I would say Benn should win it, but he definetly couldn't take Jacksons best shot so it would be a good fight.. Benn was just considerably bigger and had more ability at his best.. However he could be reckless, I could see him hurting Jackson then getting KOed out of nowhere trying to finish him, but would still pick Benn by TKO. At his very best I think Bowe could have beaten Holmes, but it's impossible to say because he never faced anyone like HOlmes... Holmes had a champions heart and could fight through almost anything, not many people give him credit for that either imo.. He and Bowe would definetly turn into a war though imo, that's why Id favour Bowe slightly.. If holmes could work his jab to perfection he would have a chance to outbox Bowe as well but Riddick had a great jab also and could make you fight inside. I think most would be surprised at how well Holmes could fight inside with him though.