I have watched both fighters for some time now and IMO J.T didn't have a chance at all until he went and hired E.Stewart . A trainer that knows just how superb W.W truly is. And that J.T can bring his usual fight game on 6/17. J.T will never land the big punches and won't be content with point making punches. Winky has successfully discouraged everyone he's been in the ring with. Most people don't associate W.W as being strong or tough when in fact he has never been beat up or hurt in a fight and can be argued that he has never lost a fight 53-0 sounds impressive to me.
J.T will completely stop punching no later than the 7th round .W.W ud.