Say a 1919 Dempsey fought a 1960 Liston. Could Dempsey's quick feet allow him to get in on Liston and do damage or would Liston's jab bust him up and allow Liston to drop that heavy right hand on him?
Been done https://www.boxingforum24.com/threads/sonny-liston-vs-jack-dempsey-both-in-their-prime.369023/
Yet more https://www.boxingforum24.com/threads/liston-vs-dempsey.83426/ https://www.boxingforum24.com/threads/sonny-liston-vs-jack-dempsey.31130/