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Letter to My Daughter as She Starts Middle School

August 29, 2025 by Liz SanFilippo Hall

My darling daughter, 

Here we go again, hurtling toward another milestone: you’re in middle school! 

Throughout fifth grade, there was so much anticipation, so many questions, so many concerns (that you mostly shared between your friends) about what to expect. Your elementary school did a fabulous job of preparing you for this transition, but I wanted to emphasize, even though I’m sure you’re already sick and tired of hearing it from me, that I’m here for you. Always. 

I still remember how you, as a little girl, used to hide behind me when we went somewhere new. I still remember how you clutched onto the back of my pants, not wanting to let go. This persisted through preschool and kindergarten… and then the world flipped upside down because of Covid. You pivoted. We pivoted—as a family and how we approached life and learning. 

Letter to my daughter as she starts middle school

Here we are five years later, and I think both you and I can agree that you’ve come a long way. You no longer hide behind me, and you’ve found your voice. But that doesn’t change the fact that there will be times as you grow up, especially as middle school gets underway, when you won’t totally know how to handle something. 

Darling girl, I might be “old,” as you say, but I’ve lived it. Even if it may have been *ahem* a few decades ago, I have been there. In other words, I understand how middle school can be… challenging, socially and academically. 

But it’s also a time of discovery and learning who you are and who you want to be. I’ve talked to the moms of your besties, and we all agree that we’re glad you found some of your “people,” other girls you feel like you can be 100% yourself with—and that is HUGE. 

Then, when class schedules were released, and we realized all those besties weren’t in any of your classes… those big feelings surrounded us (because yes, I promise you, I felt them, too). It’s okay to feel those feelings. 

No matter how young (or old) you are, change can be hard. You won’t figure out everything right away, but I promise you, one of these days…

You’ll figure out how to open that finicky locker of yours.
You’ll know your schedule like you know the lyrics to your favorite Olivia Rodrigo songs.
You might lose some friends, but I promise you’ll make some new ones, too. 

In the process, you’ll grow up and learn a whole lot about yourself. 

Through all the ups and downs, please know this: I am here for you, whenever you need me, whether it be with a hug or a sounding board for whatever you want to share. 

I can just picture you rolling your eyes at me now. And that’s okay, too. Because no matter how old you are, you’ll always be my girl. 

Love you, always and forever,

Mom

***

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Filed Under: Family & Lifestyle, Life With Kids Tagged With: family, growing up, kids, lessons from little miss, letter to my kids, little miss, middle school, school

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Let’s get that story out of your head and onto the page | Editor, Creative Writer, Author, & Coach

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My 6-week in-person picture book workshop launched My 6-week in-person picture book workshop launched last night! My students are all starting with a seed of an idea and building it from the ground up. For most, it’s the first time they’ll ever workshop their writing, and I know how intimidating it can be, so we’re spending the first half of the class pre-writing and getting to know our stories (and each other) before we start providing feedback in week 4.I can’t wait to dive in with this fabulous group of writers and see what stories emerge!#WritingWorkshop #PictureBook #AmWriting #MomLife
Let’s talk about waiting. (This is for the peopl Let’s talk about waiting. (This is for the people who hit refresh on their email inbox countless times a day).So much of life is waiting. As Dr. Seuss once wrote, “Waiting for the fish to bite or the wind to fly a kite… or Another Chance. Everyone is just waiting.”And when it comes to the publishing industry, whether you’re looking to publish in a literary magazine or with a book publisher, you hit send… and wait.And wait.And wait.And wait. x100There is no promise of a yes. No promise of even a ‘no’ to be honest. (Sometimes, it’s just silence).Waiting is something to get used to. So what can we do? Keep writing. Keep creating. Recognize that waiting is just a part of this game called life.And then, one day, you open up your email, and you’re hit with a… “Congratulations! Is this story still available for publishing?” And it makes the waiting all worth it.So, if you’re in the trenches, I see you. If you’re putting yourself out there and feel like you’re shouting into the void, I see you.But I encourage you to keep writing and keep hitting send… because you never know when you’ll get that yes.#DontGiveUp #WritingLife #AmWriting
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