Episode #24: Starting Preschool: Tips for Making the Transition Smoother
Starting preschool or daycare is a huge milestone for young children—and their parents. It can bring a swirl of emotions: excitement, nerves, pride, and maybe a few tears (from both of you).
In this episode of Talk It Out with Wee Talkers, Katie and Carly share real-life stories from helping their own kids through the preschool transition—more than six times between them—and the strategies that actually work.
If you’re wondering how to prepare your child for preschool or looking for daycare drop-off tips that ease separation anxiety, this episode is for you. We’ll walk you through simple, connection-based ideas that make starting school less overwhelming for your child and more peaceful for you.
You’ll hear why reading books about starting preschool can help your child feel prepared and confident, plus our favorite starting school books for toddlers and preschoolers that show everyday routines like packing a backpack, saying goodbye, playing with friends, and meeting the teacher. We also share why a personalized photo book (like the one we helped design with Pinhole Press) can make a new classroom feel like a familiar, friendly place before the first day.
We cover what not to do at drop-off (spoiler: sneaking away can make things harder) and how to create a simple preschool goodbye routine—whether it’s a special handshake, a goodbye rhyme, or a short, predictable mantra. You’ll also hear a few connection tips to use at drop off and our Kind + Strong preschool playlist, which is really perfect for the ride to school or getting ready in the morning.
Plus, we explore role play activities to prepare for preschool. From pretending to be the teacher to practicing circle time or visiting the school playground, these playful moments help kids process their new routine, anticipate what’s ahead, and reduce first-day jitters. If you want more ideas for preparing your toddler for social situations, check out our post on supporting social skills in the preschool years.
If your child is starting preschool or daycare soon—or you’re navigating those tricky first few weeks—this episode is full of doable, heartfelt ideas to help you both feel ready.
With preparation, connection, and a little fun, you’ll set the stage for a positive, confident start to the school year. You’ve got this!