| The Wandering | Ryan Bingham | 3:08 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Gallo Del Cielo - Live At Antone's, Austin, TX / January 22 & 23, 1999 | Joe Ely | 7:04 | |
| Lay My Head On The Rail | Ryan Bingham | 2:58 | |
| The Ballad Of Edward Abbey | Tom Russell | 4:36 | |
| Heads You Win Tails I Lose | Dan Tyminski | 3:41 | |
| Rye Whiskey | Jesse Colin Young | 4:54 | |
| Evangelina | Hoyt Axton | 3:33 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |