1. Choose the Right Babysitter
The foundation of a smooth babysitting experience is selecting the right carer. Look for someone who is:
Warm, reliable, and experienced
Fully vetted with a Working With Children Check (WWCC), police clearance, and First Aid certification
Able to communicate well with both parents and children
A good match for your child’s age, personality, and needs
At Cherished Cherubs, we carefully match each family with a babysitter who not only meets your practical needs but also connects personally with your child. We know that trust and rapport make all the difference.
2. Talk About It Ahead of Time
Prepare your child by talking positively about the upcoming visit. Keep it simple and upbeat:
Explain who the babysitter is and why they’re coming
Let them know you’ll be back soon and where you’ll be
Share a few fun things the sitter might do with them (games, stories, playtime)
3. Do a Meet and Greet If You Can
If it’s possible, arrange a short introduction before the first full session—either in person or over a video call. This helps:
Break the ice and reduce any nerves
Familiarise your child with the sitter’s face and voice
Give you a chance to observe the interaction
At Cherished Cherubs, we’re happy to coordinate an introduction where possible so everyone starts off on the right foot.
4. Keep Routines Familiar
Children feel most secure when their routine is predictable. Share your child’s regular schedule with the babysitter, including:
Meal times and food preferences
Bath and bedtime routines
Favourite toys, comfort items, and calming strategies
Any medical needs or allergies
We make sure our sitters are fully briefed on your family’s preferences, so your child’s day (or night) stays as consistent and comforting as possible.
5. Say Goodbye With Confidence
It’s tempting to sneak out to avoid tears, but saying goodbye clearly and confidently helps your child learn that separations are safe and temporary.
Try this:
Give your child a big hug and smile
Tell them when you’ll be back in a way they understand (“after dinner” or “when you wake up”)
Keep the goodbye short and cheerful
If you’re calm and assured, your child is more likely to follow your lead. And our babysitters are trained to gently redirect children’s attention to play or storytime to ease any transition.
6. Keep in Touch (But Not Too Much)
It’s completely natural to want updates—especially the first time. Feel free to check in with your sitter via text after your child has settled, or ask for a quick photo if that gives you peace of mind.
At Cherished Cherubs, our babysitters provide a brief summary at the end of each session, letting you know how things went, what your child enjoyed, and any important notes.
7. Debrief With Your Child
After the babysitter leaves, take a few moments to chat with your child about the experience:
“Did you have fun with [Babysitter’s Name]?”
“What games did you play?”
“What should we tell her to bring next time?”
This shows your child that their feelings matter—and builds excitement and familiarity for next time.
A First Experience to Remember
A well-prepared first babysitting session can set the tone for a positive, ongoing relationship between your family and your sitter. It gives your child a chance to build independence, develop trust with new adults, and explore play and learning in a new way.
And for you as a parent? It’s a reminder that taking time for yourself—whether it’s for work, errands, or self-care—is not only okay, but healthy. You’re showing your child that it’s safe to lean on others, and that trusted support makes family life more joyful and sustainable.
Engage a Trusted Babysitter Today
Let us help your family start this journey with warmth, safety, and peace of mind. Reach out today, and let us help you take the worry out of finding the perfect babysitter for your family.
