With each card played, you gain more information about the loot — or sanctions — that may be yours for the taking in different American cities. Basing upon this information, you send out the members of your gang to those cities: some are pros, some are wannabes.

Whoever has the most gang members in a city cashes the loot or undergoes the sanction. When going to Chicago, you have no choice but to split your takings with the boss himself: Al Capone. The further the game progresses, the higher the stakes are getting, especially in Chicago.

The Boss is essentially a card game (with a small game board for keeping scores) of deduction, bluffing, and a lot of backstabbing.

Relive the dawn of modern New York City, the historic years that made it what it is today. Build bigger and higher skyscrapers on some of Lower Manhattan's most iconic streets. Raise one of four legendary skyscrapers — the Park Row, the Singer, the Metropolitan Life, or the majestic Woolworth — and make one of them the crown jewel of your real estate empire!