| ID | Interpret | Skladba | Album | |
| 31. | Wilco | I Am Trying to Break Your Heart | 06/13/09 - What Stage @ Bonnaroo, Manchester, TN - 16 |    |
| 32. | The Beat Club | Don't Break My Heart | Paris | |
| 33. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 34. | WILCO | i am trying to break your heart | Yankee Hotel Foxtrot | |
| 35. | Carrie Newcomer | Not Going To Let You Break My Heart | | |
| 36. | Good Charlotte | Break Apart Her Heart | Good Morning Revival | |
| 37. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 38. | Good Charlotte | Break Apart Her Heart | Good Morning Revival | |
| 39. | A.D. | Heart break | Records | |
| 40. | Cry Baby | Heart Break | V/A PALLADIUM - ROCK GENEVE 81 EN PUBLIC Comp LP | |
| 41. | BLOOM | Don't Break This Heart | the ModPopPunk Archives | |
| 42. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 43. | Cry Baby | Heart Break | V/A PALLADIUM - ROCK GENEVE 81 EN PUBLIC Comp LP | |
| 44. | Robert Jardell | You'll Never Break My Heart | Robert Jardell and Pure Cajun | |
| 45. | Kane & Abel | He Will Break Your Heart | A Wall Of Soundalikes | |
| 46. | Dave & Margaret Gloyd | Break My Heart | In This Place | |
| 47. | Caitlin Cary & Thad Cockrell | Please Break My Heart | Begonias | |
| 48. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 49. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 50. | Carrie Newcomer | Not Going To Let You Break My Heart | | |
| 51. | Wilco | I Am Trying To Break Your Heart | 6/19/07 Chastain Park Amphitheater - Atlanta, GA | |
| 52. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 53. | Wilco | I am trying to break your heart | Yankee Hotel Foxtrot | |
| 54. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 55. | Michael Flowers | Break My Heart | Identified | |
| 56. | Brookville | Break My Heart | Broken Lights | |
| 57. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 58. | Mayor Byrne | Break My Heart | Meander. | |
| 59. | A.D. | Heart break | Records | |
| 60. | Sarah and Rob | CMP 8-28-2005 - Back from our Break | Catholic Mormon Podcast | |
