Looking for Your Next Nanny Dream Job?
At Olive You Nanny, we do more than place caregivers. We thoughtfully match you with families who truly value your expertise and professionalism.
When you work with us, you can expect:
• A personalized approach to your career goals
• Pre-screened families
• Advocacy for fair pay and professional standards
• Guidance throughout interviews and agreements
• Continued support and community
You deserve a role where you feel appreciated, supported, and excited to go to work each day.
Let us help you find it.
Supporting Your Journey to the Right Family Match
Finding the right family can feel overwhelming. Olive You Nanny streamlines the process, thoughtfully matching you with vetted families and supporting you every step of the way.
01. Vetted Families
Every family is carefully screened, so you can feel confident they are serious, safe, and prepared to invest in quality care.
02. Efficient Job Matches
We take time to understand your skills, values, and preferences, allowing us to connect you with families who align with your strengths and schedule.
03. Professional Guidance
From introductions to interviews, we provide clear communication and expert guidance so you can move through the process with confidence.
04. Ongoing Advocacy
Our support does not end after placement. We offer continued resources, contract guidance, and assistance with negotiations to ensure clear expectations and a positive working relationship.
05. Streamlined Process
We manage background checks, interviews, and contract development so you can focus on building meaningful connections with the right family.
Olive You Nanny connects caregivers with outstanding Milwaukee-area families while providing support throughout the entire placement process. We remain a resource every step of the way, and there are no fees for nannies to be placed through our agency.
The Olive You Nanny Sitter Club
Flexible opportunities. Trusted families.
Simple booking.
Our Sitter Club was created for experienced, reliable sitters who want occasional work without the stress of finding families on their own. Through our Agency Caregivers booking system, you’ll gain access to pre-connected families who value professionalism and quality care.
Backed by over a decade of trusted placements in the Milwaukee community, we bring the same high standards to our sitter network.
Why Join The Sitter Club?
✔ Flexibility on Your Terms – Accept babysitting jobs that fit your availability and lifestyle.
✔ Vetted, Trustworthy Families – Every family is connected through Olive You Nanny, ensuring respectful and safe working environments.
✔ Simple, Streamlined Booking – Easily accept jobs through our text-based Agency Caregivers system. No back-and-forth emails required.
✔ Competitive Pay – Earn strong rates that reflect your experience and professionalism. Families pay you directly.
APPLY NOW TO JOIN OUR TEAM
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APPLY NOW TO JOIN OUR TEAM |
Ready to Apply?
We carefully match exceptional nannies with families who value professionalism, experience, and heart.
Before submitting your application, please review the requirements below to ensure you meet our minimum qualifications.
When you’re ready, click Apply Now. Each application is thoughtfully reviewed by our placement team. If your experience aligns with our current opportunities, we will be in touch to schedule the next step.
We look forward to helping you find a family where you can truly thrive.
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Have at least 3 years experience as a nanny or childcare provider
Be CPR + First Aid Certified
Pass a background check, including having a clean driving record
Consent to a Social Media Screening
Provide at least 3 childcare references
Provide verification of meeting US employment requirements
Minimum Education : GED
Participate in face-to-face interview with Olive You Nanny