Family Executive Assistant

Family Executive Assistant

We are looking for an experienced Executive Assistant to provide part-time, mostly remote support to our family. This is a precise, professional role focused on calendar management, school logistics, travel coordination, and household administration. It is not a generalist household helper position. The household side is well-covered with a nanny, weekly housekeeper, and au pair starting in July.

The role is 10 to 15 hours per week, with a 10-hour guaranteed weekly minimum. Mostly remote, with approximately one in-person day per month in Scarsdale, NY. Tri-state area candidates only (NY, CT, NJ). $50 per hour. We can offer W-2 employment through our existing household payroll service. Paid time off and year-end discretionary bonus.

Our screening process includes a paid 1-2 hour sample task so we can both see fit in action.

We are looking for one excellent person for a long-term arrangement, not a quick placement.

Responsibilities

• Managing the family calendar across multiple inputs (work, schools, household staff, medical, travel)
• Sweeping school and household emails weekly to surface action items, deadlines, and information we need to know
• Coordinating logistics for travel (international and domestic), including booking ground transportation, flights, and accommodations
• Liaising with household staff (nanny, housekeeper, au pair) on schedules and coordination
• Managing recurring appointments (tutors, school events, medical) and proactively surfacing conflicts before they become urgent
• Capturing action items from family meetings and conversations into a system of record (Todoist) with appropriate due dates
• Using AI tools to process longer school newsletters and communications and extract what is actionable

Requirements

• Real Executive Assistant or Chief of Staff experience supporting a senior principal, ideally in finance, law, consulting, technology, or similar professional environments
• Ideally returning to part-time work after a corporate career, with children older or grown
• Tech-fluent, including comfort with AI tools (Gemini, Claude), Todoist, Google Calendar, and Gmail
• Highly detail-oriented and proactive. The role rewards anticipation and precision over volume
• Discreet and trustworthy with sensitive family and financial information
• Direct, clear communicator comfortable surfacing questions and pushing back when needed
• Tri-state area resident (NY, CT, NJ) able to come to Scarsdale, NY approximately once a month

We are a two-career professional family in Scarsdale, NY. Both parents work in technology and investment leadership, with demanding schedules and significant travel. We have two school-age children, both at an independent school in Westchester, with active academic and extracurricular calendars.