There's no way to measure; people just say whoever they have an affinity for. Who wielded the most power? Who made the most money? Who was smarter? Who dominated a city the most? Who listened to who?
I doubt that at its peak anyone was making more money than Chicago, wielded more influence, dominated the workings of a city more, and I don't think Giancana or Accardo would have let anyone else tell them to pay so much as a parking ticket.
