Category Archives: Automattic

The company behind WordPress.com, Tumblr, WooCommerce, Pocket Casts, Day One, Beeper, and more.

Wolfram Automattica

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 essay on Seeking the Productive Life, which includes a setup for hiking outdoors while typing on a laptop.

Stephen was doing the remote CEO thing decades before I imagined Automattic. He spoke at Automattic’s Grand Meetup in 2019 and one of my favorite memories was seeing him at the silent disco after-party. We also did an episode of the Distributed podcast together.

Since he started engaging more deeply earlier this year, I’ve gotten a lot of joy from seeing him interact with teams across the company, asking questions in an incisive, inquisitive way that helps break down problems. We just finished up several hours of a deep dive into our board topics with several hundred Automatticans participating.

Automattic has been blessed with amazing directors over the years. Currently, our board is Susan Decker, General Ann Dunwoody, Toni Schneider, and me.

Aldeas

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 very seriously and considered that as a path for my life, but some combination of jazz and girls made me realize that the priesthood was not my destiny.

The jazz led to building websites for Houston jazz musicians, which led to coding, which led to WordPress, which after a lot of twists and turns led to Automattic acquiring Tumblr. One of Tumblr’s greatest memes was Goncharov, directed by Martin Scorsese. The only reason Automattic, as a distributed company, has an office in NYC is because of the Tumblr acquisition. The office is filled with art from Tumblr artists so I had the very surreal experience of talking after Martin Scorsese, who at 83 is sharp as a tack and a gifted speaker, a few feet away from a Goncharov poster about how my Catholic upbringing led me down the path of starting WordPress, and how Pope Francis’ life inspired the WordPress Jubilee and reflection. Full circle.

Happy Birthday Kinsey

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 highest echelons at NPR, the New York Times, and, most recently, we’ve been lucky to have him at Automattic.

Kinsey brings a journalistic curiosity and passion for finding truth, paired with a deep optimism and creativity for seeing around the corner for how technology can transform how we consume and produce media.

While his Wikipedia page or biography provides appetizers to some of what he’s done, Kinsey has led such a rich and beautiful life that any attempt to summarize it ends up being criminally reductive. The best you can hope for is to give a taste of his person through vignettes.

A beautiful snippet from the montage of accolades at his birthday was how Kinsey was someone you’d follow into battle. I’ve learned so much from seeing the empathy, candor, and integrity he brings to every team he leads, which engenders an incredible loyalty I’ve rarely seen in my career. When he left NPR, 62 colleagues made an “Infinite Kinsey” website of accolades.

That sort of thing is rare, and it’s been an honor and a privilege to work alongside him to democratize publishing.

One of those colleagues, Elise Hu, introduced us while he was at the New York Times and while my intention when I first met him was to get more WordPress at the Times, my imagination was sparked by thinking of how he could bring his experience to help shape WordPress and Automattic, hence my pivot into recruiting him.

Kinsey’s impact on journalism (and podcasting!) at NPR and New York Times is easy to understand, but less well-known is how he came into Automattic and got deep into understanding WordPress and seeing it as a platform that could enable the newsrooms and journalists to accomplish their mission in a more efficient way with the project he leads, Newspack.

He’s a fierce steward of the Fourth Estate.

Newspack and its team’s close relationship to customers invents solutions on top of WordPress that delight its users and percolate and influence everything we do at Automattic. They’re one of the teams that sets the bar for others in the company.

To Kinsey, I’ll leave you with a quote from one of my other inspirations, Charlie Munger, who at the tender age of 99 shared a wish with a visitor, “Oh, to be 86 again.”

I’ll try not to be too tech-bro optimist and say that 70 is the new 40, but I look forward to seeing the ripples that you have on the future of publishing for many years to come. 

Bending Spoons

The story of what Bending Spoons has built is very impressive, and I’m a customer of theirs through Evernote, WordPress uses Meetup a ton. I think Automattic’s Noho office used to belong to Meetup. They’ve built an incredible engineering and product culture that can terraform technology stacks into something much more efficient. I think their acquisitions of Vimeo and AOL are brilliant. This interview with Luca Ferrari on Invest Like The Best goes into their story and unique culture. I also always love a good Matrix reference. 🙂

Creed Update

This week, the Automattic Creed received its first-ever update, which I’ll describe as a minor point upgrade. This is the sentence before and after.

I am in a marathon, not a sprint, and no matter how far away the goal is, the only way to get there is by putting one foot in front of another every day.

Is now.

I am in a marathon, not a sprint; no matter how far away the goal is, the only way to get there is to put one foot in front of the other every day.

As I wrote earlier in our internal P2s, “Always great to bury a gerund.” And now we have a semicolon! It’s all quite exciting. For the backstory, please read Why Your Company Should Have a Creed. I said in 2011 “I’m sure that it will evolve in the future” but I didn’t expect it to be 14 years before the first revision.

Internally at Automattic we’ve debated updating the Creed in dozens of conversations and blog posts, usually in the context of adding a sentence, which I still hope will happen in a future version. But this is a minor update. We’ll see when Creed 2.0 happens.

The private Automattic intranet is one of the most delightful things about working there, which you may consider as well.

Wayback Machine Joint

Automattic has been working with the Internet Archive to develop a plugin to combat link rot, and it’s a plugin I’d encourage you to install. As the plugin says:

When a linked page disappears, the plugin helps preserve your user experience by redirecting visitors to a reliable archived version. It also works proactively by archiving your own posts every time they’re updated, creating a consistent backup of your content’s history.

I’ve been doing this manually on my old archives, fixing broken links and tending the garden. But we can make it all automatic. 🙂

Automattic 20 & Counter-claims

It’s a bit of Automattic lore, but although I founded the company in June 2005, CNET asked me to stay on for a few more months to finish out some projects, which I did. Our HR systems have me as the second employee, after Donncha O Caoimh (still at the company!) So today is my 20th anniversary at Automattic! It’s 20 years since I started hacking on Akismet, our first product, and on WordPress.com.

The team gave me a sweet surprise! I’ve been fighting for the open web for 20 years, and hope to do it for at least 20 more. There’s a lot of exciting behind-the-scenes stuff happening inside Automattic that also made this day special, but one significant thing is public.

Automattic has finally had its first chance to file its counterclaims that spell out the bad actions of WP Engine and Silver Lake, as reported here by TechCrunch. You may recall that last month, the court dismissed several of their most serious claims, and they responded by filing an amended complaint. In our dogged defense of the free, open, and thriving WordPress ecosystem, Automattic responded today with a comprehensive counter-filing, which you can read in a 162-page PDF here about all the things WP Engine/Heather Brunner and Silver Lake did wrong.

We’ve got receipts!

I don’t think WP Engine employees or investors were aware of the gaslighting they did, hopefully some of this is enlightening. And there’s a lot more discovery to go!

The Curse of the Muse

Some days, like this morning when I almost missed my flight to WordCamp Canada in Ottawa, I’m so overwhelmed with the maelstrom of ideas and sparks of creation that it feels like waves crashing against a dam. There are so many ways I can imagine new software, new products, new ways for the world to be.

This is a beautiful process, but it’s also painful! The anguish and agony arise as you attempt to distill the ideas and sparks; the creativity dims, and the beauty and perfection of the original inspiration fade, as I try to translate it into something that can become real and be legible to others. That’s why I have to drop everything when inspiration strikes, because if I try to return to it later, I find the muse has left and I can’t bottle that energy anymore. (There’s a reason Eric, Tantek, and I put “muse” into the XFN standard!)

To the extent I’ve been successful at all in my life, it is because I’m able to contain this tornado and break it down into plans, business models, people, and teams.  I’ve never done anything useful on my own; it’s always been in conversation and partnership with others. 

I’m grateful to everyone I work with across Automattic, WordPress, Audrey, TinkerTendo, Keys, The Institute, Illuminate, EcoAmerica, Field Effect (in Ottawa!), as well as all my friends and professional connections. They are the ones that help me shape this energy into things that actually have an impact in the world and aren’t just fever dreams.

This essay itself had hundreds more words, but I have to edit, delete delete delete, trim things down.

Sorry everybody, my @photomatt on Twitter has been hacked, I’m trying to regain account access, but it is not currently in my control. Update: Thank you to the fine teams at X/Twitter and Nikita Bier, my account has been recovered. Just for future reference, I will never promote cryptocurrencies or similar investments. If you see anything from me or WordPress claiming that, be highly skeptical. Invest in open source, public stocks, and great companies like Automattic. 🙂

Jeremy Kranz and Sentinel

I’d like to introduce you to Jeremy Kranz. With his career as an investor at Intel Capital, then GIC, which is the sovereign wealth fund of Singapore rumored to manage over $700B, to now running his own fund Sentinel Global, he has had a front-row seat to investments in industry changing companies such as ByteDance (which became TikTok), Alibaba, Uber, DoorDash, Zoom, DJI (which changed the drone industry and argubly modern warfare), and many more I’m probably not even aware of.

When I first met Jeremy in 2014, I was amazed that a late-stage financial investor could understand Open Source so well, and he immediately grokked what Automattic was doing in a way that I think has little parallel in the world. (Today, it reminds me of Joseph Jacks at OSS Capital.) Deven Parekh of Insight Partners led Automattic’s 1.16B valuation Series C round, making us one of only forty “unicorns” (private companies valued over a billion dollars) at the time, and one of the reasons they beat out others as the lead of the round was that GIC/Jeremy was a LP of Insight so they could directly co-invest. GIC is so intensely private I couldn’t even mention them in the announcement at the time even though they were the catalyst for the round. Since then, Jeremy has become a close friend and advisor, and he even took me to my first Grateful Dead concert.

Eleven years later, this is his first podcast! Jeremy shares incredible alpha around China, AI and its adoption in the enterprise, how asset allocation is evolving, and at the end, a beautiful tie together of the Grateful Dead and Open Source.

Fight For Open

Sometimes the battle for open source and freedom can take on very prosaic and practical terms, but the wins can benefit everybody. To give an example: In Beeper we need more memory for showing notifications, because we support end-to-end encryption for networks like Signal, but Apple’s default was to only give 15 megabytes — barely enough to do anything. The previous CEO of Beeper, Eric Migicovsky, started a lobbying effort with the EU’s Digital Markets Act on behalf of the team to give third-party apps the same memory limits that Apple provides for their own apps, which is 50MB instead of 15MB. (And up to 250MB on their higher end devices.)

Today we’ve gotten a notification that as part of iOS 26 update Apple has shipped to 2.3B devices around the world, our memory limits issue has been addressed globally, for every application developer, and some interoperability requests we had for SMS/RCS have been addressed for EU users. Kudos and huge thank you to Apple for giving us all new capabilities to build amazing experiences for users on par with what they seek to deliver themselves. If you want to geek out on this, check out the technical deep dive that Beeper just posted.

BTW, if you haven’t heard of it yet, Beeper is an Automattic product which aims to democratize messaging, just like WordPress democratized publishing for the world, by allowing you to get all your messages from friends across 11 different networks, like WhatsApp, Instagram, Telegram, Twitter/X, Signal, Discord, in one single inbox. The new version we launched in July does this in a completely secure way that’s local to your device, so the same encryption, privacy, and security each network provides is maintained.

Om 59

I want to dedicate my blog post today to my dear friend and brother, Om Malik, whose birthday it is. Om is a multi-hyphenate, but at his core, he’s a writer, someone who looks at the world and parses it down for others, a seeker who appreciates the spark of creation before most others.

Om was one of the earliest users of WordPress and he was one of 8 people who came to the very first WordPress meetups at Chaat Cafe on 3rd street in San Francisco in 2005. (You can tell what an early adopter he is because he has the username “Om” on Twitter/X and Instagram and WordPress and probably more.) We had connected on the WordPress support forums when I helped him get set up around the 1.0 days. After I moved to San Francisco to take the job at CNET he connected me to people like Phil Black, Tony Conrad, and Toni Schneider who would become, respectively, an investor, board member, and CEO of Automattic. These are folks I still work with and consider close friends today. As a journalist, he had a keen nose for BS and made sure as a naïve 20-something in SF I was connecting with quality people.

Since we met we’ve both had a shared love for photography, and I’ve seen Om blossom into an amazing photographer with a really unique style and approach, in fact you can even buy some of his photography prints.

Over the years, we’ve dipped in and out of shared obsessions with cameras, watches, shoes, fashion, and design. We have a fair number of matching things in each. In photography we’ve shivered in minus thirty weather in Antarctica and Jackson Hole at odd hours to catch a special shot. We’ve traveled to Europe and Japan dozens of times, being very early (pre John Mayer and Kanye) to brands like Visvim. When I wear something like a bespoke, hand-made piece from 45R to speak at WordCamp US, he recognizes it off the cuff and even knows the one store on Crosby Street in New York where you can buy it. He is a tastemaker and an aesthetic connoisseur in every area he’s interested in, from food to coffee to pens, and everything in between. Sometimes we’ll start a journey together, for example, trying nice pens, and years later, I’ve moved on and he’s gone deep into collecting dozens of them, being in obscure forums and Reddits, or attending events like the SF Pen Show last month.

When you walk into a coffee shop with Om he doesn’t just know the barista’s name, he knows their dog’s name and the story of every person working there.

I’m 500 words in, and I still haven’t even scratched the surface of describing Om’s journey, from growing up in Delhi to becoming a journalist for a Japanese publication in New York, a book author, party promoter, entrepreneur, venture capitalist, photographer, and explorer. If you want to understand the AI bubble we’re in right now, you should read his book Broadbandits on the crazy telecom / Enron bubble. This is a long way to say, happy birthday Om!

Saturday Shares

A few links for you:

Fun fact: this post has the ID of “150,000” in my wp_posts table.

Five Publications I’d Love on WordPress

When WordPress started in 2003, I never dreamed it would power over 40% of websites, nine times the number two CMS, but I wrote on a notecard a list of five publications I admired and respected so much I wanted them to run on WP someday. In the interest of sharing your dreams to help them come true, here they are:

  1. Atlantic
  2. Economist
  3. New Yorker
  4. New York Times
  5. Wall Street Journal

And one bonus: Houston Chronicle. (Gotta root for the hometown.)

There has been uneven progress toward this over the years; we’ve gotten some of the NYT and all of the New Yorker at one point, only to have them revert under new CTOs. Also, there have been some unexpected huge wins, like when Vox Media retired its proprietary CMS Chorus and brought over amazing publications like The Verge and New York Magazine. For any projects related to these publications, including trials or micro-sites, I’d be happy to provide my feedback on architecture, design, and opportunities, and contribute Automattic and VIP resources wherever they could be helpful.

I believe the most crucial aspect to get right for these customers is real-time co-editing, which is on the Gutenberg roadmap and shipping soon. If I were writing this list today I might choose some different targets.