There’s something unmistakably hopeful about back-to-school season. Whether your little one is starting kindergarten or stepping into the whirlwind of middle school, this time of year brings a fresh mix of excitement – and a fair share of nerves.

Years ago, back-to-school meant labelling lunch bags, packing tiny backpacks, and double-knotting shoes while little feet bounced around the hallway. I remember those chaotic mornings clearly. As parents, the to-do list grew fast: school supplies, new shoes, lunchbox snacks, and the endless quest for a routine that made mornings feel less like a fire drill. Let’s be honest – it never got easier.
My oldest was the organized one. His backpack nearly swallowed him whole, but he marched into school with a plan. I’d kiss his forehead and pretend I wasn’t nervous, wondering if he’d eat his sandwich or find someone to sit with. I was always the first mom at pickup – and the last to leave. He walked out at a snail’s pace, mentally checking things off his list like a tiny CEO.

Fast forward, and that same boy was driving himself to school. His final year of high school came faster than I could process. That “last first day” hit differently. (I cried from September to Prom and all through those final days.)

My second oldest eased into school with quiet confidence. Grade 10 felt like the sweet spot – less chaos, more clarity – but still a whole lot of growing. That year brought real talks about friendships, future plans, and figuring out who you are in a world that wants you to fit in. Let me be clear: there’s no real sweet spot – just different kinds of learning curves.

And then there were the twins. Always each other’s built-in backup – though to be honest, it was usually Twin A keeping Twin B on track. I saw their individuality blossom. One thing I did get to hold onto was the matching outfits – thanks to school uniforms. Uniforms made mornings easier, but trust me, they still found ways to express themselves. Suddenly we had different playlists, strong opinions, and daily debriefs filled with drama. It was chaotic, messy, and filled with glitter in places glitter should never be – but honestly? Those were the best days.
Looking back, school wasn’t just about academics. It was about resilience, friendships, and learning when to hold on – and when to let go.

And though the house is quieter now, my heart still carries those back-to-school memories. Trust me, embrace it because it will all be over in a flash.

Mary Racioppo
Editor-In-Chief, City Parent