Simply due to size I have him beating a fair few old heavies... but it's worth noting that most of those guys would be cruiserweights (if they were lucky! look at guys like Bradock and even a younger marciono, not that I think Wlad beats him at his best but to use Rocky as an example - he was heavyweight champ yet if he boxed today he could probably boil down to light heavy!) now days and didn't benefit from the advances we've made in sports and nutritional science...
Very hypothetical a lot of this because if you took the talent and potential that the older guys possessed and trained them nowadays who knows what you'd end up with!
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