Dear Jack: A Dad’s Letter to His Son on His 14th Birthday

14 years old!

Dear Jack,

Here recently, you have been making a point to reminisce with Mommy and me regarding your childhood memories; specifically the ones that now fall into the personal nostalgia category in your brain.

It got me thinking: What exactly were we doing a decade ago, since that is the point in time you have been referring to?

Whatever you were doing 10 years ago, I was doing too. My life is undeniably in tandem with yours.

So I decided to go back through my old letters to you from a decade ago; to the Fall of 2014.

I had just finished my 3 year stint as the officially daddy blogger of Parents magazine, but we were still being sent new vehicles for our family to review on my website. So I took a lot of pictures of our family wherever we went.

And by “our family”, I simply mean you, Mommy and me. Your sister was not even a thought yet. At that point, Mommy and I still assumed you would be an only child.

We were having our “new” house built and in the process of moving out of our townhome.

You were really into Legos, trains and superheroes.

It makes me feel good that as you look back on these memories, you remember your childhood as a fun, warm, and safe place to return to.

Because… I’m sort of responsible for that. I want you to feel solid in knowing that you have been raised, and will continue being raised, in a loving, encouraging, and empowering household where it is our intent to make life meaningful and create beautiful experiences.

Happy 14th birthday!

Love,

Daddy

Dear Holly: You Can Still Appreciate the Kids’ Stuff

8 years, 5 months.

Dear Holly,

Mommy and I are 43 years old. We are full grown adults.

Your brother is a teenager, at age 13.

But you…

You are still a child. And I love that fact so much.

I don’t take it for granted that everyday, I get to spend time with an 8 year-old little girl who still sees the world through the lens of a child.

This past weekend, I got to watch you enjoy an early Fall Festival; which included you dressing up, visiting all the cars participating in Trunk or Treat, playing carnival style games, and getting your face painted.

You just can’t know right now how much that means to me.

 

Love,

Daddy

Dear Jack: The Travis Scott Shoe Project

13 years, 10 months.

Dear Jack,

For the past couple of weeks, you had been researching and informing Mommy of “the new limited edition Travis Scott x Air Jordan 1 in reverse olive shoes that are going to be dropping on Saturday, September 28th…”

You explained that there were certain websites where you could “enter the draw” for a chance to be selected to buy a pair of the shoes for the “starting investment price” of $150.

The inspiration in buying these very limited shoes was that your goal was to resell them as an investment; since you already had the intel that they would instantly rise in value. You easily convinced Mommy to try to buy a pair of her own to “invest in” as well. She even rescheduled her hair appointment to accommodate her availability for the event.

So you both woke up early last Saturday morning to be ready for the draw and double your chances of winning a shot to buy the shoes.

Unfortunately… neither of you were selected in the draw to purchase these $150 shoes (which, as you predicted, quickly increased in value to $455).

The next day, I happened to be walking by Mommy who was about to hit “pay now” for a different pair of $150 Nike shoes that you really liked “just to wear, not to invest in”.

With you standing right there next to her, I casually said out loud, “So Jack just gets these new shoes he wants… because?”

She responded, “I think? Maybe?”

I sealed the deal, explaining to you:

“If you weren’t a such a good kid, it would be different. But you are! Your grades are high. You’ve learned to make new friends at your new school and even took on the challenge of joining the football team… and you are wanting to go to church; we’re not dragging you there. So I say, you get the shoes. Because we are proud of you for the decisions you are making and we trust and support you through this often confusing time in your life.”

While that may or may not have been the right expert-approved thing to say in that moment, it’s how I feel in my heart.

I recognize you are a good kid who is learning to make your own choices when your parents aren’t around. That’s a big deal and it’s important.

That means you get the cool Nike shoes you want for your 8th grade year: The Nike Skateboarding Dunk Low Alexis Sablone Chameleon shoes that change colors from green to purple as you wear them in.

While it was certainly the most money we have ever paid for a pair of shoes for you, I thought back to my own 8th grade year which was 30 years ago. Nonna drove an hour to a different town to buy me the Nike Air Raid 2 shoes that I wanted so badly. And that she bought them for me, not for my birthday or for Christmas, but for “being a good kid”.

Adjusted for inflation, I know she spent at least as much on me for those shoes. So I guess it’s a bit of a tradition in our family.

Your childhood consisted of years of collecting stuffed animals, Hot Wheels, and Lego sets.

Now that you’re a teenager, it looks like it’s going to be unique shoes, an iPhone, and a PlayStation 5 with Call of Duty on your “must have” list.

Slightly more expensive than the toys you cared about a decade ago, but that’s okay.

Because I see you as an investment. I want to raise a well-balanced, innovative, confident son who will grow up to do amazing things on his own.

And I think that means making sure you have cool shoes in 8th grade.

 

Love,

Daddy

Dear Holly: You Can Turn Anything into a Fashion Show

8 years, 5 months.

Dear Holly,

I am always clueless as to what the Amazon delivery person is bringing to our door. I just know that whatever it is, it’s not something I ordered for myself.

It’s all a blur, but at some point this week, I saw you parading through the house as if you were in a fashion show; despite no official spectators there to serve as your audience.

So I decided to help you out.

From what I could tell, you had received a new water bottle with a matching inflatable flamingo koozie, cute new boots, and a Squishmallows backpack.

I truly enjoy learning what I bought you through our newest Amazon order… that I had no idea was placed.

 

Love,

Daddy

Dear Holly: An Extra Photographer

8 years, 5 months.

Dear Holly,

I feel like it’s pretty much official by now: Aunt Dana has largely replaced me as your main photographer.

Since we live in the same town as her now, and considering that you and your cousin Darla are in the same classroom, Aunt Dana often happens to be where you are; when I am not around.

She sent me some photos of you, Darla, and your friend Charlee last week. I responded, “I was at the school book fair. You got a lot of pictures that I didn’t even know you were taking.”

Turns out, there was also a “during school hours” version of the book fair that I didn’t even realize was taking place earlier that day. But Aunt Dana was there to capture the moment!

Otherwise, I would have had no clue that event even took place.

Love,

Daddy