Pirlo without a doubt. He was at his peak in the years leading to ‘08 while Xavi hadn’t truly exploded yet
His prowess from set pieces also made him more determinant in the bigger picture, where Xavi was more about enabling those around him
He actually started as a security provider for them, which put him in the inner circle of a bunch of oligarchs, then at some point he realized that he could just take over the companies himself and they wouldn’t be able to stop him lol
I also don’t think prosperity is the right word, but the point remains that Milan is the bigger city of the two
Liverpool has around 500K population, while Milan is almost triple that, and around a 3.5M metropolitan area around it, and with several global brands headquartered there etc etc
If you go through that list of names again you will realize that the Ronaldo guys are more speed/acceleration guys who always look to finish, while the Messi guys have a playmaker’s DNA