Job at a glance
A UHNW family based on Chicago’s North Shore (Lake Forest area) is seeking an experienced Career Nanny to support their three children, ages 5, 3½, and 7 months. The primary focus of this role will be the 5-year-old and 3½-year-old, as the infant has her own dedicated nanny. This is a dynamic, travel-heavy position ideal for a polished, proactive professional who thrives in a high-level household and is confident supporting early childhood development, school readiness, and structured family life.
The family is seeking a nanny who is organized, engaging, athletic, and capable of managing busy schedules while maintaining a warm and nurturing presence. The family travels throughout the year to destinations such as Florida, Aspen, and Hawaii and is looking for someone flexible and highly organized to ensure seamless childcare and logistics during trips. Key Responsibilities: Provide attentive, educational, and engaging care for three young children (primary focus on the two older children) Plan and implement age-appropriate activities that support early childhood development Communicate clearly with parents through daily updates, photos, and activity summaries Manage school drop-offs and pick-ups Support children’s schedules, after-school activities, and appointments Prepare simple, healthy, family-style meals when appropriate Assist with homework support, including math, technology, and science when age-appropriate Maintain children’s wardrobes, updating clothing and shoes as needed Organize and manage multiple calendars and schedules Assist with reservations, errands, and light family support as needed Proactively manage and monitor screen time in alignment with parental guidelines Enjoy engaging children in board games and interactive activities Confident swimmer and comfortable participating in water activities Comfortable skiing and participating in outdoor family activities Travel Responsibilities: Prepare for domestic travel throughout the year Pack and unpack children’s belongings Organize passports, medical information, and travel documents Plan engaging games, activities, and experiences during trips Ensure children are happy, occupied, and thriving while away from home Ideal Candidate Profile: Career nanny with extensive experience in UHNW or high-profile households Highly organized, proactive, and polished Flexible and comfortable with frequent travel Strong academic support skills Energetic, outdoorsy, and confident in water and winter sports settings Professional, discreet, and collaborative Compensation: $130,000–$160,000 annually (DOE) Tagged as: English