Family Assistant w/ Childcare Support

Job Title: Family Assistant w/ Childcare Support

Location: Old Greenwich, CT (06870)

Employment Type: Full-Time; 30–35 hours/week (30 hours/week guaranteed)

Schedule: M-F w/ a split morning and afternoon schedule preferred:

• Morning support: 6:30 AM–10:00 AM
• Afternoon support: 2:00 PM–5:30 PM

For the right person, flexible for only morning hours beginning at 6:30am ET.

Flexibility for additional hours including occasional evenings and Saturdays; flexibility for occasional travel or overnight support is a plus.

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

Start Date: ASAP

Requirements

• Authorized to work in the United States
• Maintain a smoke-free environment
• Reliable transportation and a safe, dependable vehicle for driving children (mileage reimbursement provided)
• CPR and First Aid certification or willingness to obtain
• Fragrance-free
• Comfortable with children and dogs

About Our Family

Our family of five is looking for a trusted partner who can help our days run more smoothly. We value kindness, positivity, organization, and a team-oriented approach, and we are seeking someone who feels like a natural extension of our household. The ideal person will bring calm energy, thoughtful support, and a proactive mindset to busy mornings, family routines, and day-to-day needs.

Our household would greatly benefit from someone who can step in as a reliable second set of hands. With existing household support in place for cleaning and laundry, this role is focused on family logistics, childcare support, errands, meal assistance, organization, and anticipating the details that help our home run efficiently.

Building a genuine connection with our children is especially important. We are looking for someone who can earn their trust, engage with them naturally, and bring a warm, positive presence to our home while supporting the rhythm of our family's daily life.

Who You Are/What We're Looking For

The ideal candidate is someone who brings warmth, professionalism, and confidence to a busy family environment. Our family is looking for a trusted partner who can anticipate needs, build strong relationships, and bring positive energy to each day.

• Warm & Kind: You naturally connect with children and family members, creating a welcoming and supportive presence in the home.
• Proactive: You notice what needs to be done and take initiative without needing constant direction or reminders.
• Organized: You enjoy creating order, maintaining systems, and keeping household details running smoothly.
• Reliable & Dependable: You are punctual, consistent, and someone a family can confidently rely on day after day.
• Positive Energy: You bring a cheerful, calm, and upbeat attitude, especially during busy mornings and transitions.
• Trustworthy & Discreet: You respect family privacy and handle household responsibilities with professionalism and good judgment.
• Collaborative: You work well as part of a team, communicate openly, and partner naturally with family members and existing household support.
• Tech-Savvy: You are comfortable with technology and handling everyday tasks such as emails, scheduling, online orders, and returns.
• Adaptable: You are flexible and comfortable shifting priorities as family needs change throughout the day.

Key Responsibilities

Family Support & Child Assistance

• Support daily family routines, especially during busy mornings
• Assist with school transportation and activity-related driving
• Provide occasional backup childcare and supervision as needed
• Help prepare backpacks, school items, snacks, and daily essentials
• Assist with kid-related errands and scheduling needs
• Provide occasional evening or weekend support if desired

Household Management & Organization

• Maintain existing household organization systems
• Complete daily resets to help prepare the home for the family's routines and scheduled cleaners
• Keep kitchen and high-traffic areas tidy throughout the day (put away dishes, wipe down surfaces, vacuum high-traffic areas)
• Assist with seasonal clothing swaps
• Prepare and coordinate donation drop-offs
• Provide indoor and porch plant care
• Change household items such as batteries, light bulbs, and filters as needed

Meal Support

• Prepare healthy, warm breakfasts and grab-and-go options 5x/week
• Assist with school lunch preparation
• Wash and prepare produce according to family preferences and standards
• Grocery shopping for staple items and recipe ingredients
• Family dinner preparation 2-3x/week, including ingredient preparation and cooking following provided recipes
• Support family meal preferences and dietary needs, including maintaining a nut- and seed-free household and avoiding enriched flour products
• Assist with kitchen cleanup and maintenance

Inventory & Errands

• Manage household supply lists and proactively restock pantry, refrigerator, and household essentials
• Handle returns, dry cleaning, and gift shopping
• Mail and package handling, including the break down of boxes

Deep Cleaning & Special Projects

• Refresh and organize key household areas such as the kitchen and mudroom
• Clean and maintain humidifiers/air purifiers, including filter changes
• Assist with organizational projects (toys, gear, closets, kid's artwork, etc.)

Pet Care

• Feeding and walking family dog 1x/day for 20 minutes
• Administer medications 1x/month
• Maintain pet supplies

Vendor & Property Oversight

• Research and coordinate repairs and quotes as needed

Administrative & Personal Assistant Support

• Awareness of household schedules; comfort with a Skylight calendar

How to Apply

Please submit:

• A short introductory letter sharing your experience and interest in the role
• An updated resume
• Three professional references with contact information

Please Note: This role requires a background check.

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