Welcome to the New York of the Roaring Twenties, where the streets buzz with glamour, power, and intrigue. In this Monopoly adventure, the traditional rules are turned upside down. Nightclubs open their doors, and investments are (partly) funded by a public pool. The Manhattan Affair thrusts you into a game where influence and strategy matter just as much as money. While the elite raise their glasses in the ballrooms to toast success, a power struggle plays out behind the scenes—where every move, building, and transaction could change the course of the night. Do you have what it takes to make your network shine and walk away a winner?
Play as…
Rosalind DuPont
Rosie started as an unknown singer in a back-alley bar, but her talent and charm quickly earned her a spot in Manhattan’s top clubs. She knows how to enchant a crowd and dreams big: opening her own club and becoming the city’s most exclusive performer.
Vincent Moretti
Vinnie rose from a Brooklyn street kid to one of the city’s most successful bootleggers. His network stretches from hidden speakeasies in alleyways to the ballrooms of the elite. But despite his success, he senses new players entering the game and knows he must expand before someone else does.
Margot Sinclair
Margot is a familiar face in the papers—always at the right parties, always smiling for the cameras. But behind her flawless image lies a secret: she’s broke. Her luxurious lifestyle runs on debt, and time is running out.
Joseph Caldwell
Joseph is a brilliant but little-known architect who dreams of a Manhattan filled with modern skyscrapers. He has big ideas, but without funding, his designs remain mere sketches. He’s caught the attention of a few wealthy investors, but they demand proof of his ability.
Evelyn Kensington
The daughter of one of New York’s richest industrialists, Evie has everything—except control over her future. Her father sees her as little more than a decorative figure in high society, but she craves real power. Surrounded by the right people and keeper of the elite’s secrets, she’s ready to stop watching—and start playing.
Charles Harrington III
Charlie climbed the political ladder by cutting deals in smoke-filled back rooms. He knows real power isn’t in elections, but in those pulling the strings behind the scenes. Manhattan is a goldmine of political opportunity, and he plans to be the first to strike.
Party… or Strike from the Shadows?
In The Manhattan Affair, players step into the glamorous world of the ultra-rich—but not everyone shines on the dance floor. Some operate from the shadows, waiting for the perfect moment to strike. In this story, Chance and Community Chest cards are replaced with Party Cards and Shadow Cards.
Party Cards are drawn openly and can affect one or more players. Shadow Cards, however, are kept private, ready to be unleashed at just the right moment…

Party Cards
These cards plunge you into the wild nights of the roaring twenties—where fortunes are won and lost in the blink of an eye. Whether you receive a mysterious inheritance, close a secret deal, or fall victim to extravagance, each card brings a twist of fate. Do you dare play the game and leave the night victorious?
Schadow cards
Behind Manhattan’s golden parties, secrets are whispered and ambitions grow. Shadow Cards are for those who don’t accept fate, but shape it. While others dance and drink, these players collect power, knowledge, and influence—ready to strike when the moment is right. In this city, the winner isn’t always the one with the most money, but the one who truly understands the game.

What’s included in this story?
Each with a backstory, personal objective, and bonusses
To play at opportune moments
With direct effects on one or more players
This story is compatible with the Monopoly board game by Hasbro Games, but is not produced or distributed by Hasbro Games.
The amounts listed on the Party and Shadow cards are based on a Monopoly set where the highest bill is 500. If you own an older or non-standard version of Monopoly, adjust the card amounts accordingly. For older editions where the highest bill is 50,000, simply multiply the listed card amounts by 100.