I feel like it could be a toss up. I think Angulo can box better than Kirkland and I don't think he relies as much on his power as Kirkland does. If he is able to nuetralize Kirkland's bullying somehow I think he takes it but that is not an easy task. Somehow I still think Kirkland takes this in the early rounds but no doubt both guys durability would be tested in this matchup.
Definitely would be an interesting fight and exciting fight. Angulo has a good chin so I think he could handle Kirkland's punches. Kirkland got knocked down by Conyers and I don't know if has faced a guy like Angulo yet that's gonna be coming as hard at him as he does his opponents. I bet this fight won't happen anytime soon, but should be interesting in the future.
It's a fight that could obviously go either way, but at this point Angulo has shown me a little more dimension. A series of early KO's still leave some questions unanswered.