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Annabel turns six on September 17th. I write and publish birthday letters for the kids. Here are Oliver’s, at five and at six, and Theodore’s, and Madeline’s.

“If you could write anything in the garden, what would you write, Annabel?” Amy asked.

You didn’t hesitate.

“All kids deserve to be loved.”

“Why?”

“Because whenever we go to the playground, you check to see if my friends want to come, because you know I like playing with them. And whenever I come home, Daddy makes me yogurt and granola for me, because he knows I like it.”

Some days it’s easy to forget you’re only six. That you already understand love is what you do, not what you say.

Two years ago, in your fourth birthday letter, I wrote: “We don’t have that thing yet, AB, you and I. I think we’ll find it, though.”

I think we’re getting closer. We’re so alike, you and I. We both like our silences and our space away from people. We’re both little black sheep, still figuring out where we belong. Or maybe that’s just me projecting. I do that.

Annabel and me

Either way, it can be hard. I think this year it was.

For as long as I can remember, you and Oliver were a pair. There was a whole era where you two were inseparable, as we moved across the world and then meandered our way back. That’s slowly ending, and now we’re figuring out what’s next.

You’ve already had your moments of brilliance. Your first day of kindergarten, for one.

Your mom stayed up the night before making you a banner and setting your teddy bears out on the kitchen table to greet you in the morning. You came down smiling ear to ear, bob cut, book bag strapped across your chest like this was the thing you’d been waiting on your whole life. We stood in a schoolyard, a stream of navy blue and khaki, kids fighting and playing all around us. You headed for the door already chatting with a friend. You waved goodbye. You disappeared without a glance back.

Annabel walking in on her first day of kindergarten

A few days before that, I took you and Theodore to the Please Touch Museum.

Annabel and Theodore at the Please Touch Museum

You took him under your wing. You walked him through the grocery store and made sure he could pick things out and buy them himself. You brought him into the Alice in Wonderland maze and told him you would keep him safe and show him all the shortcuts.

Six is two steps forward and one step back, my love. It can feel like a maze of its own while you figure out where you fit.

Here’s the one thing you’ll never have to wonder about. You are loved. You’ve got your whole family with you, ready to show you the way whenever you need it.

Happy 6th birthday, my love.


⭐ Recommendations

📺 Watching

🎬 Carolina Caroline. Went in expecting one movie and got a much better one. A Letterboxd review said it best:

“Went in expecting a thrilling, fun and sexy bonnie & clyde style crime thriller and what i got was a deeply profound, irresistibly charming and often emotional character study about the pursuit of happiness.”

🍜 The new Anthony Bourdain movie, Tony. Saw it with my cousins Brian and Brandon; we’ll watch anything Bourdain. I’ve started to re-read Kitchen Confidential. My favorite Bourdain quote, on writing for television:

There is a grim, inevitable and all too predictable trajectory to the passage of a good episode of television. People aren’t as stupid as your minions clearly believe, they don’t need the truth pounded home with meaningless platitudes, or bland generic sum-ups. They’ll get it. …Don’t empower these squirrel-balled nerds by letting them get their way. They will then nibble this show to death like hungry ducks.

🧗 Fall, and then the behind-the-scenes on how they shot it. Just a fun watch; my feet were sweating as I watched it. To work through the direction, they built a tiny scale model of the platform in a backyard first and blocked the entire movie on it, working out how the characters would sit, stand and sleep.

📖 Reading

📕 Sons of Ares, the Red Rising graphic novel, prequel to the series. Great to read it and have visuals of this world.

tl;dr Be honest about what’s working. Change what isn’t. Stop holding on to the idea of who you used to be (or who you’re supposed to be).

I set a 5 a.m. alarm for years. I haven’t actually woken up at 5 a.m. since Madeline was born.

I know because I write it down. I keep a daily journal in Roam, and going through it, the same note is sitting there on page after page:

Tried for 5:00, snoozed. Up at 6:30.

Tried for 5:00, snoozed. Go to bed earlier.

Went to bed at 10 pm. Still snoozed.

I’ve tried to work the problem. I tried solving it with more alarms: a sunlight alarm, my Nintendo Alarmo, and my phone.

Almost two years ago, on my first day back from paternity leave, a calendar invite from HR titled “quick sync” landed in my inbox.

“I hope you’ve been having a wonderful time with the new baby. Unfortunately, we’re going through a reduction in force…”

You know the rest.

Shortly after that, I decided to try consulting (i.e., working for myself) full-time. Two years feels like just enough time to give an honest evaluation on how it’s all going.

In January, I ran into a parked Tesla outside of a store that sold overpriced cookies in Fishtown. Not a big deal (it was just a fender bender), but I felt terrible.

I called the owner to tell her.

She picked up the phone:

“This is not how I wanted to start the year.”

You’re telling me.

By any objective measure, it was a rough start to 2026. There was The Tesla Incident. Our fridge broke. We found water leaking through the stucco on the back of our house, which means we need to replace the entire exterior. We lost Deefer, our dog, in January.

So yeah. Rough quarter.

Underneath all of that, a lot happened.

What happened in Q1

Good Morning Philly newsletter

The biggest thing I built was Good Morning Philly, a free weekly newsletter covering the River Wards (Fishtown, Northern Liberties, Kensington, Port Richmond) that ships every Monday at 6 AM.

Deefer passed away on January 19th, 2026. This is my goodbye letter.

I write and publish birthday letters for the kids. Yes, this includes Deefer Dog. You can read Deefer’s 10th birthday letter here. And here are Oliver’s, Annabel’s, Theodore’s, and Madeline’s recent letters.


Eight months ago, we asked the vet when we’d know it was time. She didn’t hesitate:

“When he has more bad days than good.”

I wanted specifics. A date. Confidence levels. Standard deviations. But that was all she gave us.

So I did what any reasonable person would do. I started feeding ChatGPT his entire medical history.

Stage 4 heart murmur. A mass on his adrenal gland invading his vena cava. Seven different pills every day. I logged it all. If the vet couldn’t give me a formula, I’d build one myself.

For eight months, it worked. More good days than bad.

—-

Friday. Amy ran upstairs to get ready. I was trying to get the kids to play Mario Kart. Deefer threw up three times. Then he started throwing up his water. And he kept throwing it up.

This is my friends & family newsletter. You probably signed up after reading one of my articles, a LinkedIn post, or after we met. You’ll get a new letter 1-2x per month.

Madeline Mei Jing Lee was born on November 26th, 2025.

I write and publish birthday letters for the kids. You can read Oliver’s, Annabel’s, Theodore’s, and Deefer’s recent letters.


We went to visit our family friends, Ali and Tommy, with your Mima. They’d just finished remodeling their house.

Ali opened her walk-in closet.

“Tada,” she said. Shoes lined the room floor to ceiling—Manolo Blahnik pumps and Jimmy Choo and Louboutin heels, all on perfect display. I wear Hokas for every occasion, but somewhere The Corrs were playing. It left me breathless.

Later, Tommy took us to the basement, showed us his tool collection. Everything perfectly hung, tools stenciled to the pegboard so you’d know exactly where each one belonged. Everything in its place.

My dream house.

When we left, I asked your Mima: “Did they want kids?”

“Ali did,” she said. “Tommy didn’t. They nearly divorced over it, years ago.”

“Then what?”

She shrugged.

“Then they didn’t. Tommy got his way.”

—

Your grandad suggested a few names for you.

美雲 (Mei Wan): beautiful cloud

美怡 (Mei Yee): beautiful and joyful

美靜 (Mei Jing): beautiful and calm

We didn’t hesitate. We’ll take the calm one.

Your parents are optimists, Madeline. We wanted to conjure some stillness into your personality. This house runs on chaos—usually after dinner, before bed, the volume rising until someone cries. We were hoping you’d bring some balance.

So far, you’ve held up your end of the bargain. Like you knew we needed it.

You’re also the last one. Which means there’s this tension: we know the most about parenting, but have the least time to do anything about it.

I can’t promise Louboutins or an orderly life. With four of you, I’m not even promising college. You all might flip for it—the winner goes.

But I promise you this: you are born into a family that will show up for you. Everyone is cheering you on. There’s so much love here, Madeline.

It’ll leave you breathless.

This is my friends & family newsletter. You probably signed up after reading one of my articles, a LinkedIn post, or after we met. You’ll get a monthly email.

It was only after Chris died last November that I finally got a reply from an old friend. I’ll call him “Alex”.

Oh god, I had not heard, and am so sorry, that’s devastating. Thank you for letting me know…

Eight years of emailing Alex, with no response. Birthday messages. Life updates. The occasional “thinking of you, man.” I never got anything back.

It took a message about the motorcycle accident to break the radio silence.

It keeps me up sometimes. Because there were times I wasn’t a great friend. There were times (cringey, crawl-into-ball-and-die moments) where I chose convenience over loyalty, where I let him down. And I think maybe I earned the eight-year silent treatment.

But there were good moments too. Times I showed up when it mattered. I want to believe it balances out. I’m not sure it does.

The only move left: look at where you failed, and try to fail less. Look at where you succeeded, and do more of that.

That’s what these reflections are for. Once a year, once a month, every day… the frequency is a detail. But you have to look. Reflection is how you steer instead of drift.


This is a review of my 2025 and a public sharing of my 2026 goals.

At the end, I share why I do this and how I review the year.

To summarize: This helps me look back at what worked, what didn’t, and what I want to focus on in 2026.

My friend Chris passed on November 9, 2024, in a motorcycle accident. He was riding slowly out of a parking lot in Los Angeles. They think he hit something. He fell and died. Last week, I went back to New York for his memorial service.

One year to the day that Chris and I filled a 2006 Corolla with everything we owned and drove to Los Angeles, he came home with the tattoo gun.