Considering it'll more than likely be fights HBO had shown and with fighters who are retired or nearing the end of their career (because you can't say for certain what a fight did to a fighter when they are still fighting, like no one knew Meldrick Taylor was 100% done after Chavez beat him) these are my picks:

JLC-Corrales 1-3 - fitting especially after the untimely death of Chico

Gatti-Ward 1-3

Mike Tyson - Evander Holyfield 1-2: ear biting, the end of Mike taking boxing seriously and the begining of Evander as THE FORCE in boxing

Evander Holyfield - Lennox Lewis 1-2

Roy Jones Jr - Antonio Tarver 1-3

Floyd Mayweather Jr. - Oscar De la Hoya

Floyd Mayweather Jr. - Zab Judah

Shane Mosley - Vernon Forrest 1-2