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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