Job Description

Title: House Manager & Family Assistant (with Childcare and Meal Prep Support)

Location: Winnetka, IL 60093

Employment Type: Full-time (approximately 40 hours/week)

Proposed Start Date: ASAP

Compensation: $35-38/hour based on experience. Vacation days, sick/personal days and end of year bonus included. 

Requirements: Maintain a smoke-free environment, reliable transportation, tech-savvy.

Proposed Schedule: Monday - Friday (approximately 11:00AM - 7:00PM); occasional overnights with advance notice.

Description:

We are a warm and busy family of five with three children (ages 6, 4, and 3). Mom manages her own business from home, and Dad's schedule varies between home and the city with frequent travel throughout the week. The two oldest children are in full-day school and participate in multiple after-school activities, while the youngest attends half-day school. We have a full-time housekeeper and weekly cleaning support but are looking for someone to oversee childcare, household operations, bring structure, and help systems run smoothly.

Ideal Candidate:

You are confident, kind, and highly organized — the type of person who loves creating systems and making a household run like clockwork. You communicate clearly, take initiative, and know how to “figure it out” without needing constant direction. You bring warmth and professionalism, maintaining healthy boundaries while being a reliable, long-term partner for our family. You'll manage the home with ease, coordinate with our housekeeper and vendors, and help ensure we're always stocked, scheduled, and ready for what's next. You enjoy working in a family environment, supporting children, and keeping an upbeat, calm energy in a dynamic household.

Key Responsibilities:

• Household Organization & Maintenance

  • Create and maintain organization systems for closets, storage, pantry, and toys.
  • Maintain household and family calendars; ensure schedules, activities, and events are up to date.
  • Communicate via email about projects, appointments, and updates.
  • Support with tidying and putting items away as needed; oversee the housekeeper and cleaning service.
  • Conduct seasonal swaps (clothing, décor, bedding, etc.).
  • Prepare for family events, holidays, and guest stays.
  • Coordinate donation pickups and drop-offs.
  • Support packing/unpacking for travel or seasonal transitions, ensuring items and sizes are ready.
  • Supervise and coordinate service providers and vendors (handymen, landscapers, holiday décor, etc.).
  • Occasional house sitting when family travels.

• Inventory Management & Errands

  • Track and restock pantry, fridge, toiletries, and household supplies.
  • Maintain and update running household lists.
  • Coordinate and manage household orders (Amazon, Costco, Target, etc.).
  • Run errands such as groceries, returns, dry cleaning, and gift shopping.
  • Manage packages, deliveries, and mail sorting.

• Family Support & Childcare Assistance

  • Assist with school pickups and transporting kids to/from afternoon activities.
  • Provide childcare assistance as needed.
  • Clean lunch boxes and prepare lunches for the next day.
  • Assist with scheduling extracurricular and appointments for children.

• Meal Planning & Preparation

  • Assist with meal organization and light prep (2–3 dinners/week as needed).
  • Batch prep healthy breakfast or lunch components (e.g., grains, chopped fruits, vegetables).
  • Support grocery shopping for staples and meal supplies.
  • Maintain an organized refrigerator and pantry; washing and prepping items after grocery shopping (i.e. fruits, vegetables).
  • Follow dietary preferences (mom vegetarian; kids eat all foods).
  • Maintain kitchen tidiness after meal prep.
  • Harvest produce from the family vegetable garden during warmer months.

• Vehicle Upkeep

  • Oversee vehicle cleaning, fueling, and organization.
  • Coordinate oil changes, maintenance, and inspections.
  • Track registration, insurance, and service records.

• Deep Cleaning & Special Projects

  • Coordinate with the housekeeper on deep-cleaning projects (fridge, oven, baseboards,etc.).
  • Maintain and refresh spaces such as the garage, mudroom, or entryway.
  • Clean humidifiers, air purifiers, and washing machines monthly.
  • Organize special household projects (toy rotation, seasonal decorations, storage systems).

• Administrative & Personal Assistant Support

  • Manage shared calendars, reminders, and recurring household tasks.
  • Track household receipts or budgets for projects, gifts, or donations.
  • Coordinate family events, appointments, and guest stays.
  • Communicate with vendors and oversee household correspondence.

How to Apply:

If interested, please email with the following:

• A short letter explaining why you'd be a great fit for this position.
• Your updated resume.
• At least 3 references with contact information.
• Note that this role requires a background check. 

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