Category Archives: Audrey

Audrey Capital — angel investments, portfolio companies, and the startups I back.

Community Antibodies

AI, Audrey, Design, Friends, Health, Music, WordPress

First, I want to say how great the jazz scene is in New York. I caught a little Latin at my go-to Guantanamera last night, but the band seemed to be phoning it in a bit, so I walked over to Dizzy’s and heard an amazing big band performance by the Diva all-women Jass Orchestra, they had Clint Holmes leading vocals and I got Frank Sinatra / Count Basie vibes, so great to see such a tight big band.

In WordPress, last week it was fun to see the company some call parasitic WP Engine acquire WPackagist. So a popular way to use WordPress with Composer, previously maintained by an awesome co-op agency in London, was now in the clutches of a company using its capital advantage to try to openwash its alleged bad behavior, probably in a process that wasn’t ideal for the sellers.

Four days later, an awesome independent organization roots.io released WP Composer (renamed to WP Packages, in OpenClaw fashion) with 17x faster cold resolves than WPackagist. Check out their comparison page.

It’s beautiful to see how resilient and nimble the antibodies in the WordPress community are. Major hat tip to Ben Word.

In another type of antibody, Sid Sijbrandi, whom I previously talked about going into founder mode on his cancer, gave an incredible presentation at the Open AI Forum about how he ran a bunch of N-of-1 experiments and therapies to cure his terminal osteosarcoma. He’s also open-sourced 25TB of his data for cancer research. Incredible!

If you want to see the future of health care, give Sid’s presentation a watch.

Claude & Sonos

AI, Audrey, Humor, Personal, Tech

Tonight was one of my most surreal Claude Code Sundays. To make a long story short, I pointed Claude Code at my Sonos setup in Houston: “All 29 Sonos speakers were running on WiFi with SonosNet completely disabled. They had accumulated ~89 million dropped packets across the system. That packet loss is why groups kept falling apart – Sonos grouping requires tight sync between speakers, and the WiFi was too congested to deliver it.”

We had a wild rollercoaster where at one point it bricked several of my devices (green LED), got mixed up on some groupings being a home theater, and sent me all around the house plugging things in to ethernet or not. At one point, I was certain I’d have to redo everything from scratch. Then we came back and everything worked, I asked, “What song should we play to celebrate this accomplishment?”

Ha – has to be “The Chain” by Fleetwood Mac. Seems fitting given we just spent the evening fixing one. Want me to queue it up on the Gym/Office?

It then failed horribly at trying to play that song, then, because it thought the speakers were re-meshing, it tried to play it on outdoor speakers, which would have surprised my neighbors at midnight. I ended up picking the song manually, and I must say it’s quite nice. I see why it’s easy to fall in love with these things, because the variable positive reinforcement slot machine cowboy hacking is honestly more fun than if it had just gotten it right on the first try.

Cancer Founder Mode

Audrey, Friends, Health, Personal

Sid Sijbrandi, a friend and a former CEO of Gitlab, has started to share some of the story of his journey with cancer.

Manager mode assumes that existing systems will surface the best options. When I was first diagnosed with cancer in 2022, I delegated the crucial analyses and decisions about my care to others. In late 2024, when my cancer reappeared and my doctors told me I had exhausted the standard of care and there were no trials for my situation, I realized that assumption might, quite literally, kill me. Founder Mode was my only option.

Founder Mode meant going deep on every diagnostic and treatment option. It meant assembling a team of physicians and scientists to work from first principles to understand what was possible beyond standard protocols. Together, we paved new roads to access the very cutting edge of science and technology. Today, thanks to the efforts of many people around the world and the support of my wife Karen, I currently have no evidence of disease.

Sid was already very inspiring before this journey, and this is especially impressive. Elliot Hershberg has the full story and analysis, including some predictions for the future of cancer treatment.

Matt 4.2

Audrey, Birthday, WordPress

It’s that time of the year again for a new version release. Forty-two is a fun number, of course, famous from The Hitchhiker’s Guide to the Galaxy.

I’m in Miami, where I’m attending a conference by Richard Saul Wurman. I decided that it would be a great way to fill my brain on my birthday. Since New Year’s, I’ve been in warm climates and had lots of dips in the ocean. Had a small birthday dinner a few days ago and my friends surprised me with a beautiful “HappyBdayMattic” cake.

This last year was particularly challenging, especially at the beginning. However, it just kept getting better, and particularly WordCamp US in August was inspiring. The warmth and support of the WordPress community pulled me out of the funk I had been in. It was also when I kicked off the habit of daily blogging, which led to 2025 being the highest number of words (34.7k) I’ve posted since 2004! I traveled 209k miles, about a third lower than last year, spending longer stretches in 45 cities and 16 countries.

One of my biggest lessons of the year was learning how to ask for help. I’m usually the person others come to, and I carry a lot of responsibility on my shoulders from my friends and loved ones, and for the companies and communities I’m lucky enough to be part of. I’ve had some bad experiences asking for help in the past, as well. Now, how I see it is that it might not always work, but if you don’t ask for help, you also don’t give people the chance to step up. This year, the support of several friends got me through some really tough spots.

A joy of this year was seeing my godchildren grow up, close friends starting families, and the Audrey Scholars program. There’s a Walt Disney quote I just found out about that I love: “I do not make films primarily for children. I make them for the child in all of us, whether we be six or sixty.” Kids can’t help but remind you how important it is to maintain that childlike sense of curiosity.

A random new thing I’ve adopted this year is coconut water. I’ve been trying to hydrate with electrolytes, especially first thing in the morning, and it’s a great natural source of minerals.

My main goals this year are to keep up daily writing, post some of my archive photos, finally visit Rome and bring my family, swim more, and be the best leader for Automattic and the WordPress community through the incredible changes and opportunities of the AI era.

Even though I have several decades of history now, I find myself looking forward far more than back. Great words to live by I just learned from Jeffrey Katzenberg, apparently originally from Doug Ivester.

Never let your memories be greater than your dreams.

That said, it is a funny time to revisit my original version-number birthday post, 2.2, which is exactly 20 years old now.

I wish everyone a wonderful 2026!

All birthday posts: 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42.

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. It’s a very fun way to game with friends and stay active, so afterward you have that same great feeling like after playing a sport. 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 on Amazon, though it looks like it doesn’t ship before Christmas right now.

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 old version when they launched, to the amazing Adam Nash who teaches CS 007 Personal Finance for Engineers at Stanford, and he now runs the awesome Daffy donor-advised tax fund startup. I was an early customer, and even on their homepage as a testimonial in 2011, Audrey Capital has been an investor since 2013 and if you sign up with this link we both get 5k extra managed for free.

Time Zones

Akismet, Audrey, Personal, Software

If you like rabbit holes, a wonderful way to spend your Sunday is in the writing of Zach Holman, an early engineer at Github and Gitlab.

All are good, but a particular favorite of mine is UTC is enough for everyone …right? You don’t need to code to appreciate that time is a construct, that has evolved over time. “At noon in DC, it was 12:08 in Philly.” Time zones introduce particular complexity because, besides obvious things like Daylight Saving Time starting and stopping at different times at different places in history and geography. If you do write code, you’ve probably come across things like Epoch Time.

The Unix epoch (or Unix time or POSIX time or Unix timestamp) is the number of seconds that have elapsed since January 1, 1970 (midnight UTC/GMT), not counting leap seconds (in ISO 8601: 1970-01-01T00:00:00Z). Literally speaking, the epoch is Unix time 0 (midnight 1/1/1970), but ‘epoch’ is often used as a synonym for Unix time. Some systems store epoch dates as a signed 32-bit integer, which might cause problems on January 19, 2038 (known as the Year 2038 problem or Y2038).

I’ve spent far too many hours on the PHP date manual page and the related comments (now gone! I used to have a few, they probably retired because they were on earlier versions of the language).

As a bit of lore for Zach he might appreciate, I’ll share that when writing some of the first logging and data processing systems for Akismet, I divided the files using Swatch Internet Time to give me a consistent balance of dividing a day, but still doing things as real-time as possible. The anti-spam learning system would update about every 86 seconds.

WordCamp Canada Talk

Audrey, WordCamp, WordPress

Howdy and bonjour! First, thank you so much, merci beaucoup, for having me at your WordCamp. I love the spirit of local communities gathering and helping each other learn and grow together. I wasn’t actually planning to speak or even do a Q & A; I was just going to attend this WordCamp. But since the organizers have given me a bit of your time, I will try to make the best of it. 

I love Canada. I first came here for the Northern Voice conference in 2006. Was anyone at that one? I think Dave Winer was actually there. It was a pretty awesome one. What’s that?

[Here I think Dave said he wasn’t at that one, but a different conference, but can’t remember.]

Well, that’s why we blog. My memory is not that good. [laughs] By the way, I think this week is your anniversary, right? 

Dave Winer: It was actually a couple of weeks ago—31 years.

MM: Oh, wow. Thirty-one years. Round of applause! I think why I thought it was your anniversary is that on my blog’s related posts, it showed a post from 2014 that was congratulating you on your 20th because I think The Register or someone did a nice article. 

So yeah, I’ve since been back dozens of times, including several summers in Montreal, at the jazz festival there—they also do Le Festival Haïti en Folie, and Just For Laughs—and a few times here in Ottawa, where I’m on the board of a cybersecurity company called Field Effect. We might even have some Field Effect people here—oh, hi! Thanks for coming. 

Let me give a little update on what I’ve been up to. My life’s mission is to democratize publishing, commerce, and messaging. So I have some projects in each of those areas. In publishing, my main work is WordPress, the core software available to everyone. We host it on WordPress.com and Pressable, and allow others to host it with WP Cloud—a cool product—and we use Jetpack to bring all the best cloud features to every WordPress, wherever it is running. And, of course, running the main community hubs at WordPress.org, WordPress.tv, WordCamps, WordPress.net, which probably some of y’all haven’t heard of, et cetera, et cetera. 

On the social side of publishing, I have Tumblr, which is a microblogging social network, but right now it’s on a different technical stack. I need to switch it over to WordPress, but it’s a big lift. It’s over 500 million blogs, actually, and as a business, it’s costing so much more to run than it generates in revenue. We’ve had to prioritize other projects to make it sustainable. It’s probably my biggest failure or missed opportunity right now, but we’re still working on it. 

I’m really excited about the personal publishing side of our products: Day One and WordPress.com Studio and WordPress Playground. Day One is a fully encrypted, shared, and synchronized blogging and journaling app that runs on every device and on the web. You can also have shared encrypted journals with others. It uses the same encryption as one password. It’s the first place I go to draft an idea—for example, to write this talk. Its editor is not as good as Gutenberg yet, but it’s pretty decent at allowing multimodal input—which means you can record voice notes, draw things, etc.—and capturing it all. It’s mostly replaced Evernote, Simplenote, and even private P2s for me. It has some fun features, like when you make a new entry it records, the location, what music you’re listening to on Apple Music, how many steps you’ve taken, the weather. Honestly, some features that would be nice to get into WordPress, at least as a plugin. Right now, I just copy and paste it in the WC admin or the Jetpack app if I want to publish something; that could also be made smoother in the future. 

So WordPress.com Studio is built on an open source project called Playground that we created to allow you to spin up WordPress in a WASM container in about 30 seconds, right inside your browser. Who’s tried Playground or Studio? It’s kind of wild, right? You know how hard it’s been to set up servers and databases and everything like that, and so to see a WordPress virtual machine spin up in like 30 seconds just blows my mind. There’s so much you can do with it. It’s the most sci-fi thing happening inside of WordPress right now, and we’ve just barely begun to take advantage of the massive technical and architectural shift it allows. For example, my colleague Ella builds an iOS app called Blocknotes. It’s a lot like Simplenote, but it uses a Gutenberg editor, and it’s entirely a WordPress playground instance—the entire iOS app. 

Part of the evolution of WordPress has been going from a blogging system to a CMS to a full development platform. So what Dave talked about yesterday, and now that you can build entire mobile apps—which, by the way, can run on every platform, cross-platform, and run the same thing on the web—it’s kind of like a promise from back in the day of Java or other things, React, Native. It’s now very possible with this WordPress WASM stuff. WASM stands for web assembly. 

The main distractions and things holding back WordPress right now are the legal attacks from WP Engine and Silver Lake—I  can’t comment on that, but stay tuned for some major updates soon. 

I forgot to put this in my post—WooCommerce! On the commerce side, there’s, of course, WooCommerce, which is very, very exciting. You can think of it like an open-source Shopify, our enablers here in Ottawa. It now processes over $30 billion of GMV (gross merchant volume) per year, and you can customize it to do pretty much anything: subscriptions, digital, physical goods, everything. And of course, it’s fully open source and built on WordPress. It’s actually a WordPress plugin, so pretty exciting. WooCommerce is now on about 8% of all websites in the world—WordPress is 40, so it’s running on about a quarter of all WordPress sites. It’s been a big part of the growth of WordPress, actually, the past few years. 

In messaging, we have this product called Beeper. Anyone tried out Beeper yet? We got a Beeper super-user here, actually, in Robert. So Beeper basically takes all the different messaging apps—WhatsApp, Telegram, Instagram DMs, LinkedIn DMs, did you ever check those?—and it brings it all into one app, one interface, kind of like a Superhuman for messaging, and gives you cool features across all of them. Now this is obviously a pretty hard technical challenge, because we have to reverse engineer all the different networks for everything. But check it out, it’s a pretty fun little app. It’s, free for up to a couple accounts, and paid after that. 

There’s also an open source component of that as well. We’re going to make it easier for people to build bridges and connections to different networks, because there’s a lot that we don’t support yet that we get demand for, like KakaoTalk in Asia. People also want to do dating apps, which I guess have messaging platforms. So it’d be pretty fun to have everything all in one. 

I’ve been in the public a lot, doing lots of talks and actually blogging every single day now for 28 days, which will be 29 when we all hit the publish button at the end of this! So I’ve been blogging a lot. It’s a lot to keep up with. Actually been going every day since WordCamp US, with one missed day in there. I got very, very inspired at WordCamp US. It was a fantastic event. I got to hang out a lot and go to a bunch of sessions, and it inspired me to blog a lot more. If you run Jetpack, there’s actually a pretty cool feature where the notifications will tell you what kind of streak you’re on. So whenever I post, I get this nice little notification, like 28 days. And it has little easter eggs when you get certain number of days in a row, which is fun. So I’m gonna have to add some of this to the post later—I riffed a little bit. We’ll get the recording. So now that this is all done, we can push the publish button together. 

This is a cool device called a Daylight computer. So cool. It’s from a startup I’m invested in through Audrey Capital and Automattic. Think of it like a cross between a Kindle and an iPad. It works in the daylight, hence the name—it doesn’t emit any blue light. It’s great for kids. You can order it on DaylightComputer.com. It runs Android, so it’s super hackable. You can have apps like Beeper, Day One, WordPress, Jetpack, WooCommerce on it. Very, very neat device. I actually have WP Admin loaded right here; you can see you can scroll like super, super fast. Soon the wifi is going to work—it’s a wifi-only device. 

Later I’ll update this post with an mp3 recording enclosed an RSS in honor of Dave Winer, who spoke here, who invented podcasting and RSS. And actually, if you go way back in my RSS feeds, I have some mp3 enclosures from 2004 and 2005, some very funny early podcasts. Also, whenever they post this video to WordPress TV or YouTube, I’ll share that too, and I’ll add some links. Thank you. Merci beaucoup! If you want to follow more. Please check out my blog at ma.tt. No WWW, no .com. Just ma.tt. I cross post to ma.tt on Bluesky and Mastodon and on Tumblr, Instagram and Twitter/X at @photomatt. 

And now we’re going to push the button together. Y’all ready? Murphy willing, are you ready to publish? think I need to add a category and stuff, but I’ll do that later.

Continue reading WordCamp Canada Talk →

The Curse of the Muse

Audrey, Automattic, Essays, Tech, WordCamp, WordPress

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.

Telegram and Weird Al

Audrey, Design, Interview, Music, Tech

I have two interesting interviews to share with you today, the first is Lex Fridman interviewing Pavel Durov, the founder of Telegram. I started using and advocating for Telegram back in 2015, and Audrey Capital was part of their aborted fundraise in 2018. As a software craftsperson, I’ve always had tremendous respect for the team and the rate at which they shipped truly novel design and UI. I’m amazed by the speed at which they ship major features across multiple platforms. The network also has incredibly resiliency, which they get into on the podcast. As I’m often in poor connectivity situations in planes or remote locations, Telegram has been one of the networks that works most reliably.

I’ve met Pavel only briefly about a decade ago, but have followed his story as he’s a unique character with an ascetic lifestyle, target of many intelligence agencies, sperm donor father of 100+ children, and many other unique characteristics. I use Telegram like I use X/Twitter, I put things I consider semi-public on it and I think of it like a social network and development platform, and since 2022 I’ve cross-posted my blog to a Telegram channel using a Jetpack bot. It’s probably my favorite community platform. The four hour interview between Lex and Pavel covers a lot of ground, but product builders will probably appreciate most the middle part around the 2-hour mark where they go into their engineering and design philosophies. (BTW I usually watch/listen to these at 2x speed.)

If you’re looking for something a little lighter on a Sunday I recommend this heart-warming conversation between John Mayer and Weird Al Yankovic.

I know this seems like an unusual pairing, but both Pavel and Weird Al are hackers in the sense that they examined the rules of the system and decided to create a new game.

If you’re not playing music while you’re working, you’re missing out. It’s incredible how sounds can transform how our brain works. You can, on tap, put yourself into a different mode of being with music; you can change your drive, motivation, mood, and more. There are some apps that have started to hack this, such as Endel, which can generate music programmatically in a very Brian Eno-like way. I’ve been a fan and user of theirs since 2020. I also love the Lofi Girl. On your Sonos you can actually stream Focus @ Will, which is another attempt, and I have a subscription there. My favorite is Endel, though, so if you’re only going to try one, try that one.

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.

What’s in My Bag, 2025

Audrey, In My Bag, Travel

It’s another year, I have ordered all the things and tested all the cables, there’s a little bit about tech and a little bit about life. Here’s what made the cut, now I’m going to be factoring in weight of everything as well.

The flat-lay this year was taken at my sister Charleen’s house, where she hosted Christmas for our family for the very first time. Charleen and I have worked on the home in Austin for several years and it was awesome to see it all spruced up for the holidays and also for my Mom to visit it for the first time in 13 years. Part of the idea of my sister being in Austin is that if there’s a hurricane or anything in Houston my Mom can just drive up a few hours and be totally comfortable, so we put in an elevator, solar panels, Powerwalls, fiber, and Starlink. Her house is also my Austin headquarters when I’m in town, she set up a nice desk for me to work. Christmas was the beta-test, with Mom + nurse + four dogs all up in Austin; the whole circus was cozy and comfy for the holidays.

I was telling my friend Rob Reid the stories of my Mom and sister’s homes said I had to listen to the song Get Mama a House by Teddybears and B.o.B, it’s a good earworm and I will say that getting them both in beautiful homes they love has been one of the most rewarding things I’ve spent money on. So as advice for other entrepreneurs, get your momma a house! 🙂

TL;DR on the gadgets: The most significant change to my bag has been the introduction of the Daylight Computer, which I think everyone should have and is a genuinely new platform, and that we’ve finally reached reliability and excellence on retractable USB-C cords, these Baseus cords available in a variety of colors and 3.3ft and 6.6ft lengths. I give them out like candy, everybody loves them. I’ve also started wearing Havn hats/underwear/shirts/etc to block unnecessary EMF. (They used to be called Lambs.) And I’ve found great nootropic benefits with DryWater and Celsius. Without further ado, here’s the list:

THE BACKPACK

  1. Aer Fit Pack 3 backpack. This is still my go-to, and it’s embroidered with Automattic and WordPress logos. This is part of our standard swag at Automattic, and I’d like to get a WP-embroidered one on our .org swag store when that’s back up.

DEVICES

  1. 16″ Macbook Pro, right now the M4 Max with 128 GB RAM, amazing what you can run locally on this this thing. I’m very excited about inference at the edge in the coming years.
  2. iPad Pro, which I use as a second display when I’m on the road using Apple’s screen mirroring giving me another 10 inches of screen.
  3. Daylight Computer DC-1 represents the first truly new platform I spend time on. It’s a healthier way of computing and I would like to increase my % screentime on it in the coming years. Also amazing for kids.
  4. Kindle Paperwhite, this might lose to the Daylight in the future but I do like its form factor.
  5. iPhone 16 Pro, you use your phone so much just always have the latest model. This is my primary phone.
  6. Google Pixel 9 Pro finally is iPhone-parity for me, I use this mostly for tethering with Google Fi and testing our apps on Android. I got the pink one, it’s really a beautiful device and I could imagine a world where it was my daily driver but there’s just so much convenience in the continuity features of an all-Apple life. It’s the little things, like copy and paste, that really hook you.

One nice thing is that the iPad and two phones all have connectivity plans, which I try to spread across different providers so I always have something that works or I can tether to.

POWER/ADAPTER

You should ABC, Always Be Charging!

  1. Baseus 8-in-1 USB-C hub, 99% of the time this is used as an ethernet or HDMI connector, it’s pretty reliable and not too heavy. (86 grams)
  2. Anker 150W Charger Block, this is just a little extra, I could probably drop it.
  3. Anker 47W Nano Charger, nice for setting up a charging station by the bed.
  4. Baseus 100W power cable, with detachable charging block. This is the core of the entire system, and most of the time I just use this. It’s chunky at 236 grams but anchors everything else.
  5. Belkin 37W Dual USB Car Charger, which I find myself using mostly in Europe when in transfers.
  6. USB-C adapters, just in case.
  7. Whoop 4.0 Charger/Battery Pack, I really enjoy the stress and sleep tracking features of the Whoop, and this keeps it charged. I did a podcast with their founder Will Ahmed.

CABLES

  1. Insignia Micro USB 3.0 Charger, this is by far the most cursed cable I carry around, which is for taking photos off my Nikon SLR.
  2. Cable Matters 4K HDMI Cable, I like the ultra-thin and this can be clutch when connecting to a conference room or hotel TV.
  3. Baseus 100W/5A retractable cables, now in two sizes 3.3ft and 6.6ft (about 100cm/200cm). These are my favorite new things! Love love love.
  4. Apple Watch Magnetic Fast Charger, I also usually wear an Apple Watch Ultra. I don’t do too many notifications, but it’s amazing for finding my phone.

AUDIO

  1. AirPods Pro Gen 2 for pairing with the iPhone, these are so good and if I forget them it’s the first thing I pick up at the airport electronics store.
  2. Pixel Buds Pro, for pairing with the Pixel 9 Pro, also amazing I just don’t use as much.
  3. Custom ear plugs, for protecting hearing when the sound or music is too loud.
  4. UE Premier custom headphones, this is still the best audiophile experience I have, great on planes.
  5. USB-C Headphone Jack Adapter
  6. Belkin RockStar 5-Jack Audio Splitter
  7. Belkin RockStar 3.5mm Audio w/USB-C Charge Adapter

MISCELLANEOUS ELECTRONICS 

  1. Aranet4 CO2 monitor, this can change your life, if the area you’re in isn’t well ventilated then you run cognitively lower without even noticing it.
  2. Logitech mouse, with quiet clicks, I find a mouse is just ergonomically an easy productivity upgrade from the built-in trackpad.
  3. Flipper Zero, the funnest little cloning gadget I’ve tried.
  4. Pixel G1s RGB Video Light, can be used in party mode to set lights.
  5. USB-C chargeable Candle Lighter
  6. Petzl E_LITE Headlamp
  7. Universal Airplane Phone Holder

PERSONAL ITEMS

  1. Passport
  2. Hermes business card holder, which I’ve been using more since spending more time in Asia with the increased community activity there.
  3. Thread Wallet elastic card holder/wallet 
  4. Hay catch-all Pouch
  5. Sea2See Sunglasses
  6. Marunao mint case
  7. Lockpick set, you can learn to unlock most locks in a few hours of training. Like the Flipper this is kinda a hacker tool.
  8. Blue Rock, a little worry stone you can hold in your hand and rub.
  9. WordPress ring, because I’m married to the game.
  10. WordPress pin, spruces up any outfit with a little open source rizz.
  11. Plastic holder with stickers for our various brands and products, I love seeing WordPress or Tumblr stickers in random places, and sometimes place them myself.
  12. Notecards from Ugmonk Analog, you can rabbit hole their entire site to upgrade your desk game. Lovely stuff.
  13. Maruman N196A Nemosine Notebook.
  14. OHTO Needle-point Pen 0.7mm, picked up in Japan and I like for when I want to draft something more thin-lined.
  15. Montblanc Heritage Egyptomania Doue ballpoint pen, which I like for signing important things and also crossing out todos on the Ugmonk cards.

TRAVEL ESSENTIALS

  1. Icewear Merino wool gaiter
  2. Lambs EMF WaveStopper beanie, literally a tin-foil hat.
  3. RAINS insulated gloves
  4. Gore Thermo Beanie
  5. Olo InVision Eye Mask 
  6. Herb Bar essential oil blend, always nice to have something good-smelling around. Not endorsing this specifically, but I always have some essential oil around.
  7. Immunity Throat Spray, suggested to me by the mushroom GOAT himself, Paul Stamets, I saw him use this at an event we were both at. When I travel or am around a bunch of people I’ll do three sprays in morning and night, and I’ve often been the one in my group to not get the “conference cold” that goes around.
  8. Z-Biotics, introduced to me by my friend Sid, it’s kind of a game-changer anytime you drink, lessens the negative effects of alcohol. It works so well there’s a possibility of moral hazard. They have some new stuff around fiber, it’s an interesting company to follow.
  9. Celsius energy powder packet, this is nice to turn any drink into a Celsius, when you need an extra boost. Be careful with these as they have 200mg of caffeine! I try to avoid after 2pm, and not in first hour I wake up.
  10. DryWater electrolytes powder packet, I’ve switched to this over LMNT because I like the ingredients and sourcing better. Electrolytes when you first wake up is better than coffee, I’ll often mix this with tea.

If you want to get super-nerdy, here’s a spreadsheet with the weights. Basically I’m 10.7 pounds of computing devices (Macbook, iPad, Daylight, Flipper, iPhone, Pixel), and ten pounds of other stuff. Add in a bottle of water or other random things I put in the bag ends up being ~22-28 pounds most of the time, which I’d like to get down.

But with my backpack I can tackle a really wide variety of situations. It’s fun! If you have any tips or suggestions please leave them in the comments! I’m always trying out new gear.

WordCamp US & Ecosystem Thinking

AI, Audrey, Facebook, Open Source, Tech, WordCamp, WordPress

(This post should be read while listening to Wish by Joshua Redman. The writing is synchronized to the music reading speed.)

Contributor day just wrapped up for Portland for WordCamp US. If you ever have a chance to visit a WordCamp, I recommend it. It’s an amazing group of people brought together by this crazy idea that by working together regardless of our differences or where we came from or what school we went to we can be united by a simple yet groundbreaking idea: that software can give you more Freedom. Freedom to hack, freedom to charge, freedom to break it, freedom to do things I disagree with, freedom to experiment, freedom to be yourself, freedom expressed across the entire range of the human condition.

Open Source, once ridiculed and attacked by the professional classes, has taken over as an intellectual and moral movement. Its followers are legion within every major tech company. Yet, even now, false prophets like Meta are trying to co-opt it. Llama, its “open source” AI model, is free to use—at least until “monthly active users of the products or services made available by or for Licensee, or Licensee’s affiliates, is greater than 700 million monthly active users in the preceding calendar month.” Seriously.

Excuse me? Is that registered users? Visitors to WordPress-powered sites? (Which number in the billions.) That’s like if the US Government said you had freedom of speech until you made over 50 grand in the preceding calendar year, at which point your First Amendment rights were revoked. No! That’s not Open Source. That’s not freedom.

I believe Meta should have the right to set their terms—they’re smart business, and an amazing deal for users of Llama—but don’t pretend Llama is Open Source when it doesn’t actually increase humanity’s freedom. It’s a proprietary license, issued at Meta’s discretion and whim. If you use it, you’re effectively a vassal state of Meta.

When corporations disingenuously claim to be “open source” for marketing purposes, it’s a clear sign that Open Source is winning.

Actual Open Source licenses are the law that guarantees freedom, the bulwark against authoritarianism. But what makes Open Source work isn’t the law, it’s the ethos. It’s the social mores. It’s what I’m now calling Ecosystem Thinking: the mindset that separates any old software with an open source license from the software that’s alive, that’s humming with activity and contributions from a thousand places. 

Ecosystem Thinking has four parts:

  1. Learn
  2. Evolve
  3. Teach
  4. Nourish

Learn is about keeping ourselves in a beginner’s mind, the curiosity to always engage with new ideas and approaches.

Evolve is where we apply those learnings to our next iteration, our next version. We see how things work in the real world: it’s the natural selection of actual usage.

Teach is actually where we learn even more, because you don’t really know something until you teach it. We open source our knowledge by sharing what we’ve learned, so others can follow on the same path.

Nourish is the trickiest, and most important part: it’s where we water the garden. If you’ve done the previous three steps, you’ve been very successful; now your responsibility is to spread the fruits of your labors around the ecosystem so that everyone can succeed together. This is the philosophy behind Five For the Future, which you’re going to see us emphasize a lot more now.

That’s the ecosystem. But if it’s the yin, what’s the yang? This openness and generosity will attract parasitic entities that just want to feed off the host without giving anything back. There are companies that participate in the Learn/Evolve/Teach/Nourish loop like a FernGully rainforest, and there are those who treat Open Source simply as a resource to extract from its natural surroundings, like oil from the ground.

Compare the Five For the Future pages from Automattic and WP Engine, two companies that are roughly the same size with revenue in the ballpark of half a billion. These pledges are just a proxy and aren’t perfectly accurate, but as I write this, Automattic has 3,786 hours per week (not even counting me!), and WP Engine has 47 hours. WP Engine has good people, some of whom are listed on that page, but the company is controlled by Silver Lake, a private equity firm with $102 billion in assets under management. Silver Lake doesn’t give a dang about your Open Source ideals. It just wants a return on capital.

So it’s at this point that I ask everyone in the WordPress community to vote with your wallet. Who are you giving your money to? Someone who’s going to nourish the ecosystem, or someone who’s going to frack every bit of value out of it until it withers? Newfold, especially since its acquisition of Yoast and Yith, gives back. (I’ve asked them to consolidate their Five for the Future pages to better represent the breadth of their contributions.) So does Awesome Motive, 10up, Godaddy, Hostinger, even Google. Think about that next time it comes up to renew your hosting or domain, weigh your dollars towards companies that give back more, because you’ll get back more, too. Freedom isn’t free.

Those of us who are makers, who create the source, need to be wary of those who would take our creations and squeeze out the juice. They’re grifters who will hop onto the next fad, but we’re trying to build something big here, something long term—something that lasts for generations.

I may screw up along the way, or my health may falter, but these principles and beliefs will stand strong, because they represent the core tenet of our community: the idea that what we create together is bigger than any one person.

(Hat tip to Automattician Jordan Hillier for the great ecosystem image.)

Update: I ended up presenting this post and furthering the case against Silver Lake and WP Engine at WordCamp US on September 20th.

Anbernic, Sol, and Daylight

Audrey, Design, Tech, Video

I’m always trying out new things. First, something fun: my friend Jesse gifted me a very cool Gameboy-like device called the Anbernic RG35XX, at ~$46. It has almost every game you remember, like if you got all the cartridges at Toys R Us or checked them out at Blockbuster. Having something without Wi-Fi, notifications, etc., is nice to relax. Very fun. I’m also keeping my eye on Palmer Luckey’s new ModRetro.

Second, I give to you the Sol E-reader, $399, basically glasses with a Kindle built-in, and a remote you hold in your hand for turning pages. The website is slick, even the packaging and design was nice, but the product is not. Do not buy this. It’s really not pleasant to use. The resolution was so low and the typography so bad it felt like reading on a TI-89 calculator.

Third, I’ve been really enjoying the DC-1 Daylight Computer, $729, which is like if a Kindle mixed with an iPad in the best possible way. This feels like an actually new platform, in that I find myself imagining new ways and places (like outdoors) I’d want to spend time with it. It runs Android, so you can have any app on it, even code on it. This video gives a good sense of the device and its founder Anjan Katta:

I could see Daylight being fantastic for kids as well; it just feels less “toxic” than the hyper-display world in which smartphones have us trapped. Audrey invested back in 2022 and it’s awesome to see how this turned out, it’s so rare that hardware makes it to this stage. I’ve shifted a lot of my nighttime consumption and play over to the Daylight; it’s so fun to play chess or read an article. It has surpassed the Kindle as my favorite reading device. And it looks good everywhere:

I used the Daylight a lot on the recent Sydney to Hamilton Island ~1,000 mile transport I did with the Drumfire crew and my friend Herman/John, which was part of my “learning to sail” goal for this year.

Sabbatical Wrap

Audrey, Automattic, Personal

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.

Thoughts on Tech Employment

AI, Audrey, Automattic, Books, Facebook, Ideas

The Washington Post writes The U.S. economy is booming. So why are tech companies laying off workers? This article has some good data, but I think misses the point with sub-heads like “Shine has come off the tech industry.” Really? How is that reflected in their stock prices?

I think a few things are happening.

First, tech companies are typically best at adopting new technology, which leads to productivity gains.

AI may be an obvious example of this, though for all its hype it hasn’t had a huge impact on most companies yet. I agree with Sam Altman when he says there may someday be a billion-dollar company run by one person who is able to highly leverage future AI agents to automate most traditional roles at a company. That said, I think there are advantages to teams including allowing people to go on vacation or take time off, and provide business continuity and succession, so literally one-person is probably an exaggeration. We don’t need AI to see very small teams being valued highly: Instagram had only 13 employees when it sold for a billion dollars to Facebook, in 2012!

Some of this productivity gains just come from adoption of existing tools like Google Workspace or Office 365, issue trackers and version control with tools like Gitlab, Github, or Jira. At Automattic we don’t use email to work or communicate internally, it’s all Slack and P2. We also leverage our distributed nature to effectively have teams around the world coordinating several shifts of product work per day, and 24/7 coverage for things like systems and customer support without the need for “graveyard shifts.”

The way tech companies operate, the pace and culture, would be unrecognizable to people at many more traditional companies.

At tech companies some roles are highly leveraged, like systems, engineering, and design, and everything else in the company really exists to support these. These leveraged roles can create enormous amounts of value, and that’s why it’s not unusual to hear of machine learning engineers working on ads at Google with salaries in the seven figures. (There’s been a weird accounting thing where companies put a lot of their compensation into equity, but I think that’s going away as investors are learning to better account for dilution and employees appreciate the fungibility of cash.)

Creators are also highly leveraged, which is why Joe Rogan can sign a new $250M deal with Spotify (which smartly puts him back on Youtube) after laying off 1,500 people in December. Some people like Hagen Terschüren try to tie this together and say you should avoid Spotify for it, but there’s nothing wrong with a business becoming more efficient to serve its customers, it’s the whole point of capitalism. Capitalism is, as Nicholas Stern says (via Marc), the best way to take care of people we don’t know. There’s no honor in keeping people employed inefficiently, it’s better for them to find someplace in the market where their talents will be better leveraged for society and themselves.

There was a bubble in hiring because tech had so much money it tried to throw people at problems. But the unlock in technology can come from a single person, a single insight. It’s the mythical man-month. Tech-first companies are going to become leaner and more leveraged. Fewer people are going to create more value for society, in ways that will follow power laws and I think we should investigate things like Universal Basic Income to provide for all living beings. Technological progress creates abundance, where we have more than what we need.

At Automattic last year we did not do layoffs, but allowed performance management and natural attrition (voluntary regrettable was 2.9%, non-regrettable 6.8% for us in 2023) to allow our size to shrink down more naturally, on average two people left for every person we hired last year, from a peak of about 2,064 to 1,936 today.

Freedom Grants

Audrey, Censorship, Open Source, Politics

The Audrey Scholars program is still getting started, but I wanted to introduce another opportunity: Freedom grants. As the page says “If you are an open source contributor, and you feel your current political environment is incompatible with open source values, we would like to offer the opportunity for a grant to help you get set up in a new environment. Please state your case below.”

I’m not sure exactly how this will work, but we’ll figure it out together. The offer is out there. This is very much inspired by the work of the Oslo Freedom Forum.

Sonos Tip

Audrey, Automattic, Education

If you’re obsessed with Sonos like I am, a nice MacOS utility is the Menu Bar Controller. Hat tip to Mike Tatum, who happened to be the gentleman who convinced my parents it was okay for me to drop out of college and move to San Francisco to take a job at CNET. Mike’s now at Sonos and in October arranged for some top execs at Automattic to go to Santa Barbara to meet with their peers at Sonos, and Patrick Spence and I did a joint CEO town hall that was broadcast to both of our companies. It was I think fascinating for both sides because of a shared passion for craft, design, culture, and execution, but our companies are in no way competitive, so it allowed for a lot of transparency. I learned a ton, and I think that kind of sharing is what increases the mimetic evolutionary speed of companies.

Atoms are hard! I think I’ll stick mostly to bits.