I had a great chat with Matt Cromwell and Zack Katz on WP Product Talk today, mostly about the intersection of AI and WordPress, give it a watch!
Category Archives: Asides
A few interesting reads or listens:
- The Next Thing You Smell Could Ruin Your Life, a deep dive into chemical sensitivity and toxicant-induced loss of tolerance, or TILT, by Lexi Pandell (WordPress!) at Wired.
- IRL Brain Rot and the Lure of the Labubu, by Kyle Chayka at New Yorker.
- Simon Willison’s Lethal Trifecta talk, on the myriad security issues that arise when combining LLMs, prompt injection, MCPs, and more.
- Daniel Stenberg, a lead developer of the open source utility Curl, talks at FrOSCon about how AI reports are gumming up their security workflows. (YouTube, 53 minutes.)
- Daniel again (on his WordPress-powered blog) discusses a version of their maker/taker problem, specifically the 47 car brands that use Curl but none that sponsor it.
- Fernando Borretti’s Notes on Managing ADHD.
- Good Taste Is More Important Than Ever, by Nitin Nohria in The Atlantic.
Happy Birthday Anil
If my calendar is correct, one of the OG bloggers Anil Dash is turning 50 today! His blog, which I believe has been active since 1999, inspired me with how he effortlessly transitioned between his top-tier fandom of Prince and his thoughtful commentary on the nuances and second-order effects of what we were doing with blogging, micro-blogging, web standards, interoperability, and much more. His writing is incisive and insightful. I see a core flame of empowering independents throughout his career that very much aligns with the philosophies I aspire to. Please follow him if you don’t already, and happy birthday Anil! It appears that I have linked to him 15 times on my blog before this post, and he has commented 17+ times, the first in 2005, so we have some history! Since I started drafting this he published his Five for Fifty birthday post.
Simon Willison has vibe-coded 124 useful tools. Also check out his Lethal Trifecta presentation.
Are you a WordPresser?
You might be a WordPresser if…
- You like to have freedom and control over all your software.
- You don’t mind taking a bit more time to invest in tools that give you agency.
- You like inserting little opportunities for joy in everyday interfaces.
- You want future generations to grow up with a free and open web.
- You like to tinker, hack, mod, customize, and share what you learn.
- You are impeccable with your word.
- You think software should have a little soul in it.
- You love giving other people superpowers, teaching them not to need you anymore.
- You appreciate a good plan but want to be able to color outside the lines, or completely reimagine the canvas altogether.
- You think technology is best when it brings people together.
- You get excited by updates.
- You want your corner of the web to truly be yours, not generic or commoditized slop.
- Your friends come to you to learn about new stuff.
- You leave things better than you find them.
- You fix things as you find them, it’s never someone else’s problem.
- You know a single comment can light up someone’s day.
- You’ve gotten out of the house to meet other people into WordPress.
- There’s a Wapuu item or sticker somewhere in your life.
- You “view source.”
- You know the difference between owning your content and being a digital sharecropper.
- You’ve drunkenly registered a domain, and have more domains than websites.
- You’ve snuck an easter egg in a slug.
- You have a Gravatar, and it’s also a museum of all your email identities over the years.
- You think code can be poetry.
If you identified with two or more of these statements, I am afraid to inform you might be classified as a WordPresser. What did I miss?
The New Yorker is always good, but they’re having a bit of a victory lap as they celebrate their centennial. This article on the vaunted fact-checkers is such a delight, with so many in-jokes and back references it’s hard to keep track.
When I started WordPress, I wrote down five publications that I hoped someday we’d make software so good they’d adopt it. The New Yorker is one of them. If you enjoy words that make your brain tingle, make sure to also follow Automattic’s publications, Longreads and Atavist.
My good friend Tim Ferriss has launched a new card game with the Exploding Kittens folks, I just ordered it and you should do so too. It’s a lovely way to share an evening with a few friends.
Jony Ive & Patrick Collison
A really beautiful interview.
It’s a busy speaking season! I just spoke at the Intelligent Change summit, and will be at SaaStock in Austin on May 14, SXSW London, on June 4, Brilliant Minds in Stockholm, and WordCamp EU in Basel, Switzerland, on June 7.
It’s so funny that my random re-engagement with Radiohead re-emergence coincides with them doing a new entity that might mean something. I did a poll on Twitter and people preferred OK Computer to Kid A 78%!
Grok told me: “The band has recently registered a new limited liability partnership (LLP) named RHEUK25, which includes all five members—Thom Yorke, Jonny Greenwood, Colin Greenwood, Ed O’Brien, and Philip Selway. This move is notable because Radiohead has historically created similar business entities before announcing new albums, tours, or reissues.”
With the world changing so quickly, it’s hard to find alpha, but the best way is by following the brightest thinkers. This CNBC interview with Ray Dalio and Marc Benioff is good, but it’s way better if you go to the livestream about 25 minutes in and see the full discussion without the editing. You hear what these great thinkers actually think, rather than what an editor thought you’d enjoy. A little bit of friction gets you a lot more information.
WordCamp Asia and Maha Kumbh Mela
It’s been fantastic being in the Philippines for this year’s WordCamp Asia. We have attendees from 71 countries, over 1,800 tickets sold, and contributor day had over 700 people! It’s an interesting contrast to US and EU WordCamps as well in that the audience is definitely a lot younger, and there’s very little interest in “wpdrama” du jour, in fact I’ve had tons of amazing conversations of support and talking about the strength and growth of the community.
Some of the earliest international WordCamps I went to were in Manila and Davao, back in 2008. (I’m going to share some pictures at the start of my talk.) Between that and spending lots of time in Daly City when I moved to San Francisco when I was 20 I have developed a fondness for the cuisine, creativity, family orientation, and warmth of the culture here.
After this I’ll be taking a bit of time off for a trip to the big Hindu religious pilgrimage in India, the Maha Kumbh Mela, which is currently on a 144 cycle. It’s the largest human gathering in the world, with some days measured with tens of millions of people visiting. I’ll be returning to my Photomatt roots as well and bringing my big camera rig, right now a Nikon Z 7II, and two lenses: 24-70 2.8 and 70-200 2.8.
Sun and shadows

In high school when 5% of your class doesn’t like you it’s like 3-5 people.
Running a company of 1,700+ when 5% doesn’t like you, that’s 85 people! That fills a room.
150k followers and 5% don’t like you now you have a small stadium of 7,500 people.
It’s still 5%.
“You didn’t just come up with a cool hash table,” he remembers telling Krapivin. “You’ve actually completely wiped out a 40-year-old conjecture!” There’s a delightful article on an undergraduate discovering an optimization in a very basic computer science principle.
On Logan Bartlett Show
You may not have heard of Logan Bartlett, but he’s one of the most hilarious people on Twitter and does a really interesting podcast. (He had a cool episode with Marc Benioff recently.) We sat down for a discussion on managing through crisis, open source and AI, employee liquidity, future of WordPress, and more. You can watch on YouTube below or listen on Pocket Casts.
My First Million
I had a great chat with Sam Parr and Shaan Puri on their podcast, My First Million.
Boom & Deepseek
What an exciting time to be alive. I was hipped to Deepseek by Andrej Kaparthy’s tweet the day after Christmas, it was clear then that something big had happened and that it was truly open source and open weights (not this fake Llama stuff). It’s been fun to see the rest of the world catch up to it, and how radically accessible and deployable these models will be for people to hack on. I don’t have any comment on public markets or stocks.
The other super inspiring thing today was Boom’s first supersonic flight. It’s worth watching the video. We’re 4-5 years away from halving flight times with supersonic flight. In that same timeframe we might have something even more dramatic from SpaceX, like Houston to Tokyo in 30 minutes. Really cool to see the spirit of entrepreneurship and innovation around all of these things. It’s tempting to get distracted by drama (WPE and legal battles), but there’s such freedom and joy in just continuing to build, to engineer, to solve problems. I’m so grateful I get to do so every day with such incredible colleagues at Automattic.
Very excited to share that we’ve acquired WPAI and the team is joining Automattic. They have some very cool products including CodeWP, AgentWP, and WP.chat.