Warm and Proactive Personal/Family Assistant / in Greenwich , Connecticut

A private family in Greenwich, CT is seeking a warm, organized, and proactive Personal / Family Assistant to provide day-to-day support to a busy principal with three school-aged children. This role will help keep family life running smoothly by supporting household logistics, assisting with scheduling and transportation for the children, and serving as an extra set of hands across the home. The ideal candidate is personable, well-spoken, and naturally engaging with children while also able to communicate confidently with the principal and household staff. This is a wonderful opportunity for someone who enjoys being helpful, anticipatory, and involved in the rhythm of a family’s daily life. There is a small household team in place, and this role will work collaboratively with them to ensure the home and family schedule remains organized and well supported.

Responsibilities:

• Provide day-to-day personal and household support to the principal
• Assist with transportation for three school-aged daughters (school, activities, appointments)
• Help manage family scheduling, appointments, and logistics
• Coordinate day-to-day household needs and ensure the home runs smoothly
• Liaise with existing household staff including housekeepers and a property manager
• Coordinate vendors and service providers as needed
• Assist with occasional travel planning and logistics for family trips, including visits to the family’s Jackson, WY, property
• Help maintain organization across household operations, calendars, and home-related tasks
• Provide light childcare support when needed, including supervision and scheduling of activities
• Assist with errands, meal planning, and general household support

Requirements: 

• 7+ years of relevant work experience as a personal assistant or house manager
• Warm, personable, and able to connect easily with children
• Professional, articulate, and process-driven
• Highly organized and proactive with strong follow-through
• Flexible and willing to assist wherever needed to support the family
• Demonstrated experience in maintaining the confidentiality, safety, security, and privacy of a discreet employer

Schedule: Full-time with flexibility to work overtime as required

Compensation: Up to $150K based on experience, healthcare coverage, PTO, 401K

Location: Greenwich, CT with occasional travel