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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: Cool Experiences, 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 4/27/2027 from Apprentice House Press

Looking for a spooky read? Or love stories about h Looking for a spooky read? Or love stories about hidden histories and the stories we tell ourselves about our fears? I adored this book, and not just because I learned stories about Scottish witches. This book is about memory, legacy, and why it’s so important to listen before we act. And it had me guessing what was real until the very end. The Lighthouse Witches by @cjcooke_author #WitchyReads #HistoricalFiction #Scotland #LizReadsALot
Writing and creating can be such a mindset game. W Writing and creating can be such a mindset game. We need to be our own cheerleaders AND advocates. You have something you want to write and create? You’ve got this… but if you need some more cheerleading, please know I’m here - ready to cheer you on. #CreativeSpark #BookCoaching #WritingLife #MindsetMatters
Another incredible way to learn about history? By Another incredible way to learn about history? By asking people about their stories and their experiences! And surprise surprise, I’m advocating for interviewing the people in our lives first and foremost. Our stories are powerful… they shape us. But only if we’re willing to ask and listen. #Storytelling #OralHistory #WritingTips #FamilyStories
Time to shout out our writing goals! Speak them ou Time to shout out our writing goals! Speak them out loud, schedule time for them, make them happen. This week: going strong with edits!! These characters have been directing things lately. #WritingGoals #AuthorsOfInsta #Creativity #GoalSetting
Other than books, how else can we dive into histor Other than books, how else can we dive into history and learn about our past? Through museums… and I’m not just talking about history museums either. No, they don’t always have “virtual reality” experiences but I promise you’ll feel “immersed” in totally different cultures and spaces. What’s your favorite museum or historical site? Shout out to @geoffreybaerwttw for his wise words about local history. #LearnHistory #CoolExperiences #PeekInsideMyBrain #HistoryLesson
Want to learn more about history? Don’t start with Want to learn more about history? Don’t start with the internet or AI. Today I’m sharing how I start the process of learning about a culture, civilization, or topic before I start writing… all without typing into Google search. What random fun facts have you learned without the use of an internet search? #HistoryResearch #WritingLife #ReadABook #KnowYourHistory
I focus on only one “big” creative writing project I focus on only one “big” creative writing project a week, and only have, maybe, 4 hours max to work on it at the computer…. It can be hard when it looks like the word count doesn’t change much. But hey, this is the editing life! And I’m making progress… currently one scene at a time. #WritingLife #WorkInProgress #AuthorsOfInsta #WeeklyUpdate
I talk a lot about finding joy in the creative pro I talk a lot about finding joy in the creative process… but can you find joy in trying to get published? In sending query after query? Rejection is hard, but it’s a fact, and it’s one we need to try to get comfortable with if our goals include publishing. In my latest Substack, I share my experiences with querying, rejection, and how we can build resilience even when we hear “no” again and again. I promise: we can do hard things… you got this.Link to the full story in my bio/story. #Publishing #Rejections #WritingGoals #MindsetMatters
Once upon a time, I struggled to share my writing Once upon a time, I struggled to share my writing with others. Yes, I was (and am!) a professional writer and editor, and I’ve written for what feels like countless industries and publications over the last 20 years... but my fiction? Hah! But I’ve long dreamed of becoming a career author, of publishing my books and my stories with the world... and I needed to step out of my own way. In 2025, I did just that, and it took some DEEP mindset work to get past some pretty big self-limiting beliefs. I know I’m not alone in feeling this way, and so I wrote an ebook: Your Permission Slip To Chase Your Writing Goals. It includes creative nonfiction based on my own journey to “claim” my identity as an author, plus writing prompts to help you think deeply about WHY you want to write. The result? Progress with your writing!Link in my bio/story. #SelfLimitingBeliefs #TheStoriesWeTellOurselves #WritingGoals #Creativity
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