Happy Birthday, Charleen

Personal

I’ve had many blessings in my life, but the very first was the family I was born into. Today, I’d like to tell you about my only sibling, favorite sister, and best beloved, Charleen Mullenweg.

With a gap of nine and a half years between us, we could have easily been distant from each other, but it was almost like I had a third parent, one who was just the coolest person I could imagine in the universe. My sister paved the way for me, giving my parents lots of experience and training, so they were pretty chill by the time I came along. As a very young kid, I didn’t always understand what was going on. For example, one time, I remember getting jealous of all the gifts she was getting… gifts given after a really intense surgery for severe scoliosis (twisted spine) that required her to wear a brace for many years. She was always gracious and understanding towards the little kid following her around everywhere and trying to be like her.

However, Charleen never wavered in being my biggest supporter, despite how annoying I must have been as an eager kid a decade her junior. All of my early aesthetic and musical tastes were derivative of her early discovery of cool bands like The Police, U2, Counting Crows, and Concrete Blonde. Despite being labeled with her initials, I’d “borrow” all her CDs and tapes. We’d make each other mixes and share books.

I’ve never doubted that no matter what I did, Charleen would always back me up, as she said “I’m behind you 1000%.” I missed her dearly when she moved to Austin in the 90s, far before everyone else figured out how cool Austin was, but that just meant countless road trips to visit and crash on her couch. The distance didn’t keep her from being there for every holiday and major event, including when I started to have jazz performances or host technology events in town. Whatever my interest was, she was there and supportive. As WordCamps started to become a thing, she was there. I always knew however much I messed up or people were mad at me (there were lots!) I could look out and see my sister’s face, there to comfort me.

Her influence on me didn’t stop with music and art. Charleen’s early research into genealogy, which included deep dives into libraries and making rubbings of gravestones, couldn’t be more perfect for my first foray into relational databases. We learned together how to set up the structures in MySQL and phpMyAdmin to represent all of the genealogical information in tables, which complemented the PHP I was learning to create Mullenweg.com, still up today. Before I built any other content management systems the first content I was managing was Charleen’s and my Uncle Colin’s research.

If you’re a sibling and want to be as awesome as Charleen, start with this: Unflappable, unwavering support, and honesty. My entrepreneurial path was not straight up and to the right: It included many twists and turns, close calls, borrowing money, huge mistakes, but I always knew Charleen was a phone call away. Her sharp intellect was able to slice through whatever I was struggling with, able to back and support me however I needed in that situation. You can jump further when you feel like you have a safety net, and my family has always been that for me. There have been times when it felt like the entire internet was calling for my head, nobody liked me, I couldn’t do anything right, but Charleen was always there.

They say there’s family you choose and family that you’re born with. Well, if there’s any sliver of truth to the idea from a movie like Pixar’s Soul that you have some choice in the matter of where you end up being born, I’m delighted that I chose to be born as a little brother to Charleen. Because we saw so many other examples of familial relationships torn asunder, we never wanted that to happen to us, so we’ve always maintained that ability to just let things go that don’t really matter as much as your lifelong bond.

Charleen, thank you for a lifetime of love and support, from my first breaths to our latest adventures. You inspire me to be a better human. I can’t imagine being as successful at anything I’ve done in life without you there behind me. I’ll do my best to follow your example of always being behind you 1000%. You’re the best sister I ever could have wished for. At this half-century mark, let us count our blessings and plan many more shenanigans.

Jim Simons RIP

Scaling

As I wrote the other day, don’t constrain your mentors by their availability. Today, I’d like to highlight someone I consider a mentor, who I’ve never met, and now that he’s passed away, I never will, Jim Simons.

I’m mildly obsessed with the culture and results of Renaissance Technologies, Jane Street, Jump Trading, and Two Sigma because I’d like to create the tech and infrastructure version of that at Automattic. Jim Simons reminds me of my Dad, who also never quit smoking and was super-smart. Finally, I love finding obscure YouTube videos with few views but full of great stuff.

In December, 2010, Jim Simons gave a lecture at MIT called Mathmetics, Common Sense, and Good Luck: My Life and Careers. The entire thing, including the introductions, is worth watching, but I’ll call out 

  1. Do something new. (This ties well with Kevin Kelly’s “Don’t be the best. Be the only”.)
  2. Collaborate with the best people you possibly can.
  3. Be guided by beauty.
  4. Don’t give up. 
  5. Hope for some good luck.

I want to pull out point three, and transcribe directly what he said because it’s quite profound:

Pretty much everything I’ve done has had an aesthetic component, at least to me. Now you might think, well, building a company that’s trading bonds, what’s so aesthetic about that? But it is. What’s aesthetic about it is doing it right. Doing it right. Getting the right kind of people and approaching the problem and doing it right and if you feel like you feel like you’re the first one to do it right and I think we were, that’s a terrific feeling and it’s a beautiful thing to do something right. It’s also a beautiful thing to solve a math problem create some mathematics that people hadn’t thought of before, so “Be guided by beauty” is not such a bad principle.

If there’s something I’d add, it’s that there is an art to imitation, copying the masters to further your own work. In jazz, we’d transcribe solos from great musicians, note for note, and try to recreate them perfectly, not because that was what we were going to do when we got on stage, but because that understanding and foundation gave us the mastery to take that work and build on top of it. I think this is also true in open source, which often starts by recreating something that exists in the proprietary world but then goes far beyond.

While Renaissance has its Medallion Fund, Automattic has its A12 stock program, which only employees can access. Both programs share the same idea, and if we’re lucky, A12 will create a ton of wealth over time—I love that a third of RenTech’s employees are registered as having assets of over 5M.

He also lists these points as creating alignment for a great organization:

  1. Great people.
  2. Great infrastructure.
  3. Open environment.
  4. Try to get everyone compensated based on the overall performance.

That last point is the hardest. Dan Pink’s book Drive has a great overview of how it’s very difficult to align extrinsic incentive models. This post is a birthday gift to Tim.

A nice new WordPress 6.6 is out, our 50th release, on the same day people are getting hit with huge bills from Webflow. I really enjoy working in Open Source. There is no more customer-centric license. There’s some really fun stuff cooking, too, I can’t wait to show y’all.

50 releases… wow. No matter what happens in the world, we’re just going to keep cranking. Three times a year. Relentlessly. A little better each time. Don’t believe me, just watch.

Apple Intelligence

Asides

It was so cool to see WordPress highlighted (although with a lowercase P in in the closed captioning) on the Apple keynote today. 

I recommend watching the entire keynote, but especially the Apple Intelligence section starting at 1:04 not because we’re mentioned but because it shows the future of computing, which is the future of society.

Apple is an exciting company because they push so much compute and capability to the edge with their devices, it gives people superpowers. The Grammarly-level editing and spell-check alone is amazing, on par with their math stuff. Some of these superpowers will be directed into blogging, and I can’t wait to see what people do with all these new generative tools at their disposal. I really love the Promethean model where all of us have devices in our pocket or desktop that can turn us into superheroes.

I think it’s actually going to turn the hosting world upside down because complex transformations that would be difficult to run on the server-side will be trivial to run client-side with these millions and billions of processors being distributed through people’s smartphone upgrades. This innovation should exist at the operating-system layer (I include browsers and WASM in this) not be replicated in every application. WordPress Playground plays into this trend. (Interesting that Apple has now started to adopt the playground terminology.)

Cowen Life Lessons

Asides

Sriram Krishnan calls Tyler Cowen one of the best talent spotters.

I take a few life lessons from Tyler, who I consider a mentor even though we’ve spent, at most, dozens of minutes together in the past several decades. (Don’t constrain your mentors by their availability, engage with their work!)

  1. He has blogged consistently on Marginal Revolution since 2003. As he learns he shares, and that’s a lighthouse beacon attracting smart people around the world with similar interests. So the lesson is: blog!
  2. He keeps himself open to engagement, with his email address being public. He reads and responds to his own emails.
  3. He treats everyone with with respect. I was a kid no one had heard of when I met him at an economics conference in 2003, but he spoke to me with the same respect and attention he gave to Milton Friedman, who was also there.

His advice to me was simple but true: Write every morning. Be more ambitious. Because it was coming from him I took it seriously. It’s all very open source. (I’m very curious to see how economic theory and open source intersect in the coming years, I think there’s a lot in the open source world that is novel and useful.)

I’m inconsistent compared to him in those three things but I look up and aspire to the example he sets, especially within the WordPress community where I keep myself easy to reach on the community Slack or talking to people at WordCamps. (Like WordCamp Europe in Turin next week!)

Melt Your Butter

Asides

In my life I like to experience things high/low, to stay grounded. So while I’ve been taken on culinary adventures with the best chefs in the world like René Redzepi or Kyle Connaughton, sometimes I find myself on a United flight, as I am today, ordering the chicken.

When you move between two extremes it’s not the big things that bother you, for example I’m sure this chicken wasn’t raised on scraps from Michelin star restaurants, as I was once told in New York, but the little things, like “Why is this butter as hard as a rock?”

Butter, one of the most magical of ingredients, should spread. Yet it is served in so many places at a temperature that makes you feel more like you’re carving Play-doh. So I will now give you one of my favorite travel hacks: On United they nuke the main entree too hot to eat when it arrives, but this is now to your advantage because you can open the small butter tin and put it on the scorched entree and let thermodynamics turn it from rock-hard butter-ice to supple, delicious butter.

The process takes a minute or two, just enough time to eat your salad (be careful opening the pressurized balsamic dressing!) and allow the bread to cool a bit and be palatable.

On occasion I have left the butter in the heat too long, and it liquifies, but then I just use it as a pour or dip my bread into it, imagining myself at Peter Luger’s dipping my steak into the collected deliciousness at the bottom of the dish. If you’re serving at home, softening the butter and warming plates is an easy way to elevate your game.

WP21

WordPress

It seems like just yesterday WordPress was becoming a teenager, and in a blink of the eye it’s now old enough to drink! 21 years since Mike and I did the first release of WordPress, forking Michel’s work on b2/cafélog.

There’s been many milestones and highlights along the way, and many more to come. I’ve been thinking a lot about elements that made WordPress successful in its early years that we should keep in mind as we build this year and beyond. Here’s 11 opinions:

  1. Simple things should be easy and intuitive, and complex things possible.
  2. Blogging, commenting, and pingbacks need to be fun. Static websites are fine, but dynamic ones are better. Almost every site would be improved by having a great blog.
  3. Wikis are amazing, and our documentation should be wiki-easy to edit.
  4. Forums should be front and center in the community. bbPress and BuddyPress need some love.
  5. Every plugin and theme should have all the infrastructure that we use to build WordPress itself—version control, bug trackers, forums, documentation, internationalization, chat rooms, P2, and easy pathways for contribution and community. We shouldn’t be uploading ZIPs in 2024!
  6. Theme previews should be great, and a wide collection of non-commercial themes with diverse aesthetics and functionality are crucial.
  7. We can’t over-index for guidelines and requirements. Better to have good marketplace dynamics and engineer automated feedback loops and transparency to users. Boundaries in functionality and design should be pushed. (But spam and spammy behavior deserves zero tolerance.)
  8. Feedback loops are so important, and should scale with usage and the entire community rather than being reliant on gatekeepers.
  9. Core should be opinionated and quirky: Easter eggs, language with personality even if it’s difficult to translate, jazzy.
  10. Everyone developing and making decisions for software needs to use it.
  11. It’s important that we all do support, go to meetups and events, anything we can to stay close to regular end-users of what we make.

A bonus: Playground is going to change everything. What would you add?

Fun fact: On May 27, 2003 I blogged “Working backwards, earlier tonight was great. Put WordPress out, which felt great.” as one sentence in a 953-word entry written from the porch of my parent’s house where I was accidentally locked out all night until my Dad left in the morning to go to work. Had no idea WordPress would be as big as it is. Earlier that night had set up WP for my friend Ramie Speight, and done some phone tech support for another friend Mike Tremoulet I had met through the local blogger meetup. My friends from high school all had their own domains with WP and that feedback loop was magical for shaping the software.

Sabbatical Wrap

Asides

Today is my first day post-sabbatical, getting back in the swing of things with Automattic. W.org, all the things. What a unique experience! I found the lead up to the sabbatical and planning process to be infinitely valuable, the sabbatical itself to be interesting experentially, and I’m curious to see what the post-sabbatical effects are. I have that nervous excitement like it’s the first day of school, which I haven’t felt in years. What should I wear? Who will sit with me at lunch?

I could now give a much better talk about the value of sabbaticals, having finally done one myself vs observing the hundreds that have taken place at Automattic. Like having a kid, it’s something you can understand intellectually but the direct experience is profound in ways that are hard to articulate.

There’s so much to catch up on and it’s kind of delightful to check in on progress of things after a few months rather than day-to-day like I normally do. If I had one bit of advice it would be to not get a big surgery (I had a sinus one) or plan for other major health things during a sabbatical, that should be on a different track if you can help it.

At the beginning I allowed myself two goals around sailing and chess. Sailing I decided to postpone to take advantage of a peak opportunity in July, but chess has been a fun incorporation into my daily habits and also incredibly humbling playing with folks who have been at it longer. The thing I didn’t plan for that became actually really important to me was getting back to the saxophone, not even trying to perform but the ritual and zen of long tones and practice is incredibly grounding in a way I didn’t know I was missing.

A few bullet point highlights:

  • Rowed to Alcatraz.
  • Got Covid the 4th time.
  • Went to Super Bowl.
  • Spent time at my alma mata University of Houston.
  • Toured the modern cathedrals of datacenters.
  • Did a ton of health scans, blood tests, doctor meetings.
  • Got my DEXA body fat down to 17.9%.
  • Skied Big Sky and Yellowstone Club.
  • Went to friend’s 40ths and 50ths.
  • Got a major sinus surgery.
  • Hosted an epic eclipse party from a plane with 100+ flash talks.
  • Studied Qigong and yoga.
  • Spent time in Houston, San Francisco, Big Sky, Austin, Orlando, Tokyo, Taipei, Amsterdam, Paris, and Mallorca.
  • Cleaned up a ton of personal projects.
  • Read a ton.
  • Swam in the ocean.
  • Played saxophone at 40k feet.
  • Equine therapy.
  • A lot of progress on renovation projects in Houston and San Francisco.
  • Hiked many places, walking in general more than normal.
  • Tweaked my back. :/
  • Couple of podcasts and interviews, a few meetings.
  • Binged Three Body Problem.
  • Did a lot of solo time and introspection.

Also, there was actually a lot of Automattic stuff happening most notably the acquisition of Beeper! I wasn’t able to unplug as much as I hoped, but I did definitely reverse my normal priorities. One thing I really missed was that I had very high hopes to see a lot of people, but a lot of stuff came up so outside of the events it was probably smaller social circle than I normally have.

It does make me think about apophatic theology or how Nassim Taleb talks about via negativa. Whatever you’ve been doing, it’s nice to try the opposite for a while, just to see what happens.

Karaoke Hacks

Asides

You can’t sing. I can’t sing. But we both should sing, from the depths of our bellies because it’s good for your soul. We don’t sing enough in modern society! Hence, my love of karaoke.

Live band karaoke is the best, which I’ve done everywhere from the basement of Hill Country BBQ in New York to someplace random in Davao after a WordCamp, but when you don’t have a four piece band there are electronic substitutes.

The first hack to do karaoke anywhere, which I’m surprised more people don’t know, is just search YouTube for [the song you’re looking for] + karaoke. You get something like this Fly Me To The Moon. Every modern TV has YouTube and you’ll be singing along with the TV in no time. I went down a long rabbit hole of wireless mics, auto-tuners, speakers, etc, and I have emerged back concluding that a USB-C wireless speaker microphone gives a lot of the benefits without as much hassle.

The next level up, and worth the subscription, is that the Karafun apps are actually pretty good. You can even run it on MacOS with an HDMI cable to the TV and they have a QR code and queuing system. Pretty slick, pretty fun, Sweet Caroline.

Illuminate has crossed the funding threshold it needed to actually kick off the project of bringing the Bay Lights back to San Francisco, as Heather Knight writes for the New York Times. The upgraded lights will be visible not just from San Francisco but also in Oakland, Treasure Island, Berkeley… all across the Bay. It’s felt like the lights have been the lumen-physical embodiment of San Francisco’s struggles: sparkling and inspiring at the start, then facing troubles, a trough of darkness, and now hope for something better sparked and on the horizon.

I’d love to get as many citizens and addresses in San Francisco as donors, however small, to round out the last bit of the funding, so that as many people as possible can feel the ownership and pride of making the city better. Back in January when I promoted this last it was on a terrible platform, it’s now been re-done by the GiveWP team to be totally native WordPress and a slick donation experience, easy to do on mobile and with Apple Pay. (Major kudos to Devin Walker there!) Please share the link to your friends, especially ones that see the bridge from their home, for $10 it’s the cheapest pro-social dopamine boost you can have every time you look at the bridge.

Mouth Biohacking

Personal

I’m not one to shy away from random things I find on the internet, so when I came across the Scott Alexander article on a discovery in the 80s about people who don’t get cavities, my first thought was “how far is Honduras from Houston?”

So on February 28th, my friend Rene and I became the 50th and 51st people to get our normal mouth bacteria scrubbed away and hopefully replaced by a genetically modified strain of Streptococcus mutans that doesn’t turn sugar into lactic acid. A nice sabbatical jaunt.

In the 9 weeks since, no teeth have fallen out, I haven’t gotten any cavities, really the only noticeable change is that I seem to have less bad morning breath, though I still wholeheartedly recommend SmartMouth mouthwash and travel packets.

The company is working on making it more widely available without travel to another country, and if that works it will be interesting to see how long this takes to spread. Will it be adopted quickly or be like the lemon juice cure for scurvy that took 42 years to become policy? In the meantime, the weather in Roatán is warm!

If you’d like to learn more Cremiux Recueil also has a pretty good deep-dive.

Beeper & Texts

Automattic

It’s such a delight when a plan comes together and unfolds, especially when it’s something you’ve been working on for many years. Today the announcement went out that we’re combining the best technology from Beeper and Texts to create a great private, secure, and open source messaging client for people to have control of their communications. We’re going to use the Beeper brand, because it’s fun. This is not unlike how browsers have evolved, where solid tech and encryption on top of an open ecosystem has created untold value for humanity. Eric Migicovsky has written well about the plan going forward.

A lot of people are asking about iMessage on Android… I have zero interest in fighting with Apple, I think instead it’s best to focus on messaging networks that want more engagement from power-user clients. This is an area I’m excited to work on when I return from my sabbatical next month.

Paul Davids and Jacob Collier

I know I share a lot of Jacob Collier content, but this one is particularly interesting because you can see him learning things in real-time, exploring an instrument that is not his native tongue but he’s already world-class in. It’s so interesting to me the polymath musician friends I have who can play so many instruments how they bring the technique and language across their learning, and this video illustrates it well.

Hugo on Vision Pro

Asides

Many of my friends are ridiculous overachievers, and Hugo Barra is no exception. In response to my birthday blog post present request he has published a magnus opus of over 10,000+ words on his thoughts on the Apple Vision Pro from his perspective having been present for some foundational moments for Google, Meta, and Xiaomi. This is my dream, to get people writing more. We need more of this stuff on the internet! It’s fun to go down rabbit holes with experts. Cool that it’s on Hugo.blog, too. 🙂

On the Reddit IPO

Asides

I’m looking forward to the Reddit IPO, and I think it’s awesome that they opened up a top-tier IPO tranche to their community. People with 200,000 karma points or 5,000 moderator actions on Reddit will get access to something that has previously been reserved for the most elite allies of financial institutions. Wow!

I’m sure this was not easy to do so Reddit users should understand that at this very important juncture in the company’s history it has gone above and beyond to include you. I’m mostly a lurker on Reddit so my 958 karma doesn’t qualify so I’ll get access with the rest of the normal folks.

If I ever IPO something from Automattic, it will include the same for people who have contributed to WordPress. And every supporting open-source project underneath it. (It’s turtles all the way down.)

My only fear is that code contributions are structured in a way that is easily legible, so is anything that happens on w.org, but we may miss including people who have contributed to the growth of WordPress in non-legible ways.