Bobby Boots - il capo

Character Profile

Subject: Bobby Boots Affiliation: Elite Operative / Brutalist Enforcer

Full Name: Bobby Lupo
Moniker: “Boots”
Other Aliases: “The Crime Scene Creator”, “The Blunt Instrument”
Role: Violent Enforcer / Physical Obstructionist / Mess-Maker
Age in 1987: 38
Vibe: Primal and unapologetic. Bobby is the heavy hitter you send in when you want the message to be loud, clear, and impossible to scrub away. He is the antithesis of the “clean” hit.

The Silhouette: An imposing, broad-shouldered figure who dominates the physical space around him. He moves with a heavy, flat-footed gait that sounds like a death knell on the pavement.
The Face: A rough, scarred visage with a heavy jawline and eyes that look bored by anything less than total carnage.
The Wardrobe: A high-end double-breasted navy pinstripe suit that creates a jarring contrast with his brutal methods. The suit is usually crisp, but his hands and accessories are often… less so.
The Trademark Item: A pair of heavy, blood-stained work boots. Whether he’s wearing them or holding them, they are the tools of his trade and the origin of his name.
The Location: Found in dark alleys and quiet side streets—places where a “simple job” can be turned into a masterpiece of chaos without prying eyes.

The Origin: Bobby didn’t learn his trade in a gym or a shooting range; he learned it on the docks and in the back alleys of the meatpacking district. He earned his moniker not for his style, but for the brutal mess he leaves behind on the sidewalk. He is a blunt instrument in a world of fine blades, favored by the Syndicate for jobs that require raw, unfiltered impact.
The Motivation: Raw Impact. Bobby doesn’t care for the finesse or the “art” of the hit. He finds satisfaction in the directness of physical dominance and the permanence of the mess he creates.
The Hook: “He turns every simple job into a crime scene that keeps the cleaners working overtime.”
The Threat: While others might use a silencer or a cane, Bobby is the wrecking ball. If he’s on your street, the pavement is about to get a new coat of red.

Main Role: Blunt Instrument (Passive). Bobby’s chaotic and aggressive methods make him a difficult target to predict or take down cleanly. He doesn’t go down without making it difficult for the attacker.
Specialist Skill: The Big Push (Active). Bobby uses his massive physical presence to dictate the flow of movement. He doesn’t need to pull a trigger to control a street; he just needs to stand in the way.
The Result: Once per game, when an opposing player lands within 1 space of Bobby, this skill may be triggered. Bobby “intimidates” the rival, forcing their piece back 2 spaces in the direction they came from. This effectively resets the rival’s progress and keeps them away from the Boss Bobby is protecting.
Execution Difficulty (ED: 6): Because his style is so loud and messy, he is easier to spot than a shadow-specialist like Johnny Sundown. The attacker must spin a 7, 8, 9, or 10 to successfully Whack him. If they spin a 1 through 6, Bobby survives and likely prepares to turn the attacker into his next “mess.”