Household Manager & Family Assistant (w/ Meal Prep Support)

Job Title: Household Manager & Family Assistant (w/ Meal Prep Support) Location: Wilton, CT (06897) Employment Type: Full-Time; 40 hours/week guaranteed Schedule: Wednesday-Friday 12pm-9pm, Tuesday + Saturday7am-4pm; Flexibility for overnights at least 4x/month with advance notice Compensation: $35-$38/hour, based on experience Start Date: ASAP Requirements Authorized to work in the United States Maintain a smoke-free environment Reliable transportation (mileage reimbursement provided) Must love kindergarteners and teenagers Comfortable caring for an intelligent, precocious child with medical needs; clinical or caregiving backgrounds (nursing, PT, special education, psychology) preferred Able to lift up to 40 lbs Strong swimmer Comfortable around dogs Passion for preparing healthy, nourishing family meals; familiarity with anti-inflammatory cooking is a plus Optimistic outlook on life About Our Family We are a warm, welcoming, and deeply connected family with four children spanning a wide range of ages, from elementary school through young adulthood. Our home is active, dynamic, and full of personality, and we're looking for someone who is excited by the opportunity to become a meaningful and trusted part of our family's day-to-day life. At the heart of our home is a strong sense of connection. Shared meals, thoughtful routines, and showing up for one another matter deeply to us. We're seeking more than someone who can simply manage household tasks-we're looking for a trusted partner who genuinely enjoys supporting families and takes pride in creating an environment that feels organized, welcoming, and cared for. The ideal candidate is highly organized, proactive, and naturally service-minded. You are someone who notices what needs to be done before being asked, enjoys creating order amidst a busy schedule, and finds fulfillment in helping a family thrive. This role requires strong operational skills, but equally important is a desire to become invested in the success and well-being of the household. The right person will bring warmth, discretion, flexibility, and a steady presence while helping ensure the home runs smoothly and efficiently each day. Above all, our ideal candidate is looking for a long-term opportunity where they can make a meaningful impact, become invested in a family's success, and grow alongside them for years to come. Who You Are / What We're Looking For Organized & Operations-Oriented: Naturally bring structure and calm to a busy home by managing daily flow, coordinating multiple schedules, and overseeing household systems, including directing and supporting existing help to ensure everything runs smoothly Proactive & Take-Charge Leader: Anticipate needs before they arise, take initiative without needing detailed instructions, and confidently keep the household moving forward in a fast-paced, constantly shifting environment Strong Scheduling & Coordination Skills: Skilled at managing complex family calendars, coordinating multiple children's overlapping sports and activities, and solving for logistics across a dynamic weekly schedule Experienced & Confident Family Cook: Comfortable meal planning 7x/week and cooking 5x/week, preparing healthy, protein-forward meals, managing grocery shopping, and supporting a consistent family dinner routine that is central to daily life Medically Comfortable & Calm Under Pressure: Fully at ease in a medically complex environment, including supporting a child with serious illness, administering basic medications, recognizing when escalation is needed, and transporting a child to medical care when required Warm, Steady Presence with Children & Teens: Comfortable engaging with kids of varying ages, especially teenagers, by being warm, approachable, and trusted in the home Highly Discreet & Trustworthy: Understands the importance of confidentiality in a close-knit community, able to protect family privacy Flexible, Adaptable & Independent: Comfortable with shifting schedules, overnights, occasional weekends, and independently running the household during travel/periods of heightened medical need Strong Communicator & Coordinator: Confident managing communication across family members and household helpers, giving clear direction, and ensuring alignment across competing priorities while maintaining a calm tone Passionate About Creating a Warm Family Environment: Values connection, participates in the rhythm of family life, and contributes to a home where meals, routines, and togetherness are central Key Responsibilities Family Support & Child Assistance School and activity pick-ups/drop-offs Supervision of children/back-up childcare Administering medication to school-aged daughter Occasional overnight/weekend care at least 4x/month Prep backpacks/clothing/snacks Meal Planning & Prep Prep healthy, protein-forward meals/snacks/breakfasts 5x/week and plan meals 7x/week Batch-cooking of meals/snacks to leave fridge stocked for days off Prep school lunches Grocery shopping for recipe items and pantry/fridge staples Follow dietary needs and preferences Kitchen clean-up and maintenance Occasional deep cleaning of fridge and disposal of expired items Administrative & Personal Assistant Support Calendar management of household schedules, including looking ahead for bottlenecks and identifying solutions Travel planning and logistics Household email management Receipt/budget tracking of expenses incurred as Household Manager Event and appointment coordination, including children's activities/camps Inventory & Errands Restock pantry, fridge, and household supplies Manage running household supply lists Manage household orders and subscriptions (Amazon/Costco/Target) Returns, dry cleaning, gift shopping/wrapping Mail and package handling Breakdown boxes Household Management & Organization Create and maintain household organization systems Daily resets and prep home for weekly cleaners, including directing them on priorities for day Light tidying including putting away dishes, wiping surfaces, and vacuuming high-traffic areas Seasonal swaps of clothing, décor, bedding Prepare and coordinate donation drop-offs Event/holiday/guest prep Packing/unpacking for travel Indoor plant care Change batteries, light bulbs, smoke detectors, etc. Vendor & Property Oversight Oversee cleaners, contractors, landscapers Research and coordinate repairs and quotes Water lawn and outdoor plants Clean outdoor furniture and cushions Sweep porch/deck Vehicle Management Schedule maintenance Fueling, cleaning, and organizing of vehicles Track registration and insurance Pet Care Walking dog 1x/day Vet/grooming scheduling as needed How to Apply Please submit the following to be considered: A short intro letter telling us who you are and why this role resonates with you An updated resume 3 professional references with name, relationship, and contact information Please Note: This role requires a background check. 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