Leonard wasn't all that fast at middleweight, and ther is no way he could break down Winky's defense. Also IMO I can't see Leonard schooling Jermain for the life of me. He is way too small, and though he is a better boxer than Jermain he certainly wasn't faster or stronger than Jermain at middleweight. I don't see Leonard schooling Shane Mosley either who would also give Leonard a great fight and is a comparable fighter to Leonard. I think PBF would have a better chance against Winky because 1. He's faster than Leonard 2. He is a smarter fighter. 3. He can avoid the jab. 4. He has better defense.