Very hard to say based purely on resume as obviously they were two very different styled fighters who reached their prime in different stages of the sport's evolution.
Based on record and overall legacy, I think Shogun is better. Based on who I think would win in a fight between the two... I think Cain would win quite handily
Cain, especially before getting injured all the time, was going down as the best HW of all time. If he could go on a healthy streak for a few years, he could still potentially do that.
Shogun was good, but he isn't even in the conversation of best LHW ever. A legend, but not all legends are the best of all time.
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