Dear Jack: Your Instant New Hat Collection

14 years, 9 months.

Dear Jack,

This past Sunday, our family was invited to attend the big work party that Mommy was responsible for planning and directing.

When she explained there would be a “hat bar”, I just couldn’t comprehend what that even meant.

Once the party started, I suggested that our family be the first to try it out. I never would have imagined it would be so much fun to curate a collection of patches to be pressed on to a trucker hat. You immediately chose a Dale Earnhardt patch for your designated hat, as we assumed we would only get to make one hat per person.

But by the end of the party, since the cost of the hats and service were already paid for, you had some extra fun in creating some silly hats.

I would love to actually see you wear them in public…

Love,

Daddy

Dear Holly: Why There is a Roller Skate on Your New Hat

9 years, 3 months.

Dear Holly,

I’m sure I’ve pointed this out before, but I’m officially the person in our family who says “no”. It’s written into my DNA and therefore my role as the patriarch of our family.

Not only do I say “no” to questions like, “Can we get a pet dog?” and “Can we get a pool?”, but I also am the person who initiates what time we will go to an event and what time we will leave.

I’m the gatekeeper and the timekeeper. As I like to think, I keep things fun by creating and promoting the boundaries.

Accordingly, I make sure that you and your brother get to bed on time, and more importantly, get to sleep on time, each night.

It is of course your instinct to delay the bedtime process every single night: “I need a hair tie first… I need some water first… I need some lotion first… I need my stuffed animal first…”

I learned to proactively say, “Okay, Holly… it’s time to go take your shower. Before you do, I need you to go get your hair tie, your water, your lotion, your stuffed animal… your roller skates!”

Part of our nightly routine is for you to respond to my silly joke, “Daddy, I don’t need roller skates to go to bed!”

So when it came time for you to create your trucker hat this past weekend at the “hat bar” at Mommy’s work party, in addition to the shell I suggested to represent our last name, you obviously also chose to include a roller skate patch!

Love,

Daddy

Dear Holly: You Started 4th Grade This Week

9 years, 3 months.

Dear Holly,

After a short summer of hanging out with your cousin Darla, the two of you now begin 4th grade together. But this time, you will be in separate classrooms, unlike last year when you were still a new student here.

But you are smart, confident, and friendly; so I know when you will easily make friends in your 4th grade class. Perhaps there will be new students who you help welcome to the school, now that you are settled in.

Though you won’t have your cousin right next to you the whole time this year, she’ll still be in the same hall; the classroom next to yours, actually.

I loved 4th grade! I think you will too.

Love,

Daddy

Dear Jack: Your New UTV “Side-By-Side”

14 years, 9 months.

Dear Jack,

It’s funny what you can order from Walmart’s website these days. When we were planning the move to Alabama back in late 2023, Mommy proposed the idea of our family getting a golf cart; since the neighborhood we now live in is adjacent to the golf course.

But once we got here, you realized that all your friends ride around in UTV’s (“utility task vehicle”), also known as a “side-by-side”.

Just a week or so after we ordered it from Walmart.com, a truck delivered our new side-by-side in front of our house.

I say “our” new side-by-side, but we all know it’s really yours. We’ve had a lot of fun already, simply exploring old trails near our house.

And I appreciate that you driving your side-by-side serves as great practice for you getting your driver’s permit here in a few months!

Love,

Daddy

Dear Holly: Trading in Your Pink Surfer Girl Jeep

9 years, 3 months.

Dear Holly,

I admit. It was sad to see your pink “Surfer Girl” Jeep out by the side of the road to be picked up; along with your old car booster seat and the stroller we used to push you around in. And for the record, someone picked it all up before we even went to bed that night.

The pink Jeep was your main gift from us for Christmas 2020; over 4 and a half years ago when you were only 4 years old.

And you certainly got so much use out of it all these years. It served its purpose, for sure!

But, I have to accept that you are growing up and that means you eventually outgrow certain toys. Now, your brother’s new “side-by-side” vehicle serves as the new upgrade to your pink Jeep!

 

Love,

Daddy