Leonard had issues with Benitez at a time when Wilfredo was on the road already to ruin with his partying. I think its fair to say that he would have had problems with Floyd. Leonard had problems with Benitez though not just because of his defensive wizardry but also because of his offensive ability. Thats probably the difference in the Floyd fight. Floyd is an extreme safety first fighter who would rather counter then anything else rarely taking it to the opponent. That works with the brawler/punchers of the world but I dont see it working with Ray. I dont see a ko but I do see a clear points win for Leonard.