A Letter to my Daughter on Her First Day of Preschool

My sweet Caroline,

Today was your first day of preschool and I am both relieved and pleased to say I made it through without shedding a tear. Okay, maybe just up until the time I began writing this letter. My heart was so full of joy as I watched how excited you were to enter through those classroom doors and meet your teachers.

(Photo Credit: C. Corrigan)
(Photo Credit: C. Corrigan)

Now that you are starting school, embarking on this new and exciting adventure, I find myself thinking about all the hopes and dreams I have for you. Here are just a few…

Always be true to who you are. Trying to be someone else is like being second-best. The greatest relationships you will ever have will be with those who know, love, and accept you for who you are. You are such a sweet lovable caring stubborn helpful independent joyful human being.

I hope you always keep your love of learning and exploring. The possibilities are endless. The world is your oyster.

Please remember that it does not matter how popular you are. What does matter is always treating others with kindness and respect. THAT is what you will want to be remembered by.

Dream big baby girl. Shoot for the stars. Always set goals and work your hardest to achieve them. I’ll always believe in you. I am your biggest fan.

You are three years old. It happened in a blink of an eye. It feels like just yesterday daddy and I drive you home from the hospital in a snowstorm.

(Photo Credit: J. Corrigan)
(Photo Credit: J. Corrigan)

I woke up today and you brushed your teeth, dressed yourself, put your backpack on, and said, “I’m so excited!”

(Photo Credit: C. Corrigan)
(Photo Credit: C. Corrigan)

And then you squeezed me really tight with one of your special Caroline hugs.  I hope you never stop hugging me like that.

(Photo Credit: C. Corrigan)
(Photo Credit: C. Corrigan)

I love you monkey, and I am so proud of you!




The most adorable preschooler I know(Photo Credit: C. Corrigan)
The most adorable preschooler I know!
(Photo Credit: C. Corrigan)


5 thoughts on “A Letter to my Daughter on Her First Day of Preschool

  1. Carly, what an absolutely beautiful letter you wrote to Caroline!! It made me want to cry just thinking back to when my kids were little and how I was more nervous than they were going off to school for the first time. I remember going back to my car each time I said good-bye and bawling like a baby. Time passes all too quickly and soon those “children” are grown and parents themselves. Enjoy them each and every minute!

  2. Carly, this was beautiful!! Time will fly now, you’ll blink and they are starting kindergarten, middle school, high school and then college…. and yes you will cry each time because it went so quick. enjoy this precious time when they are young…remember to take lots of pictures and to make memories together.
    You children are blessed to have such an awesome mom!!!!

  3. This letter…the pictures…absolutely beautiful. I wish i had done the same thing!!! Such great and beautiful advice. I hope that you will print this and save it for her, or even do a new one every year or every other year for when she can read them. My grandmother wrote me a letter like this when i graduated high school and it meant so much to me… its been over 10 years since i graduated and i still get choked up when i hear “I Hope You Dance” because she referred to the lyrics in the letter
    I have no doubt that Caroline will be tenacious, loving, kind (HILARIOUS!)and stay true to herself no matter what….just like her awesome mommy 🙂

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