I always thought winky beats him. The sturm fight, even though late in Oscar's career, told us oscar would have trouble with that style. Albeit, winky would give any fighter problems at 154.
Wright would win on points, you have to be able to give him angles and have speed to beat him, if you stand in front of him and try to box with him you will get your face jabbed off as we seen with Trinidad, De La Hoya has the wrong style and tools to beat him, the person who could stand in front of him and come straight at him without angles who would beat him is Golovkin, he would just be too big too strong, too powerful and too relentless, Wright was not a natural middleweight, he came into the ring at 168 against Trinidad, Wright was a good sized Super Welterweight anyway Wright does not have fast feet, but he is good technically has has a good ring IQ and obviously a good jab, someone who has fast feet and hands and angles is all wrong for him because they can slip to side land fast punches and then get out and, the slips to the side and fast feet would take away the jab of Wright and the fast hands would overwhelm him and force him to go into his shell what he likes to go in sometimes, he will take a few punches on the shell then catch them with a jab on the way out, but someone with fast hands and feet will force him to go into his shell land fast punches and get out of there from an angle and avoid that jab, I basically just described Roy Jones, someone with his style would beat him, but De la Hoya does not have those tools, he has ok hand speed, but nothing special, and his own jab is his best weapon, but Wright has a different kind of jab, he accustomed his to fighting people of the opposite stance, he knew how to get it past that lead hand collision with the orthodox-southpaw lead hand pawing, De La Hoya’s jab was best used against fighters of the same stance of him and it is completely different trying to land a jab on a southpaw to trying to land it on an orthodox fighter, you have to do different things to land it and De La Hoya didn’t use his jab against southpaws much anyway and I don’t see any other tools that would beat Wright