The Sitter Club

Exclusive Access to Trusted, Vetted Babysitters- Without the Scramble

Milwaukee-Full-Time-Nanny

Your calendar is full.
Your standards are high.
Finding reliable childcare shouldn’t feel stressful.

The Olive You Nanny Sitter Club gives families access to a private network of highly vetted sitters, coordinated for you behind the scenes.

No waiting for responses that never come.
No scrambling.
No wondering who to trust.

Just one number to text… and we handle the rest.

olive you nanny assets (5).png

Why Families Join The Sitter Club

Highly Selective Sitters

Every sitter meets the same high standards as our nanny placements.

Vetted and Trusted

Professional screening and expectations are non-negotiable.

Effortless Booking

Send one text with your date and time. We coordinate the match.

Direct Communication

Message your sitter before arrival through our system.

Favorite Your Sitters

Save preferred babysitters and request them again.

Simple Payment

Families pay sitters directly at the end of each job.

How It Works

Milwaukee-Part-Time-Nanny

Join the Sitter Club

Milwaukee-Full-Time-Nanny

Text our dedicated booking number

Find-a-Nanny-in-Milwaukee

We match you with an available, vetted sitter

Milwaukee-Nanny-Services 

Connect, confirm and enjoy your plans

“My only regret is that we didn’t sign up for this years ago!”

"We have been thrilled with the sitter club and all of the sitters so far. My only regret is that we didn’t sign up for this years ago! It’s been so helpful, especially when we had our daughter stay home from daycare so she could be healthy and ready for her early tube surgery. Being able to find care made our week way less stressful”!

Abby B.

Designed for real life

• Date nights that keep your relationship strong
• Girls’ nights you’ve been postponing
• Adults-only weddings and events
• Last minute work commitments
• Occasional care without hiring a full-time nanny

Your life doesn’t pause.

Your childcare shouldn’t either.

Membership Options

  • $150 one time registration fee*

    $30 per booking

    Best for occasional needs

  • $150 one time registration fee*

    $80 per month (up to 4 bookings)

    Ideal for ongoing flexibility

*Current Olive You Nanny families enjoy a waived $150 registration fee

Simple sketch of a branch with three elongated leaves

A Private Network for Intentional Families

The Sitter Club is not a public babysitting board.

It is a curated extension of Olive You Nanny’s trusted placement process.

You gain access to a pool of quality caregivers. Without needing to manage the search yourself.

READY TO JOIN?

Experience childcare designed for modern families who value safety, convenience, and professionalism.