Nanny + Family Assistant or Office Assistant: Middleton, WI

This thoughtful, organized, and welcoming family in the Madison area is seeking a dedicated and engaging nanny to support their three children (ages 10, 6, and 3). They are offering a unique opportunity for the right candidate to shape their role in one of two ways: either as a Nanny + Family Assistant or a Nanny + Office Assistant, depending on interests and strengths.

At the heart of both roles is a shared priority—their children. The family is deeply committed to creating a supportive, consistent, and enriching environment where their kids can thrive. They value kindness, structure, and routines that promote emotional wellbeing, learning, and curiosity.

The three children are active, engaging, and at fun developmental stages. Afternoons are filled with school pickups, activities, homework, outdoor play, and meaningful connection. The family is looking for someone who genuinely enjoys being with children, brings positive energy, and can confidently guide after-school routines with care and consistency.

The afternoon schedule (approximately 2:00–6:00 PM) is the primary focus of the role and includes school pickups, transporting children to activities, supporting homework and play, and helping the youngest transition home and into the evening routine. A safe, attentive, and nurturing presence is essential.

During school hours, the role can be tailored based on the nanny’s interests:

• Family Assistant Option: Supporting household logistics such as coordinating schedules, running errands, organizing children’s spaces, preparing snacks/lunches, and helping keep daily life running smoothly. 
• Office Assistant Option: Assisting at the family’s small business with light administrative and organizational tasks, maintaining a tidy office environment, and supporting day-to-day operations. 

The family values autonomy and trust—they are looking for someone who is organized, proactive, and able to balance responsibilities while maintaining a warm, steady presence with their children. Strong communication skills, reliability, and comfort navigating a dynamic day are key.

Schedule:
Monday–Friday, 9:00 AM–6:00 PM (45 hours/week). 

***The family is open to a reduced schedule (40 hours or fewer) for the right candidate; however, availability from 2:00–6:00 PM is required, along with support on days when school is not in session.

Location:
Family home in Middleton + small business office on Madison’s Near West Side

Compensation & Benefits:

• Approximately $60,000 annually, commensurate with experience 
• 3 weeks paid time off 
• 9 paid holidays 
• Health insurance stipend 
• Retirement eligibility after 1 year 
• Opportunity for compensation growth over time 
• Use of family vehicle for transporting children 

This is a special opportunity to join a family that values partnership, consistency, and care—while also offering flexibility in how the role is shaped. They are excited to welcome someone who will become a trusted and meaningful part of their daily lives.