Household Manager & Family Assistant (with Childcare & Meal Prep Support)

Job Title: Household Manager & Family Assistant (with Childcare & Meal Prep Support)

Location: Westport, CT (06880)

Employment Type: Part Time, 25-30 hours/week (20 hours/week guaranteed)

Schedule: M-F, 1pm-6pm w/ flexibility depending on school/sports schedules; flexibility to stay until 9pm 1-2x/week and occasional overnight availability

Compensation: $35-$40/hour, based on experience

Start Date: September 2026

Requirements

• Must be authorized to work in the United States.
• Maintain a smoke-free environment
• Reliable transportation, with mileage reimbursement
• CPR and First Aid certified (or willing to obtain prior to start)

About Our Family

We are an active, on-the-go family of five based in Westport, looking for an exceptional House Manager who thrives in a dynamic environment and loves creating order amidst the beautiful chaos of family life. With two working parents in demanding, creative careers and three energetic, sports-obsessed boys, our days are busy, ever-changing, and full of moving parts.

We already have great support in place—a housekeeper, a remote Executive Assistant, and some part-time childcare—but what we've been missing is the person who ties it all together. We need someone who doesn't just help, but truly owns the role from start to finish. Someone who keeps projects moving, manages the details, anticipates needs, and ensures nothing falls through the cracks.

Our boys are high-energy, funny, and deeply loved. We value outdoor play, independence, and a screen-free childhood. The right person genuinely enjoys children, can confidently step into childcare when needed, and naturally balances warmth with structure. Whether it's helping with after-school routines, involving the boys in age-appropriate tasks, or simply being a calm, steady presence, you'll become an important part of our family's rhythm.

Our schedule changes often—sports, school events, travel, NYC day trips, and last-minute shifts are simply part of life. We're looking for someone who doesn't just adapt to change, but anticipates it. Meal planning, organizing calendars, staying on top of school and sports communications, managing appointments, keeping the home organized, and seeing projects through to completion are all central to this role.

Throughout ski season and occasional international travel, you'll confidently manage our home base, coordinate vendors, maintain organization, and ensure everything is ready for our return.

Above all, we're looking for someone with a true ownership mentality—a proactive, adaptable, solutions-oriented House Manager who enjoys bringing calm to busy households. You're highly organized, naturally think several steps ahead, and take genuine pride in making life easier for the family you support.

Who You Are / What We're Looking For

You have an Executive Assistant's brain and a House Manager's hands. You walk into a room and immediately know what needs to happen—not because someone told you, but because you naturally notice. You're highly organized, self-directed, and take true ownership. When something lands on your plate, you see it through from start to finish. You don't leave projects half-finished or create more work for someone else—you genuinely enjoy taking things completely off a family's plate.

You think like a project manager. You anticipate needs, stay several steps ahead, and thrive in an environment where priorities shift daily. Changing schedules, sports logistics, travel, school communications, and household projects don't overwhelm you—they're simply yours to manage. You bring solutions, not problems, and confidently keep everything moving without constant direction or check-ins.

With the children, you're warm, confident, and naturally authoritative. You genuinely enjoy kids, understand their big personalities and emotions, and know how to balance fun with structure. You're comfortable setting boundaries with kindness, stepping into childcare when needed, and encouraging independence by involving the boys in age-appropriate responsibilities. You can easily channel a little Mary Poppins when the moment calls for it.

You also understand that your best work often happens behind the scenes, with a light footprint. You communicate clearly and efficiently. You don't need to fill silence, and you don't require constant check-ins. You move through the home like a professional: present, capable, and unobtrusive. You're calm, professional, and quietly make life easier simply because you're thinking ahead.

Above all, you take pride in owning the details. Whether it's managing intertwined family calendars, tracking school and sports communications, coordinating projects, or ensuring nothing falls through the cracks, you understand that a well-run household isn't about checking boxes—it's about creating a home that feels calm, organized, and effortlessly supported.

Key Responsibilities

Household Organization & Maintenance

• Create and/or maintain household organization systems
• Complete daily resets and light tidying: dishes, kitchen surfaces, light vacuuming of high-traffic areas, emptying and reloading the dishwasher
• Manage seasonal clothing swaps for the mudroom and kids' wardrobes; sort and organize by size and growth stage; coordinate donation drop-offs for outgrown items
• Care for indoor plants; maintain humidifiers, air purifiers, and household water filtration systems
• Replace batteries, light bulbs, and smoke detectors as needed
• Prepare home for holidays/seasonal changes and special events (birthdays, etc.) 
• Pack and unpack for family travel, particularly for the kids

Laundry & Linens

• Complete the full laundry cycle: wash, move to dryer or hang-dry, sort, and return to the correct rooms and drawers
• Sort children's' clothing carefully by size label; hang-dry certain items
• Handle linen rotation and resets as needed; manage towels and pool items
• Assist with steaming and special garment care as needed
• Reset laundry room after each housekeeper visit; maintain a tidy, well-stocked laundry area

Inventory & Errands

• Manage grocery ordering & sourcing across multiple vendors: Whole Foods, local markets, and Thrive Market
• Maintain and manage household Amazon and subscription orders
• Manage incoming mail and packages: unbox, sort; handle returns efficiently
• Handle dry cleaning, gift shopping, and other household errands as needed
• Break down boxes and maintain organized entry and utility areas

Meal Prep

• Meal prep is primarily for the kids and is a top priority; adult meals/prep is more flexible
• Wash, prep, and store produce upon delivery; keep colander containers ready in the fridge
• Keep a running stock of favorite foods for picky eaters at all times
• Batch cook & freeze staples (soups, protein waffles and pancakes for kids' breakfasts)
• Prepare twice-weekly fresh salads
• Prep and pack school lunches five days per week
• Accommodate dietary needs across the household: children are vegetarian and light on dairy; one parent is vegan; the other is gluten-free and eats meat; all children are highly selective eaters
• Keep fridge, freezer, and pantry well organized; remove expired or unused items at regular intervals; weekly reset of fridge before new grocery orders

Family Support & Child Assistance

• Provide after-school supervision and childcare
• 1–2x per week date night coverage
• Flexible for morning or afternoon drop-offs or pickups
• Prep backpacks, snacks, and clothing
• Manage children's school and sports scheduling, flag communications from school apps, and stay ahead of schedule changes
• Involve children in age-appropriate household tasks and tidying; support a screen-free, active environment

Administrative & Personal Assistant Support

• Full calendar management, including household schedules (sports, school, etc.)
• Travel planning and logistics
• Receipt and budget tracking
• Event and appointment coordination

Vehicle Upkeep

• Schedule and coordinate overdue and routine vehicle maintenance
• Manage seasonal tire swaps
• Keep glove box current with registration, insurance, and other documents
• Management of train parking and beach passes
• Fuel, clean, and organize the family vehicle as needed

Vendor & Property Oversight

• Serve as the on-site point of contact for cleaners, landscapers, contractors, and pool service
• Research and coordinate repairs, schedule quotes, and follow through on completion
• Maintain and reset outdoor spaces: collect bathing suits, towels, kids' toys, and sporting equipment from the yard; cover furniture, sweep patios as needed

Deep Cleaning & Special Projects

• Refresh garage/mudroom/entry
• Clean humidifiers/air purifiers/house water filter systems
• Proactively identify and own organizational projects — garage, sports closet, bikes, outdoor gear — without waiting to be asked
• Manage the home during family travel periods: receive packages, oversee vendor visits, deep cleaning, and keep organizational projects moving
• Decluttering & reorganizing spaces with clear, easy systems

How to Apply

To apply, please submit a short intro letter, an updated resume, and 3 professional references with contact information. This role requires a background check.

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