Personal Assistant

Family Personal Assistant

Greenwich, Connecticut | Office-Based | Minimal Travel Required

A family seeks a resourceful, discreet Family Personal Assistant to coordinate personal affairs and support the smooth operation of a lifestyle spanning multiple homes. Based at the company office, this individual will work closely with the principals and household service providers to keep plans, schedules, and everyday details organized.

The family maintains a casual home environment and values a professional who is approachable, thoughtful, and comfortable adapting to changing priorities. Trust, sound judgment, and respect for privacy are essential. The position requires schedule flexibility.

Key Responsibilities

• Manage personal and family calendars, appointments, reservations, and scheduling.
• Plan and coordinate domestic and international travel, including flights, accommodations, ground transportation, and detailed itineraries.
• Coordinate with household staff, property contacts, vendors, and service providers across multiple residences.
• Arrange deliveries, purchases, repairs, and services, following through to completion.
• Conduct research on destinations, activities, products, services, and other family interests; present clear recommendations.
• Assist with personal correspondence, invitations, gifting, errands, and special projects.
• Maintain accurate records, contact lists, travel preferences, and other personal information.
• Anticipate needs, resolve scheduling conflicts, and communicate changes promptly.
• Handle sensitive family and business-adjacent information with discretion.

Ideal Qualifications

• Prior experience supporting a private family, principal, or senior executive with substantial personal assistant responsibilities.
• Excellent organization and attention to detail, with the ability to manage competing requests.
• Strong travel planning, research, and problem-solving skills.
• Comfortable using calendar, email, document, and travel booking platforms.
• Clear, polished communication and a warm, service-oriented manner.
• Demonstrated reliability, discretion, and respect for professional boundaries.
• Ability to work independently, exercise sound judgment, and close the loop on requests.
• Flexibility to accommodate changes in the family’s schedule and occasional needs outside regular office hours.

www.privatestaffgroup.com