Vermouth, a pivotal antagonist within the franchise, masterfully navigates multiple personas: Sharon Vineyard, a late Oscar-winning actress, and her alleged daughter Chris Vineyard, a 29-year-old public figure. As a high-ranking Black Organization operative favored by its enigmatic leader, she enjoys unparalleled autonomy and safeguards, though her ties to the boss remain veiled in mystery. For decades, she has balanced dual lives through expert subterfuge. Two decades before the present timeline, she assassinated FBI agent Jodie Starling’s father during his investigation into her activities, igniting Jodie’s enduring quest for vengeance. During this era, she trained under disguise maestro Toichi Kuroba alongside Yukiko Kudo, skills later wielded to impersonate figures like Dr. Tomoaki Araide, infiltrating Teitan Elementary to surveil Conan Edogawa and Shiho Miyano. A turning point unfolded in New York City one year pre-storyline: disguised as a serial killer, Vermouth set a trap for Shuichi Akai. Injured during the confrontation, she was unexpectedly rescued by Shinichi Kudo and Ran Mouri, who halted her plummet from a stairwell unaware of her identity. This incident earned them the monikers “Cool Guy” and “Angel,” fracturing her allegiance between organizational duty and an unwillingness to target them. Her primary objective centers on hunting Shiho Miyano (Sherry), a defector. Despite uncovering Shiho’s de-aging into Ai Haibara and Conan’s true identity as Shinichi, she conceals this intelligence, dubbing him the “Silver Bullet” destined to dismantle the syndicate. Her motives blur ruthlessness—blackmailing civilians, neutralizing threats—with guarded protection of Conan and Ran, suggesting unresolved guilt or a flicker of redemption. Notably ageless across two decades, her perpetual youth hints at exposure to experimental drugs like APTX 4869, though unverified. She scorns the Miyano family’s research, her cryptic disdain for “foolish” experiments implying personal stakes in the Organization’s shadowed agenda. In *The Great Detective Turned Small*, she surfaces briefly in New York City, observed under surveillance by Jodie Starling and Shuichi Akai while coordinating with Gin—a testament to her role as a shadow orchestrator, manipulating allies and foes through calculated infiltration. Her arsenal includes mastery of flawless disguises, precision marksmanship, and steely resilience, showcased during operations like pilfering police files or escaping pursuit while injured. Coupled with strategic brilliance, these traits cement her as a lethal adversary, her unpredictable loyalties weaving intricate tension into her clashes with the protagonists.