| # | Title | Artist | Rating | Length |
|---|
| 1 | Jolene | Dolly Parton | 5 | 3:45 |
| 2 | I Don’t Wanna Play House | Tammy Wynette | | 2:37 |
| 3 | Rose Garden | Lynn Anderson | | 2:57 |
| 4 | Miss the Mississippi and You | Crystal Gayle | | 3:47 |
| 5 | Tonight the Heartache’s on Me- assistant recording engineer:
- Chip Matthews and Mike Wruck
- recording engineer:
- Eric Legg
- 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, Billy Crain, Billy Joe Walker, Jr., Paul Worley and Emily Erwin (from 1997-03 until 1997-08)
- banjo and resonator guitar [dobro]:
- Emily Erwin (from 1997-03 until 1997-08)
- bass:
- Joe Chemay and Michael Rhodes
- congas [conga], shakers [shaker] and tambourine:
- Tom Roady
- drums (drum set) [drums]:
- Greg Morrow
- electric guitar:
- George Marinelli, Billy Joe Walker, Jr. and Paul Worley
- fiddle and mandolin:
- Martie Seidel (from 1997-03 until 1997-08)
- Hammond organ [B-3 organ] and piano:
- Matt Rollings
- steel guitar:
- Lloyd Maines
- 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
- 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 |
| 6 | Please Help Me I’m Falling (in Love With You) | Janie Frickie | | 3:20 |
| 7 | There’s a Party Goin’ On | Jody Miller | | 2:40 |
| 8 | Third Rate Romance | Rosanne Cash | | 3:41 |
| 9 | Dream Baby (How long Must I Dream) | Lacy J. Dalton | | 2:57 |
| 10 | Wine, Women and Song | Patty Loveless | | 2:35 |
| 11 | Under Your Spell Again | Shelby Lynne | | 3:07 |
| 12 | Make the World Go Away | Charly McClain | | 3:01 |
| 13 | I’m So Lonesome I Could Cry | Tanya Tucker | | 2:52 |
| 14 | Cold Day in July | Joy Lynn White | | 4:04 |
| 15 | There Goes My Everything | Tammy Wynette | | 2:41 |
| 16 | Coat of Many Colors (live) | Dolly Parton | | 3:12 |
| 17 | Break My Mind | Barbara Mandrell | | 2:25 |
| 18 | Sea of Heartbreak | Lynn Anderson | | 3:34 |
| 19 | Lovesick Blues | Dolly Parton, Tammy Wynette, Loretta Lynn | 4 | 2:22 |
| 20 | He Feels Guilty | Bobbie Cryner | | 3:44 |
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