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

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.

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

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

• DOE $100,000-110,000