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.