Parenting Reflections: How I Prepared My Sensitive Child to Handle the Middle School Transition with Confidence

August 29, 20251 min read
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Starting middle school is a big milestone, and for a highly sensitive child, it can feel overwhelming. In this episode, I share how my oldest son’s recent transition went surprisingly smoothly—and the preparation that made all the difference.

I’ll walk through what we did ahead of time to help him feel ready and confident, and why that kind of preparation is so powerful for sensitive kids facing big changes.

But here’s the thing: he didn’t always transition so effortlessly. I’ll bring you back to his rocky move from 2nd to 3rd grade to show just how far he’s come. My hope is that this story reminds you that even when transitions are tough, the right support can help our kids truly thrive.

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