Chicago, IL | Engaging Nanny Wanted For Lively, Family-Oriented Household

This warm, lively Chicago family is seeking an engaging nanny to support their curious toddler through joyful care while collaborating with a well-established household team.

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• Location: Chicago, IL
• Ages of children: 2.5 years old
• Start date: As soon as they find the right fit!
• Schedule: Full-time, guaranteeing 60 hours per week, with the general schedule falling on Monday through Friday from 7:00am to 7:00pm, with flexibility for additional hours, and travel.
• Compensation: The family is offering $35/hour based on the 60-hour/week schedule, which equates to an annualized base compensation of $109,200.
• Benefits: The family is open to providing paid time off, paid holidays, a health insurance stipend, a vehicle for professional use, and relocation assistance for the right candidate.
• Live-in/Live-out: Live-in Monday–Friday; open to full-time live-in for the right candidate. A private bedroom with a TV and an en suite bathroom on the 2nd floor of the family's home will be provided.

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Household dynamic:

• This warm, lively, and very family-oriented Chicago-based family is seeking a dedicated nanny to care for their 2.5-year-old daughter. She is described by her family as a true delight and very much the “princess” of the household, as their only child. She is deeply curious and observant — a classic “still waters run deep” personality. Initially, she can be a bit quiet as she takes everything in, but once she warms up, she becomes a complete “Chatty Kathy.” She loves music and dance, has a wonderful sense of rhythm, and currently attends Tutu School, which she absolutely adores. The family also has two super cuddly dogs who love to be rubbed and to play fetch.
• Family and community are central to their lives. The family lives in a beautiful neighborhood with a strong sense of community, and their home often serves as a gathering place for extended family and friends. They value kindness, curiosity, laughter, and creating an environment where a child can feel safe, loved, and encouraged to explore the world. The family travels 4 to 8 weeks throughout the year, both for work and for fun, splitting time at their vacation home in South Carolina, traveling on school breaks, and taking some business trips with Mom. They haven't traveled internationally with their daughter yet, but would like to do so! Their home environment is structured but joyful. The family believes in celebrating both the big and small moments in life and creating a household that feels welcoming and full of energy. They also have two wonderful full-time staff members who have been with them for nearly five years and are truly like family: a housekeeper and a house manager. It is important that the nanny be comfortable working with diverse families and have an interest in supporting a child’s exposure to inclusive, culturally diverse environments, including identifying playgroups and community activities.

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Ideal candidate:

• This position is ideal for a highly competent, emotionally intelligent, and discreet professional who is excited to care for a bright, growing toddler and someone who approaches this role as a true partner to the family. Their daughter will benefit most from a caregiver who offers a warm, steady, and structured presence, someone who understands the importance of consistency (especially around sleep and routines) while still making space for curiosity, play, and exploration.
• The ideal candidate has a team-first, drama-free mindset and thrives in a collaborative household where communication, respect, and accountability are key. This nanny works seamlessly alongside parents and household staff, communicates clearly (including via tools like Slack), and maintains strong professional boundaries. With high EQ and strong social awareness, this person reads the room with ease and adapts to the family’s dynamic lifestyle, whether during busy work-from-home days, travel, or transitions between homes. A candidate who can move confidently beyond routine, stepping in wherever needed to ensure continuity of care and a calm, grounded environment, will excel in this role. Discretion and sound judgment are essential, particularly in private and travel settings. This family also values cultural awareness and intentional, respectful caregiving. The right candidate will approach this role with thoughtfulness and openness, and a willingness to engage in culturally specific practices, including hair care. Above all, this nanny leads with integrity—bringing honesty, accountability, warmth, and adaptability to a fast-paced but deeply connected home.
• Responsibilities include creating an environment for the child to grow and thrive, child-related household tasks, including but not limited to meal prep, tidying, organizing of children’s areas, occasional errands, before and after school routines, coordinating activities, and traveling with the family throughout the year.
• While not a requirement for the role, the family would love to work with a candidate who has a degree in child development or Montessori background, knowledge of Child Development and milestones, Experience working with diverse families - including comfort and familiarity with caring for a range of hair types, and has high emotional/social Intelligence.

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Qualifications:

• 3 years of professional childcare experience
• Travel experience
• Able to swim and care for children in water
• Experience working in a team or a fully-staffed environment
• Pet-friendly!
• Valid driver's license
• Valid passport
• Partners, family members, and/or pets cannot be housed in any temporary or long-term accommodations provided by the family

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This position is open to all Adventure Nannies candidates who are legally able to work in the US. Out of respect for the privacy of the families we work with, we cannot provide any additional information about this position other than what has already been provided in the job description. If you are interested in learning more about the position, please apply!