Well I had hoped for 1 of 3 things for Roy's career when he went to heavyweight

1. Retire after fighting Ruiz

2. Defend the title vs heavyweights more his own size: Byrd, Toney, Jirov, Tyson, Holyfield etc

3. Drop to cruiserweight which would only be in name only as he was never truly a heavyweight and have some fights without getting weight drained.

RJJ just never rebounded from making the mistake of allowing Antonio Tarver to goad him into that first fight (a fight Roy STILL won). I think at cruiserweight he could have lasted a while longer and there were some decent fights available for him at heavyweight too