01. Randy Travis - Hard Rock Bottom of Your Heart
02. Gram Parsons - Brand New Heartache
03. Anita Cochran, Conway Twitty - (I Wanna Hear) a Cheatin'' Song (feat. Conway Twitty)
04. Deana Carter - Crying
05. Kris Kristofferson - For the Good Times
06. Michelle Branch - Ready to Let You Go
07. Marty Stuart - Drifting Apart
08. Gabby Barrett - I Will Always Love You
09. Tracy Lawrence - Can''t Break It to My Heart
10. John Anderson - I Just Came Home to Count the Memories
11. Chris Hillman - My Baby''s Gone
12. Chris Cummings - The Kind of Heart That Breaks
13. David Ball - Down at the Bottom of a Broken Heart
14. Kelly Willis - Find Another Fool
15. James Otto - Let''s Just Let Go
16. Carlene Carter - Love Is Gone
17. Tim O''Brien - Every Tear Has a Reason Why
18. Beth Nielsen Chapman - Only So Many Tears
19. Dusty Drake - One Last Time
20. The Great Divide - Out of Love
21. Highway 101 - River of Tears
22. Sissy Spacek - Hangin'' up My Heart
23. The Seldom Scene - Lost In a Memory
24. Daryle Singletary - My Heart''s Too Broke (To Pay Attention)
25. Donna Fargo - That Was Yesterday
26. The JaneDear Girls - Lucky You
27. Billy Joe Royal - A Place for the Heartache
28. Regina Regina - The Big Bad Broken Heart
29. Lace - I Cry Real Tears
30. Daron Norwood - Honky Tonk Heartache of the Year