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Olive You Nanny Milwaukee, LLC

Location: Whitefish Bay, WI, 53217Start: August or September 2026Children: 5 month old infant girl, 4 year old boyCompensation: $26-$30/hourSchedule: Monday &amp; Wednesday 6:45am-5:00pm Thursday 6:45am-4:45pmDescription: A warm and structured Whitefish Bay family is seeking a mature, experienced career nanny to care for their two children. A busy 3-year-old boy and a newborn daughter.Position Details<ul><li>Start Date: August or September 2026</li><li>Schedule: 3 days per week</li><li>Set days: Monday &amp; Wednesday</li><li>Third day: Thursday, but flexible (full day or split schedule)</li></ul>Children<ul><li>3.5-year-old (active, curious, thrives with structure)</li><li>Newborn born in March (easygoing, establishing routine)</li></ul>Responsibilities<ul><li>Provide attentive, developmentally appropriate care for both children</li><li>Maintain a calm, structured environment with clear and consistent boundaries</li><li>Plan and engage in screen-free, enriching activities (parks, walks, library outings)</li><li>Manage preschool drop-offs and pick-ups</li><li>Support infant feeding and nap routines aligned with parent preferences</li><li>Assist with light child-related household tasks (tidying play areas, bottles, children&rsquo;s laundry)</li></ul>Ideal Candidate<ul><li>10&ndash;15+ years of nanny experience (career nanny strongly preferred)</li><li>Confident caring for both infants and preschool-aged children simultaneously</li><li>Calm, steady, and consistent caregiving style aligned with structured parenting</li><li>Physically active and enjoys getting out of the house daily</li><li>Strong communicator who partners well with parents</li></ul>Compensation &amp; Benefits<ul><li>$26&ndash;$30/hour, based on experience</li><li>Long-term, stable position with a professional family</li><li>PTO</li></ul>Pay: $26.00 - $30.00 per hourBenefits:<ul><li>Paid time off</li></ul>Application Question(s):<ul><li>Do you have at least 3 years of professional nannying experience? </li></ul>Work Location: In person

Whitefish Bay Infant & Preschool Nanny, 30 hrs/week, Fall 2026

Location: River Hills, WI, 53217Start: September 2026Children: 6 year old girl, 4 year old boy, 2 year old girl, and newborn babyCompensation: $30.00 per hourSchedule: Monday-Friday, 8am-6pmDescription: Olive You Nanny is partnering with a long-term family in River Hills seeking an energetic, professional, and engaging full-time career nanny.This family is looking for someone who enjoys being hands-on, active, and part of a collaborative household. They have four children (ages 6, 4, 2, and a newborn) In the fall, the oldest child attends school full days, the 4 year old attends 1/2 day school while the younger two children are home during the day.The ideal candidate is confident managing multiple children, enjoys creating engaging activities, and thrives in a busy family environment.Responsibilities:<ul><li>Active, hands-on childcare</li><li>Planning age-appropriate activities and outings</li><li>Supporting daily routines</li><li>Collaborative communication with parents</li><li>Travel with the family (with advance notice)</li></ul>Qualifications:<ul><li>Previous professional nanny experience</li><li>Experience with multiple children</li><li>Energetic, organized, and proactive personality</li><li>Comfortable working in a structured yet collaborative home</li></ul>Compensation &amp; Benefits:&bull;$30/hour<ul><li>Health insurance (75&ndash;80% employer-covered)</li><li>5% 401(k) match</li><li>PTO that increases over time</li><li>Guaranteed hours</li><li>Travel opportunities</li></ul>Pay: $24.75 - $29.81 per hourBenefits:<ul><li>401(k) matching</li><li>Health insurance</li><li>Paid time off</li></ul>Work Location: In person

Full-Time Nanny, River Hills, WI, September 2026

Location: Oconomowoc, WIStart: April 2026Children: 4 month old twin girlsCompensation: $27-$30 per hourSchedule: 3 days per week, Monday/Tuesday/Wednesday 8am-4pm.Description: Part-Time Nanny for Infant TwinsA warm family in Oconomowoc is seeking an experienced, nurturing nanny to care for their 4-month-old twin girls. This role is ideal for a nanny who enjoys the infant stage and feels confident supporting routines for multiples.Qualifications:<ul><li>2+ years of infant care experience</li><li>Twin or multiples experience preferred</li><li>Patient, reliable, and adaptable</li><li>CPR/First Aid certified (or willing to obtain)</li></ul>Responsibilities:<ul><li>Full care for infant twins (feeding, soothing, naps)</li><li>Supporting consistent daily routines</li><li>Light baby-related tasks (baby laundry, bottles, nursery tidying)</li></ul>Benefits:<ul><li>Competitive pay: $27&ndash;$30/hour</li><li>Paid time off and standard nanny benefits once schedule is finalized</li><li>Potential for increased hours over time</li></ul>*Nanny should be comfortable with dogs in the homePay: $27.00 - $30.00 per hourBenefits:<ul><li>Paid time off</li></ul>Work Location: In person

Part-Time Infant Twin Nanny, Oconomowoc, April 2026

Join Olive You Nanny Milwaukee, LLC and explore 3   exciting career opportunities. They're hiring for various roles with options for remote or on-site work. Apply today and become part of their innovative team.

Olive You Nanny Milwaukee, LLC

About Company

Whitefish Bay Infant & Preschool Nanny, 30 hrs/week, Fall 2026

Full-Time Nanny, River Hills, WI, September 2026

Part-Time Infant Twin Nanny, Oconomowoc, April 2026