ME322 - Live-in or Live-out Nanny/Family Assistant - Sag Harbor

Overview A high-functioning family of five (three school-age children) ages 7, 6, and 4 seeks an experienced, proactive live-in or live-out Nanny/Family Assistant to serve as the operational backbone of a busy dual-career household. The ideal candidate is warm, organized, discreet, and genuinely energized by both people and logistics. We are looking for someone with a calm, loving demeanor who is equally comfortable and connected with both boys and girls. Especially a pair of boys and a girl. The schedule is approximately 40 hours per week with a flexible structure. The two most critical windows are morning (7-9am) to help get the children out the door, and afterschool through bedtime (typically until 8pm). Given that split, they are open to creative scheduling — for example, alternating between a 7am-5pm shift and a noon-8pm shift or a split shift — They are collaborative on structure and will work with the right candidate to find a rhythm that works for everyone. Responsibilities House Management ∙ Own daily household operations: vendor relationships, maintenance scheduling, supply ordering, and home systems oversight across multiple floors ∙ Manage household calendar, family schedules, and all appointment coordination ∙ Handle travel logistics, including ground transportation, packing lists, school trip prep, and family trip coordination ∙ Oversee grocery ordering, pantry management, and household inventory (family follows a gluten-free diet; nut restrictions apply) ∙ Liaise with building staff, contractors, and service providers ∙ Coordinate with family on administrative tasks and special projects as needed Childcare & Family Support ∙ Provide engaged, reliable childcare coverage for three children, including school pickup, afterschool activities, homework support, dinner, and bedtime ∙ Serve as the primary point of contact and daily coordinator for any au pairs in residence — setting schedules, filling coverage gaps, and maintaining consistency for the children ∙ Plan and execute activities, playdates, and weekend outings ∙ Manage school communications, forms, and family administrative follow-through ∙ Travel with the family as requested, including summers and school breaks Personal & Family Errands ∙ Run household and personal errands, including dry cleaning, pharmacy, gift sourcing, and returns ∙ Support family events, hosting, and occasional entertaining prep ∙ Assist with special projects and initiatives as they arise Requirements ∙ 5+ years of experience in a private household or similar family assistant/house manager role ∙ Calm, loving presence with children of all ages and temperaments; equally comfortable with boys and girls ∙ Extremely organized, anticipatory, and composed under pressure ∙ Valid driver's license; comfortable navigating NYC logistics ∙ Willingness to travel domestically and internationally ∙ Discretion and professionalism are non-negotiable ∙ Have worked with 3 kids in previous job Salary and Benefits DOE $100,000-110,000