OmFest: A Celebration of Curiosity, Connection, and the Future

OmFest is coming together quite nicely! The new website is beautiful and highlights some of the experiences available throughout the day. I think Om would be very impressed by the attendee list. We’re doing it at the Swedish American Hall, the same venue as the first WordCamp, where Om, of course, spoke about Blogs and Journalism. (The videos have been lost to digirot, unless anyone has some recordings? I’ve been looking everywhere.)

Below is cross-posted from OmFest.co:

September 29th is when Om would have turned 60. 

When I first started thinking about how to mark the day, I knew I didn’t want a traditional memorial. Om loved bringing interesting people together, and he loved a festival that taught him something he didn’t already know. His curiosity crossed so many worlds and passions: technology, journalism, photography, investing, watches, pens, coffee, design, music, India, New York, San Francisco. 

So we’re bringing these worlds together. On September 29 in San Francisco, we’re throwing OmFest—twelve hours of ideas, objects, food, music, and conversation, organized and anchored around a statement Om once said:

“If you pay enough attention to the present, you can see the future.”

Present Future

Instead of tributes or keynotes, we’ll host a series of short talks with one simple challenge: teach us something you’re seeing before everyone else sees it. No pitches, no career retrospectives. You don’t even have to talk about Om. What happens to photography when anyone can generate the perfect image with AI? Why do physical objects become more meaningful as our lives become more digital? Are glasses becoming computers? What does handwriting do to the way we think? Different subjects, same goal: everyone leaves knowing something they didn’t know when they arrived.

A Festival of Om’s Curiosity 

Between the talks, there will be plenty to stumble upon. Through Om’s Lens: a gallery of Om’s photography. TIME: an exhibit that uses his watch obsession to spark a discussion about craft and collecting. Field Notes: a communal writing table stocked with fine paper, fountain pens, and ink, where you can write something worth remembering—and either keep it or leave it behind to be bound in a book to commemorate the day. And Om’s Shelf: books he read, loved, and recommended. The collection will start full and slowly empty as his favorite reads pass into other hands.

People from Om’s different worlds will drop in throughout the day to share knowledge and facilitate small, hands-on moments: a photography tutorial, a notebook-binding session, a lesson on the mechanics of a watch, an experience with a coffee you’ve never tried, a tea ceremony. And, woven into this experience, will be OM/60: sixty small discoveries about Om, hidden throughout. 

All Roads Lead to Om

The most important part, however, isn’t any of these objects. At check-in, instead of a badge with your company and title, you’ll choose the worlds through which you knew Om: photography, journalism, technology, GigaOm, investing, WordPress, India, coffee, pens and ink, design, music, or simply friends and family.

Then we build a physical map of it. It starts nearly empty. You add yourself, mark how you knew Om and whom he introduced you to, and those people connect to others. By the end of the night, I hope we’ll be able to see what Om spent a lifetime making. 

The question I keep asking myself: who will meet because of Om that Om never had the chance to introduce? If OmFest works, his network won’t just be documented that day. It’ll grow. 

From Ideas to Celebration

The day flows and builds. Morning is coffee, breakfast, books, photography, and conversation. The middle is deliberately unstructured—wander, eat, write, talk. In the evening, friends share short stories as we raise a glass to Om on his 60th. Then the bars roll in, the lights go down, the music gets louder, and OmFest becomes DesiParty: his old-school New York nights, Asian Underground, bhangra, electronica. We start with ideas and end with dancing. That feels right.

Version 1.0

What we’re building shouldn’t end on September 29. What does registration look like if it’s designed to help strangers talk to each other? How do you design a conference around curiosity instead of status? How do you make something that works for a two-hour visit or a twelve-hour one? How does a room encourage connection without forcing networking? 

We’re treating OmFest as an experiment. We’ll document what works—formats, designs, code, templates, check-in, programming—and open source as much of it as we can. Other events can take the best ideas and make them better.  

September 29 isn’t the end of OmFest. It’s version 1.0.

Come Build with Us

People from across Om’s life are building OmFest together. Some are contributing photographs. Someone is making a textile; another is bringing tea and guiding ceremonies. Others are helping with watches, eyewear, books, music, writing, and stories. We haven’t discovered whole parts of Om’s world yet. That’s the point.

If Om introduced you to something, or someone, we’d love to know. If there’s something you think people should experience, see, hear, taste, read, or learn that day, tell us

And if you just want to come, come. You don’t need to have known Om. You only need to be curious.

Major Life Announcement

I know everyone has been waiting to hear what’s been going on behind the scenes, so I’m just going to lay it out: I’ve made an offer to buy Ryan Phelan and Stewart Brand’s houseboat Mirene.

People say “the two happiest days of a boaters life is when you buy the boat and sell the boat” but I’m not always the best at following advice, so I’m going all-in on this cute little tuggy.

Anybody who’s founded a company and had to find good stewards knows that no one will love a thing quite like the original owner, but sometimes you can find the perfect person to carry the torch. I was happy to take on and upgrade John Mayer’s EarthRoamer for about five years.

Then I passed it on to Dustin Yellin, trading for some of his art. But without a high-maintenance means of conveyance, I’ve felt a hole in my heart and really boxed in and constrained. So from land, to the sea!

SF Standard says “The kitchen table may be where Otis Redding wrote “(Sittin’ on) The Dock of the Bay.” I hope do a lot of blogging there.

Real artists ship, right? Longevity is all about maintenance, and I’m looking forward to all the lessons Mirene and the ocean will teach as we navigate the weather of the coming years. If the offer is accepted, I have a lot to learn from Ryan and Stewart about what’s next.

BM Snaps

Burning Man really tests my mantra, “There’s no bad weather, only bad clothing.” But it’s true! For one week, it’s the most interesting art and technology playground in the world, creativity unbound. As a photographer, it’s a great place to test out new gear and processes. Here’s a few snaps from the opening days.

The Temple is really special this year, very open, and the Man concept actually came from fellow Automattician, Zander Rose.

Homework from WordCamp

A few times during the WordCamp US keynote, I asked for a show of hands and got mostly blank stares back, especially on the AI questions. That’s not a criticism — it’s a reading list. If the future is going to be built on this stuff, the WordPress community should be fluent in it. Here’s the homework.

How models are actually trained

When I asked who knew about the reinforcement learning models go through, Robert looked out and said “I see no yeses.” Base models are trained to predict the next word across huge amounts of text; the friendly, helpful behavior comes after, in post-training, where human/AI feedback reinforces some responses over others. If you use these tools every day, understanding that pipeline changes how you prompt them and what you expect from them.

Start with Hugging Face’s Illustrating RLHF, a visual explainer. Chip Huyen’s RLHF deep dive is the best longer read, and Anthropic’s Constitutional AI paper shows where post-training went next. If you only have time for one thing, watch Andrej Karpathy’s Deep Dive into LLMs — pretraining, fine-tuning, reinforcement learning, and why models behave the way they do, all in one sitting.

Uncensored models

Almost nobody had tried an OBLITERATED model. Since refusal behavior is added in post-training, researchers found it can also be removed — it turns out to be, roughly, a single direction inside the model that you can subtract out. Maxime Labonne’s Uncensor any LLM with abliteration explains the technique, and the paper behind it, Refusal in Language Models Is Mediated by a Single Direction, is short and genuinely fascinating. Whatever you think of the applications, it’s worth understanding that open weights mean the community can modify these models, the same way the GPL means you can modify WordPress.

The open-weight wave

Only a few hands went up for Qwen 3.8. The open-weight models coming out of Chinese labs — QwenDeepSeekKimiGLM — are at or near the frontier at a fraction of the cost, and the smaller ones run on a laptop. I demoed one from this MacBook on stage. Token costs have dropped about 20x, and that curve isn’t slowing down.

The easiest way to feel this for yourself is to run one locally tonight: install Ollama or LM Studio, pull a small Qwen model, and talk to an intelligence that lives entirely on your own machine, no cloud required. For a community built on the four freedoms, that should feel familiar — and exciting.

Read one, watch one, run one. Then bring what you learned to your next meetup.

It is really important to me that WordPress community members ride this AI wave.

Errata: I said Automattic has 32 or 33 data centers; the actual number is 29, all co-located.

Surprise DM

When I saw the Slack notification preview, “Matt, I’m literally crying right now,” I must admit my first reaction was “Oh no, what happened…”

Matt, I’m literally crying right now. I just read the Baby & Caregiver Attendance policy that Automattic will fly your baby and whoever is caring for them to be with you at a meetup while you’re breastfeeding.

Everyone talks about closing the gap for women in the workforce after kids. This is the first time I’ve seen a company actually pay for the answer. ❤️😭

I don’t think you hear this enough, so I want to say it plainly: thank you, THANK YOU. Forever grateful.

Stephanie Ospina also posted about it on LinkedIn. This benefit isn’t even on our public benefits page! From our Field Guide post revisions I found it was added in 2018 by Ingrid Miller of our Human Wrangling team, and it’s a great example of the care and effort they put into shaping what we call the Automattic Operating System.

OmFest Registration

Thank you to everyone who expressed interest in shaping OmFest. We’re still working out some details, but we’ve got a Luma registration page for the event up. Please join on September 29, 2026, Om’s 60th birth anniversary, for an eclectic conference curated by his different communities to celebrate the many facets of Om.

If you’re just tuning in, our dearest loved one Om Malik passed away in June. This grieving process has been a rough one for me, but it has inspired some positive life changes. I’m traveling with a real camera again! A Nikon D6. I’ve shot tens of thousands of frames on the D-series, so it feels like home, but it also has some nice new features like built-in GPS (I used to use an attachment for that) and USB-C.

I’ve also become very driven to be meticulous. I miss Om’s harsh but often true feedback, but his voice in my head is a good reminder that if you do something, it’s worth doing it well. I’m kinda a hot mess (still blessed! 😂) so this will be a journey but the progress already has been rewarding. Excellence is a habit. We can always hold ourselves to a higher standard.

I have so many tools for organization and management across Asana, Google Workspace, P2, and Linear, but they’re not really connected. I’m trying to get everything in one place so there’s no data duplication, a single source of truth, and everything is always linked and accessible. It feels good, like spring cleaning, to go through everything. Woo has an initiative they call Mise en place with a similar idea. Which is why you’ve also seen those bug fixes and clean-up happening. With AI, this should be easier than ever.

Our Core Division

Inspired by Automatticians James Kemp and Dave Smith, I’ve been thinking a lot about how much of our discord in the design of WordPress stems from the differences of our two big tribes: Bloggers and Builders.

Many of the OG developers of WordPress, including myself, tend more towards the blogging side. Writers, photographers, podcasters, journalists, the people for whom a reverse chronological stream on the homepage is the most obvious thing in the world. We link out a lot, love comments, social features and think a lot about the editor as a writing environment.

Builders are the site shapers, webmasters, the agencies, the companies, the content managers that think in a more page-first rather than post-first way. Tagging? Blogroll? Date-based permalinks? Who needs them. Give me custom fields, rich templates, a site editor, to craft beautiful sturdy pages that will stand the test of time. A store with a catalog of items where what changes is the inventory and ratings, not the content.

The Builders right now dominate our core development discourse, which makes sense. They hold a lot of the economic share with merchants and rich websites. They’re also more loyal. The Bloggers love their WordPress as the place they truly own and call home, but Bloggers have an account on every channel where there’s an audience, they syndicate out with an ephemerality mindset, because that reader/listener/follower connection is the spark that keeps their flame alive. A Builder would never be a digital sharecropper on someone else’s domain.

Dave Smith has been doing some very interesting explorations of a simpler site editor, and you hear his Builder bias around 3:20 in how obvious a static homepage as default seems to him.

The good news is we can coexist as we have at least since WordPress 1.5. We just need to give a little more love to the Blogger side, there’s so much cool stuff we could do in the Fediverse with RSS, ActivityPub, ATProto, blogrolls (link manager is still in wp-admin!), pingbacks…

I’m trying out this thing, it’s trained on my blog posts and public talks, that you can chat with as me on Telegram. Behold: AutoMattBot.

Update: This is powered by Delphi.ai and it appears very broken right now, people are sending messages and on my side it looks like it’s responding but they’re not seeing it.

I don’t usually blog all my comments other places, but while drafting a completely different blog post I came across this great post, Michel Valdrighi: The Coder Whose Code Never Went Silent.

I had to leave a comment, because Michel’s story is not well-known.

Michel Valdrighi is the GOAT. His elegant code and impeccable aesthetic paved the path for WordPress to follow, and he did it with a prescient belief in Open Source. It seems obvious now, but in 2001, software that wasn’t just free but gave you Freedom was a radical idea that made people look at you funny. He showed me that code could be poetry, that beauty in simplicity is harder to achieve than complexity.

Mike Little and I met hanging out on the b2/cafelog Sourceforge and Freenode IRC channel, both drawn in by what Michel had created. It all started on a little island called Corsica.

Bonus: After publishing, Jetpack’s Related Post feature led me to this Best Blogging Software? post where Michel commented, months before the famous Blogging Software Dilemma. See, even back then people were arguing about static vs dynamic sites.

Possible Futures of Happiness

At Automattic, we don’t have customer service or support, we have Happiness Engineers. 🙂

There’s also a #ceo Slack channel where anyone can drop in and request a meeting, which my esteemed colleague Damianne President did, and this morning we had an interesting chat that set my mind racing about how we might engineer happiness in the future.

One overriding assumption: Personal agents will trounce company agents in most cases.

Your personal agent can — or soon will — know all your history, your calendar, your email, your preferences, and your photos, and it speaks your language. So much time is wasted in traditional support trying to see through the customer’s eyes, or authenticate them. That goes away, but watch your thinking! It’s so easy to fall into the mental model trap of legacy chatbots and data models.

As a company, your website, your WordPress, documentation, tutorials, menus, manuals need to be amazing and up to date. That’s the source of truth, and an agent will read all of it!

The interface and APIs remain because that’s useful to both human visitors and the agents.

Whenever possible, make support public. More blogs and bbPress. I actually weep a little when I think of how many beautiful words are written by our Happiness Engineers that are only ever seen once in a chat box or email thread.

My goal with our products is that support is radically available, and you almost never have to use it.

If you’re in a support role, I think you can pick a lane based on where you get energy.

If you love looking at screens, I think there’s a future where customer service wizards are watching over an Iron Man-like interface, armies of chat bots talking to people, where they can see how they’re going and intervene or nudge them as needed. There’s a ton of work in tuning agents and interactions.

If people recharge you, I actually think this will be the greatest era. All of the basic, mechanical stuff will be automated, but I think human connection will be what economists call a Veblen good, more in demand even as it is more expensive.

I think Happiness Engineering in the future will look a lot more like community building. A bot can’t host a meetup or a WordCamp.

I was the biggest Waymo fanboy, but this year with lots of trips to and from hospitals with Om I found myself craving human connection and used Uber more than ever. (It also gave me a chance to practice the one repeatable way that money can buy happiness, which is keeping a couple Benjamins in your back pocket and surprising people with them.)

Jose-Miguel x Ryo Fukui

I was only able to catch the tail end, but Jose-Miguel Yamal, alongside Thomas Helton and Sam Knight, did an awesome tribute celebrating the 50th anniversary of Ryo Fukui’s Scenery at Echoes in Houston.

Jose-Miguel is the pianist who played on my senior recital, and Ryo Fukui is the pianist I discovered from the visit with Hishashi at Bar Gyu in Niseko, so it was a cool confluence! I snapped a few photos with my new Nikon D6 setup.