| # | Title | Artist | Rating | Length |
|---|
| 1 | V8 Town | Troy Cassar-Daley | | 3:22 |
| 2 | Tonight the Heartache’s on Me- assistant recording engineer:
- Chip Matthews (from 1997-03 until 1997-08) and Mike Wruck (from 1997-03 until 1997-08)
- recording engineer:
- Eric Legg (from 1997-03 until 1997-08)
- additional producer:
- Jim Burnett, Mark Capps , Tony Castle , Erik Hellerman, Clarke Schleicher and Ed Simonton
- producer:
- Blake Chancey and Paul Worley
- assistant mixer:
- Christopher Rowe and Shawn Simpson
- mixer:
- John Guess
- editor:
- Jim Burnett, Don Cobb and Carlos Grier
- acoustic guitar:
- Mark Casstevens (from 1997-03 until 1997-08), Billy Crain (from 1997-03 until 1997-08), Emily Erwin (from 1997-03 until 1997-08), Billy Joe Walker, Jr. (from 1997-03 until 1997-08) and Paul Worley (from 1997-03 until 1997-08)
- banjo and resonator guitar [dobro]:
- Emily Erwin (from 1997-03 until 1997-08)
- bass:
- Joe Chemay (from 1997-03 until 1997-08) and Michael Rhodes (from 1997-03 until 1997-08)
- congas [conga], shakers [shaker] and tambourine:
- Tom Roady (from 1997-03 until 1997-08)
- drums (drum set) [drums]:
- Greg Morrow (from 1997-03 until 1997-08)
- electric guitar:
- George Marinelli (from 1997-03 until 1997-08), Billy Joe Walker, Jr. (from 1997-03 until 1997-08) and Paul Worley (from 1997-03 until 1997-08)
- fiddle and mandolin:
- Martie Seidel (from 1997-03 until 1997-08)
- Hammond organ [B-3 organ] and piano:
- Matt Rollings (from 1997-03 until 1997-08)
- steel guitar:
- Lloyd Maines (from 1997-03 until 1997-08)
- lead vocals:
- Natalie Maines (from 1997-03 until 1997-08)
- vocals:
- Emily Erwin (from 1997-03 until 1997-08) and Martie Seidel (from 1997-03 until 1997-08)
- phonographic copyright (℗) by:
- Sony Music Entertainment Inc. (in 1998)
- recorded at:
- Westwood Studio (from 1997-03 until 1997-08)
- mixed at:
- The Workstation
- edited at:
- Georgetown Masters in Nashville, Tennessee, United States
- additionally produced at:
- Sound Stage Studio in Hollywood, Los Angeles, California, United States, Soundshop in Nashville, Tennessee, United States, The Money Pit in Nashville, Tennessee, United States and Westwood Studio
- cover recording of:
- Tonight the Heartache's on Me (from 1997-03 until 1997-08)
- writer:
- Bob Morrison (in 1994), Johnny MacRae (in 1994) and Mary W. Francis (in 1994)
| Dixie Chicks | 4 | 3:26 |
| 3 | Tuff Enuff | The Fabulous Thunderbirds | | 3:22 |
| 4 | Hillbilly Shoes | Montgomery Gentry | 4 | 3:13 |
| 5 | The Devil Went Down to Georgia | The Charlie Daniels Band | 4.65 | 3:36 |
| 6 | Mighty Rock | Stars | | 3:17 |
| 7 | Way Out West | The Dingoes | | 3:46 |
| 8 | Harley & Rose | The Black Sorrows | | 3:55 |
| 9 | Khe Sanh | Cold Chisel | | 4:10 |
| 10 | Shimmer | Shawn Mullins | | 4:07 |
| 11 | Highwayman- recorded in:
- Nashville, Tennessee, United States (on 1984-10-03)
- assistant engineer:
- Ken Criblez and Larry Greenhill
- engineer:
- David Cherry and Chips Moman
- producer:
- Chips Moman
- bass:
- Mike Leech (on 1984-10-03) and Jimmy Tittle (on 1984-10-03)
- drums (drum set):
- Gene Chrisman (on 1984-10-03)
- guitar:
- Paul Davis (on 1984-10-03), Waylon Jennings (on 1984-10-03), Kris Kristofferson (on 1984-10-03), Chips Moman (on 1984-10-03), Willie Nelson (on 1984-10-03) and Johnny Rodriguez (on 1984-10-03)
- harmonica:
- Mickey Raphael (on 1984-10-03)
- keyboard:
- Paul Davis (on 1984-10-03), Bobby Emmons (on 1984-10-03) and Bobby Wood (on 1984-10-03)
- mandolin:
- Marty Stuart (on 1984-10-03)
- background vocals:
- Johnny Cash (on 1984-10-03), Paul Davis (on 1984-10-03), Waylon Jennings (on 1984-10-03), Kris Kristofferson (on 1984-10-03), Chips Moman (on 1984-10-03), Willie Nelson (on 1984-10-03) and Johnny Rodriguez (on 1984-10-03)
- vocals:
- Johnny Cash (on 1984-10-03), Waylon Jennings (on 1984-10-03), Kris Kristofferson (on 1984-10-03) and Willie Nelson (on 1984-10-03)
- performer:
- Johnny Cash , Waylon Jennings , Kris Kristofferson and Willie Nelson
- phonographic copyright (℗) by:
- CBS Records Inc. (in 1985), CBS, Inc. (in 1985), Sony BMG Music Entertainment (in 1985), Sony Music Entertainment (in 1985) and Sony Music Entertainment Inc. (in 1985, in 2003)
- recorded at:
- Moman's Recording Studio in Nashville, Tennessee, United States (on 1984-10-03) and Woodland Sound Studios in Nashville, Tennessee, United States (on 1984-10-03)
- part of:
- Grammy Award: Best Country Performance by a Duo or Group nominees (number: 1986)
- cover recording of:
- The Highwayman (on 1984-10-03)
- lyricist and composer:
- Jimmy Webb
- publisher:
- White Oak Songs
- recording of:
- The Highwayman
- lyricist and composer:
- Jimmy Webb
- publisher:
- White Oak Songs
| The Highwaymen | 4.45 | 3:03 |
| 12 | Show Me a Woman | Joe Diffie | | 3:11 |
| 13 | Cold Shot | Stevie Ray Vaughan | | 4:00 |
| 14 | Black & Blue | Chain | | 4:50 |
| 15 | Never Gonna Die | Choirboys | | 4:00 |