Personal Assistant – Private Household
Greenwich, CT
This is a highly nuanced Personal Assistant role within a private household that requires sound judgment, discretion, emotional intelligence, and the ability to operate calmly and independently in a fluid environment. This position is best suited for someone who understands that success in private service is often quiet, anticipatory, and largely invisible.
The Personal Assistant serves as a trusted gatekeeper and central point of coordination for the principals, supporting daily flow, communication, and personal matters with precision and care. While the responsibilities are administrative in nature, the role requires a seasoned mindset: the ability to read situations, anticipate needs, prioritize thoughtfully, and exercise good judgment without constant direction.
This is not a traditional office environment; work is highly visible, personal, and conducted in real time. A steep learning curve is expected, even for experienced assistants.
Core Responsibilities
Daily Flow, Scheduling & Communication
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Manage and maintain the principals’ daily schedules with attention to pace, transitions, and evolving priorities
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Anticipate conflicts, flag concerns proactively, and adjust plans calmly as changes arise
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Monitor and manage email and communications with discretion, sound judgment, and an understanding of context
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Draft polished correspondence and communications that reflect the principals’ voice and preferences
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Serve as a reliable point of continuity between the principals, Chief of Staff, and household vendors
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Maintain impeccably organized digital and limited hard-copy files, including personal records, itineraries, subscriptions, and household documentation
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Process returns, follow-ups, and administrative loose ends promptly and thoroughly
Personal & Medical Support
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Coordinate medical appointments, prescriptions, and related logistics with sensitivity and confidentiality
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Maintain accurate records and track follow-ups as needed
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Attend appointments when appropriate to take notes and ensure continuity of care
Household Awareness & Support
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Support pet care logistics in coordination with household staff
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Serve as part of the household security contact structure
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Maintain awareness of household rhythms, preferences, and expectations
Required Profile & Professional Attributes
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Exceptionally strong organizational skills paired with good judgment
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Ability to prioritize independently without needing constant reassurance or instruction
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Calm, steady, and composed demeanor, even amid changing plans or emotional nuance
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Discretion, professionalism, and comfort handling sensitive personal information
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Strong written communication skills with an understanding of tone and context
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High level of comfort with technology, including Apple devices and Microsoft Office
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Ability to operate effectively from a smartphone when managing real-time changes
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Observant, thoughtful, and able to anticipate needs rather than simply react
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Comfortable working closely with others while maintaining appropriate professional boundaries
This role is best suited for someone who has experience in a similarly nuanced environment, or who brings an unusually high level of maturity, situational awareness, and judgment for their level.
Schedule & Flexibility
This position requires flexibility. Core hours are primarily weekday-based; however, availability outside standard hours is required at times for urgent matters, last-minute changes, or remote support. Responsibilities may evolve as household needs change.
Candidates who prefer rigid structure, constant direction, or a traditional office setting may find this role is not the right fit.