> At the height of the greek empire, it's pretty much a given that alexander would have easily conquered italy. But there was no real reason to as italy/rome back then wasn't really worth conquering compared to egypt, persia, india... I suspect had alexander lived long enough, he would have move further into india and maybe even into china. Not sure how successful he really would have been, but it's an interesting "what if".
Just before he died, he was preparing a campaign to the WEST.