He was the WBC Champion, fought and beat the current WBA Super Champion, George Groves, had a Draw with James DeGale which could of very easily been his. Makes me think, if he could of made weight and stuck around, id imagine the Groves rematch is one that could easily of occurred straight after the Super Series, Caleb beating DeGale only means a easier unification fight for the IBF. Benavidez holds Jacks old belt, would Jack of defended successfully against him? Could Jack of been WBC, WBA and IBF Champion if he stuck around?
He certainly had the tools to pull it off in the relatively weak 168 division, but he might have taken another one to the chin of any of the decent punchers as well. It's 50/50 for me. I think the biggest roadblock for that to have happened is Floyd, who wouldn't take that risk himself even when very close, and probaly wouldn't let one of his stable take the risk either. For me none of the above, as he could have but all far from certain that he wouldn't lose to one.
He could have beaten all the other champions, but to actually unify a division you need to also be lucky, be in the right place at the right time due to boxing politics, etc.
I think he beat James Degale for that IBF belt and was very unfortunate not to win that division. He already beat Groves and would expect him to do so in a rematch. He beats both Zurdo and Ramirez stylistically so I think he can on skill set but I don’t think he would due to politics.