Wise Guys is a quick-to-learn, cutthroat, area-control board game in which you play as one of four rival gangs seeking to strike it rich as "Rum Runners" on the rough streets of Chicago at the height of the roaring 20s.

Each turn, players wheel, deal, talk, and fight to control locations where they buy and sell alcohol, help politicians get elected, and get help in return or double-cross rival gangs. Negotiate, threaten, and ally with rival gangs when it serves your needs, but be wary of the inevitable knife in the back...

Over six rounds, players take turns driving to locations in the city represented by the grid of cards at the center of the board. Different locations provide access to materials, cash, or clout that the player's gang members can "acquire" through trade, earning profit from property within their territory or by exploiting parts of the city under the control of a rival gang. All players must maintain a certain discretion as selling too much in one round will draw unwanted attention or else saturate the city in liquor — and your fellow mafioso won't be too happy about lost profits.

The gang with the most cash at the end of the game wins.