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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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authorlizsanfilippohall

Multi-genre author. 📚BECOMING CHARLOTTE CORDAY, a YA historical fantasy coming spring 2027 from Apprentice House Press

What will my creativity process be like this summe What will my creativity process be like this summer? How much writing will I get done? I have no idea! In my latest Substack, I share how I’m trying to embrace @marieforleo’s mantra of how everything is “figureoutable.” For the full post, hop on over to my Substack!#SummerLiving #MomLife #WritingLife
I normally write in Google Docs (for access on the I normally write in Google Docs (for access on the go), but I’m thankful I didn’t last night because a side quest project I’m working on wanted to be handwritten. #WritingLife #MomLife #AmWriting
When I was a young mom, my dreams of writing felt When I was a young mom, my dreams of writing felt so out of reach. I was being pulled in a million different directions, and I never thought I’d make the progress I needed to. But then I realized that I just needed to reassess my process (and give myself some grace). Gone were the days of immersing myself in my imagination for hours on end… but 5-10 minute writing sessions? That I could do. This guided journal was born out of that process. Grab this 28-day guided journal through the link in my bio 🥰#MomLife #WritingProcess #WritingDreams #GuidedJournal
My writing goals this week are… being realistic. My writing goals this week are… being realistic. Zero camps this week for the kids. Boatloads of free time. Changing routines. Yeah, I’m giving myself some grace. #CreativeWriting #SummerBreak #MomLife
My wild and crazy Saturday night included playing My wild and crazy Saturday night included playing with my black and white drawings. I didn’t know where this one would go… I had zero preconceived notions. But I’m curious - what do you see taking shape? #Drawing #FreeDrawing #MomLife #FunWithArt
Book two in my Charlotte Corday series is underway Book two in my Charlotte Corday series is underway! I actually started in on this book last fall, so I’m about halfway into my “draft zero” already… 40,000ish words that includes a handful of chapters and a whole lot of outlining and world building. I’m having fun figuring out how this story pans out, and that’s basically all I can say without spoiling anything 😜#AmEditing #AmWriting #MomLife #DraftZero
Rejection is so freaking hard… but it’s part o Rejection is so freaking hard… but it’s part of the publishing process. So how can we find ways of tolerating it? In my latest Substack piece, I share some things that have worked for me over the years. #Publishing #WritingLife #HandlingRejection
Even if you have zero intention to write or sing a Even if you have zero intention to write or sing a song, but you love writing, you need to check out this book. Wilco’s Jeff Tweedy is entertaining and insightful, and his approach to creativity feels like my own (did I really just write that?! I’m not, I swear, comparing myself to his incredible songwriting abilities). But his words struck a chord with me (pun intended): “Take the time to play with your words. Allow yourself the joy of getting to know them without being precious about directing everything they are trying to say.”But he goes beyond inspiration and encouragement too, and offers some super fun writing exercises… l you’ll just have to read to find them out. 🥳Now please excuse me while I go check out his other book. #AmWriting #BookRec #Creativity #Wilco
Did you know I do manuscript critiques and editing Did you know I do manuscript critiques and editing? Whether you’re looking for a one-time coaching session, or looking for guidance with your writing through written feedback, I have your back. 🥰#WritingPartnership #EditingServices #AmEditing
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