Hybrid Personal Assistant / Family Assistant with Travel

An easygoing New York City family of five seeks an experienced Personal Assistant / Family Assistant to make daily family life more effective and efficient across logistics, travel, three residences, and personal administration. Based from an office within the Upper East Side home with meaningful remote flexibility, the role reports directly to the Mrs. and works closely with the Mr.'s office-based Executive Assistant.

Personality and interpersonal judgment are critical. The ideal candidate is polished, well-spoken, discreet, and genuinely interested in building trusted relationships with the children and others in the family's orbit. After onboarding, they should work independently and remain comfortable with both detailed logistics and highly personal support.

Responsibilities include, but are not limited to

• Manage family calendars in coordination with school, sports, appointments, and the office Executive Assistant
• Plan detailed commercial and private travel, accommodations, ground transportation, dining, and activities
• Support three teenagers' school, sports, medical appointments, transportation, and travel; build trusted relationships and offer positive mentorship when appropriate
• Make about four annual trips between New York City and the family's seasonal residence, typically driving once and flying the others; frequency may vary
• Maintain records for three homes, including expenses, invoices, taxes, utilities, accounts, and logins
• Liaise with caretakers and vendors on projects, seasonal maintenance, schedules, and deliveries
• Advance and close residences, prepare homes for arrival, and travel for short projects in Martha's Vineyard or Utah
• Manage errands, returns, gifts, appointments, event planning, closet clean-outs, and personal requests
• Submit health-insurance claims and complete other personal and household administrative tasks
• Coordinate with household and office teams, service providers, schools, and medical offices whil