The writer Aadil Pickle has a great profile of one of my favorite hackers, “Training the Idea Muscle” on Riley Walz. Riley epitomizes the term “high agency,” and I’ve been continually impressed with his ability to rapidly code novel ideas and interfaces on top of public or reverse-engineered data. He’s a hacker, artist, and provocateur. … Continue reading Riley Watz →

It’s exciting to announce that Stephen Wolfram has joined as a special advisor to Automattic. I promise this is not just because he is such an incredible blogger, using WordPress, natch. If you don’t know about Stephen Wolfram, his about page is not a bad place to start, but far more interesting is his 2019 … Continue reading Wolfram Automattica →

If you haven’t seen it, The Thinking Game documentary is excellent, and available for free on YouTube. You have to buy it, but the Kanye documentary In Whose Name is also pretty fascinating. (I first blogged about Kanye in 2007, discussing PHP’s botched version 4 to 5 upgrade.)

One of Carl Jung’s famous quotes is to “Beware unearned wisdom.” Sometimes it’s brought up in the context of psychedelics. From LSD and the Mind of the Universe by Christopher Bache: Psychedelics give us temporary access to realities beyond our pay grade, allowing us to experience things beyond our normal capacity. It’s all too easy … Continue reading Beware Unearned Wisdom →

Cloudflare released their Radar report for 2025, one fun stat was they analyzed the top 5,000 domains, and it had some interesting results for website technologies. Open Source tech came in at 47% for WordPress and 4.7% for Drupal, which wins the majority! Then in proprietary there was Adobe at 16%, Contentful at 8%, Shopify … Continue reading Cloudflare CMS Stats →

The Wall Street Journal has a fun article about the Nex Playground, The Hottest Toy of the Year Is Made by a Tech Startup You’ve Never Heard Of. I think this is the first time one of Audrey Capital’s companies (we invested when it was the Homecourt app) is the hot Christmas item. Here’s it … Continue reading Nex Playground →

The new X/Twitter algorithim is hard to predict, but I’ve had one go viral with over a million views now, a quote-tweet of a cool demo video of Apple’s website builder from 2009, with themes and blog support and everything. Interesting to compare its interface to Gutenberg and WordPress today. For the video to play … Continue reading Apple iWeb →

The colors here have now gone blue for winter, and snow has started, thanks to the excellent Snow Fall plugin. I also wanted to congratulate Wealthfront on their IPO. Many on their team have been friends or advisors over the years, from David Fortunato responding to my email about their WordPress blog being on an … Continue reading Winter Fun →

Tonight was a lot of threads connecting for me. At Automattic’s Noho Space we hosted an event for Martin Scorsese’s new documentary about Pope Francis, called Aldeas. There was a point in my life when I wanted to become a priest, and I had been inspired by meeting a Franciscan seminary student. I took it … Continue reading Aldeas →

Tumblr has a fun 2025 in review, and if you’re a Pocket Casts user open the app to see all your stats for your listening this year.

A more accurate framing would be that Fizzy is source available. You can read it, run it, and modify it. But DHH’s company is keeping the SaaS rights because they want to be able to build a sustainable business. That is defensible and generous, but it is not open source. Dries Buytaert follows up on my response to … Continue reading Dries OSS →

I might have a new prayer: God, give me confidence of DHH claiming his proprietary license is Open Source. 37signals/Basecamp has a great new product called Fizzy, whose brilliance and innovative qualities are being distracted from by its co-creator David Heinmeier Hansson’s insistence on calling it open source. “One more thing…  Fizzy is open source and … Continue reading DHH & Open Source →

Yesterday I had the great honor and privilege of attending a colleague’s 70th birthday party. You may not have heard his name before, but Kinsey Wilson has been at the center of shaping journalism with a movie-worthy career that started at the bottom as a crime reporter in Chicago, and has taken him to the … Continue reading Happy Birthday Kinsey →

There has been some lovely writing about self-driving this week, first in the New York Times where Jonathan Slotkin makes the medical case for autonomous vehicles. But I was really taken by The Economist’s look at how self-driving cars will transform urban economies. It’s behind a paywall. I enjoyed how they thought about the second-order … Continue reading Self-driving →

James LePage has a great write-up, SOTW 2025:The Year WordPress Became AI-Native.

One of my favorite hobbies is home networking and wifi, and once you go down that rabbit hole one of the best companies you can follow is Unifi. They’re such a cool company in so many ways, from having a 4-person board of directors, as a public stock. You can clearly tell they delight in … Continue reading Unifi 5G →

Though the stream didn’t work as we hoped, the recording of this year’s State of the Word, which in many ways was our best one yet, is up now.

The State of the Word is tomorrow, and it’s so fun to see SF abuzz with WordPress open source energy. We’re doing a lot of firsts tomorrow, including the first release timed to the State of the Word, and we’ll have a good chunk of the release team there to push the button and bring … Continue reading SoTW Eve →

It’s an interesting cultural moment right now: I think Bryan tweeted, many people are watching people catching balls, while others are watching Bryan Johnson tripping balls. Bryan Johnson, of Blueprint fame, is livestreaming taking a heroic dose of mushrooms. It’s been an interesting journey with the journalist Ashlee Vance, Naval Ravikant, David Friedberg, Marc Benioff, … Continue reading Thanksgiving Sunday →

Werner Vogels, CTO at Amazon, boldly publishes his 2026 tech predictions. While you’re on his blog, take a moment to enjoy his essay, Development gets better with Age. Werner and I first crossed paths almost 20 years ago at tech conferences like GigaOm’s Structure, LeWeb, Future of Web Apps, O’Reilly Etech, and TheNextWeb. Though we … Continue reading Werner Predictions →

We’ve secured an amazing secret venue for State of the Word on Monday, but it has limited capacity in terms of people and has a lot of security hurdles to jump through to get in. So to open things up to the community more, we’re going to activate my hacker/maker art warehouse, TinkerTendo, in the … Continue reading SF WordPress Party →

I want to wish everyone a happy Thanksgiving! To me, the holiday is a reminder to be grateful. A gratitude practice is one of the most surefire ways to improve your happiness, as this study covered by Harvard Health explains. I was part of a leadership coaching cohort with other founders and CEOs, and one … Continue reading Thanksgiving →

We’re celebrating Thanksgiving this year with my sister Charleen in Austin, and it’s no surprise there’s a great Meshtastic community here!

If you have ever customized your home setup, or done extra work to make the cable just so, it’s impossible not to delight in the very deep rabbit holes this person goes in 3D-printing custom holders for everything in his junk drawer. I’m in awe. It’s an ad for Bambu Lab, but honestly it’s the … Continue reading 3D Printing Wowza →

There’s a new video with Jeff Dean talking at the Stanford AI Club, only 2k views so far, he’s half of the pair I blogged the other day.

When I can, I always try to time my flights for sunrise or sunset. The astounding beauty of nature never fails to amaze. The default nowadays is shades down; everyone is watching something, but sometimes it’s hard to match what you see out the window. And realize that only a small portion of humanity has … Continue reading Flying From SFO →

Fred Vogelstein writes on Crazy Stupid Tech: Boom, bubble, bust, boom. Why should AI be different? “To us what’s happening is obvious. We both covered the internet bubble 25 years ago. We’ve been writing about – and in Om’s case investing in – technology since then. We can both say unequivocally that the conversations we … Continue reading Vogelstein on AI →

While there is much to celebrate in WordPress sometimes we must also mourn. In a horribly tragic incident, Zeel Thakkar, a WordPress contributor and Kim Parsell Memorial Scholarship 2025 recipient, passed away on stage at WordCamp Surat. WordCamp Asia has written a beautiful memorial to her. She will be forever on our Remembers page.

Two interesting AI updates this week: It’s nice to read Andrej Karpathy’s review of Tesla’s FSD v13, as someone who was involved with creating their first self-driving efforts. I’ve only experienced v12, so very excited to try out the latest generations soon. Ubiquitous self-driving will reshape cities and save countless lives. On the heels of … Continue reading Gemini & FSD →