Family Assistant- Madison, Connecticut

Staffing at Tiffanie's; Madison (CT); On-site; USD 69,000 - 83,000; Part time

Benefits offered by this job

Family vehicle provided during working

Health stipend

Paid vacation days

Paid sick/personal days

Paid holidays

Competitive hourly pay

Job summary

Staffing at Tiffanie's in Madison, CT seeks an experienced Part Time Family Assistant to help with after-school childcare and home management. The role combines driving, supervision, homework help, meal prep, and light housekeeping for a family with three boys and a senior dog.

Schedule is Mon-Fri roughly 2:00 PM–7:00 PM, with 25 hours guaranteed and some Friday flexibility; weekend hours may be available. The position offers a long-term opportunity and a strong team fit.

Qualifications

• Previous professional childcare or Family Assistant experience.
• Strong organizational and household management skills.
• Confident and safe driver with a clean driving record.
• Comfortable transporting children to school, sports, and activities.
• CPR and First Aid certification preferred.
• Demonstrated longevity in previous positions strongly preferred.
• Ability to maintain confidentiality and discretion.

Responsibilities

• Pick up the children from school and provide safe, reliable transportation to practices, games, and activities.
• Supervise and engage all three boys after school.
• Provide additional hands on engagement and supervision for the 5 year old.
• Help with homework and keep the after school routine organized and on track.
• Prepare and serve simple, kid friendly snacks and meals.
• Assist with dinner, baths, and bedtime routines as needed.
• Keep track of the children’s schedules, activities, gear, and supplies.
• Help ensure the children are prepared and where they need to be on time.
• Handle family laundry and children’s laundry.
• Perform light housekeeping and keep shared living areas neat and organized.
• Tidy children’s bedrooms and belongings.
• Run errands and grocery shop as needed.
• Assist with family meal preparation.
• Maintain general household organization.
• Help anticipate household needs and take initiative without needing constant direction.
• Assist with light care of the family’s senior Labrador, including feeding and letting the dog outside.

Skills

Childcare experience

Driver with clean record

Organizational skills

Communication

Discretion

Longevity in positions

Job description

Part Time Family Assistant
Madison, Connecticut

Start Date
ASAP

Schedule
Monday through Friday
Approximately 2:00 PM to 7:00 PM most days
25 guaranteed hours per week
Some flexibility on Friday afternoons
Optional weekend hours may be available

Compensation & Benefits
$50 to $60 per hour, based on experience
$350 monthly health and wellness stipend
5 paid vacation days
5 paid sick/personal days
6 paid holidays
Family vehicle provided during working hours

Position Overview

A warm, active family in Madison, Connecticut is seeking an experienced and highly dependable Part Time Family Assistant to become a trusted, long term part of their household.

The family has three boys, 9 year old twins and a 5 year old, as well as a gentle senior Labrador. Their household is loving, supportive, energetic, and very active. With school, sports, activities, and two busy working parents, they are looking for someone who can step in and help keep both the children and household running smoothly.

This is a blended position combining family assistance and household organization with afternoon and evening childcare. During quieter hours, the Family Assistant will focus on household organization, errands, laundry, meal preparation, and keeping things in order. Once the children are home from school, the focus shifts primarily to their care, transportation, activities, homework, dinner, and evening routines.

The family previously had a full time Nanny/Home Manager who was with them for more than eight years and is hoping to find another wonderful person who values longevity and wants to become a trusted extension of the family.

Responsibilities

Childcare & Family Support

• Pick up the children from school and provide safe, reliable transportation to practices, games, and activities
• Supervise and engage all three boys after school
• Provide additional hands on engagement and supervision for the 5 year old
• Help with homework and keep the after school routine organized and on track
• Prepare and serve simple, kid friendly snacks and meals
• Assist with dinner, baths, and bedtime routines as needed
• Keep track of the children’s schedules, activities, gear, and supplies
• Help ensure the children are prepared and where they need to be on time

Household Support

• Handle family laundry and children’s laundry
• Perform light housekeeping and keep shared living areas neat and organized
• Tidy children’s bedrooms and belongings
• Run errands and grocery shop as needed
• Assist with family meal preparation
• Maintain general household organization
• Help anticipate household needs and take initiative without needing constant direction
• Assist with light care of the family’s senior Labrador, including feeding and letting the dog outside

Ideal Candidate

The ideal candidate is proactive, organized, warm, flexible, and highly dependable. This family needs someone who naturally notices what needs to be done and takes care of it rather than waiting for a list of instructions.

The right person will be calm and confident in a busy household and genuinely enjoy working with school age children. They should be able to manage multiple schedules and changing plans while remaining patient and organized.

Candidates should have previous experience caring for multiple children and be comfortable balancing childcare with Family Assistant and household responsibilities.

Strong communication skills, excellent judgment, discretion, reliability, and a genuine desire to become a long term part of the household are essential.

Qualifications

• Previous professional childcare, nanny, or Family Assistant experience
• Strong organizational and household management skills
• Confident and safe driver with a clean driving record
• Comfortable transporting children to school, sports, and activities
• Comfortable preparing simple family and children’s meals
• Comfortable with a senior dog
• CPR and First Aid certification preferred
• Demonstrated longevity in previous positions strongly preferred
• Ability to maintain confidentiality and discretion

The family’s primary residence is in Madison, Connecticut. They also have a nearby beach home in Clinton, Connecticut, where they spend summer weekends, as well as a home in Ludlow, Vermont, where they spend winter weekends.

Travel is not required for this position. However, there may be opportunities for the Family Assistant to join the family for occasional weekends in Vermont if mutually desired.

This family is looking for a reliable, caring professional who will develop a meaningful, long term relationship with their family and become someone they can truly depend on.

Candidates must be at least 21 years old.

Related work experience is required along with verifiable references. Candidates may have a broad range of experience, but it MUST pertain to the position you are applying for. We require at least 2-3 verifiable references. Letters of recommendation from previous employers are preferred.

A driver’s license is required for most positions and a motor vehicle investigation is completed prior to placement.

A criminal background investigation is completed on all candidates prior to placement.

All candidates must furnish proof of US citizenship or eligibility to work as a legal alien.

Typically, candidates must be willing to commit for at least 1 year with a family. Occasionally, temporary and summer placements are requested.