It’s hard to pick a favorite tenor player, but the GOATs that come to mind are Dexter Gordon, Sonny Rollins, John Coltrane, Michael Brecker, and I’m missing people but if I had to pick someone to express the human condition and soul, it would be Joshua Redman. He has such incredible fluency with the horn you get an amazing emotional experience with his vibrations. He’s probably the greatest living tenor saxophonist. He just did a Tiny Desk concert, and the audio and visual capture was impeccable. I watched this full-screen on an Apple XDR and listened with Airpods Max—the chords they’re using, the subtlety of the interactions— the experience was exquisite. (Also peep HSPVA grad Paul Cornish!) I can’t embed because it’s not on Youtube yet.
Balaji Srinivasan posted a great essay on how founders should think about debt vs equity, unfortunately it’s on X/Twitter so the format isn’t great, but the content is gold. As we exit the ZIRP world and go back into normal interest rates, I think this is really important concept for entrepreneurs to understand.
Vision Pro + Drone
This feels significant. Check out this video. Hat tip: Rory Chitwood.
On StellarWP Podcast
I’m still doing some podcasts as sabbatical-Matt, especially with the WordPress community which for me isn’t really work, it’s building relationships in our community of practice. If you know me, I can wax poetic about WordPress for hours! It’s what I do for fun. Here’s my first post-sabbatical interview with Michelle Frechette. Another unusual thing about this interview is I was quarantining with Covid!
Illuminate has crossed the funding threshold it needed to actually kick off the project of bringing the Bay Lights back to San Francisco, as Heather Knight writes for the New York Times. The upgraded lights will be visible not just from San Francisco but also in Oakland, Treasure Island, Berkeley… all across the Bay. It’s felt like the lights have been the lumen-physical embodiment of San Francisco’s struggles: sparkling and inspiring at the start, then facing troubles, a trough of darkness, and now hope for something better sparked and on the horizon.
I’d love to get as many citizens and addresses in San Francisco as donors, however small, to round out the last bit of the funding, so that as many people as possible can feel the ownership and pride of making the city better. Back in January when I promoted this last it was on a terrible platform, it’s now been re-done by the GiveWP team to be totally native WordPress and a slick donation experience, easy to do on mobile and with Apple Pay. (Major kudos to Devin Walker there!) Please share the link to your friends, especially ones that see the bridge from their home, for $10 it’s the cheapest pro-social dopamine boost you can have every time you look at the bridge.
We no longer need companies, institutions, or government to organize us. We now have the tools to organize ourselves. We can find each other and coalesce around political causes or bad companies or talent or business or ideas. We can share and sort our knowledge and behavior. We can communicate and come together in an instant. We also have new ethics and attitudes that spring from this new organization and change society in ways we cannot yet see, with openness, generosity, collaboration, efficiency. We are using the internet’s connective tissue to leap over borders—whether they surround countries or companies or demographics. We are reorganizing society. This is Google’s—and Facebook’s and craigslist’s—new world order.
— Jeff Jarvis in the book What Would Google Do? Published 2009.
Interesting to revisit as they float trial balloons on breaking Google up (terrible idea) or other antitrust enforcement.
Timex Datalink
I had a huge nostalgia blast today with this video from Lazy Game Reviews showing and setting up a Timex Datalink watch, which was a “smart” watch that would show data that you transmitted to it by holding it in front of your CRT monitor and it flashing a bunch of lines.
It’s hard to describe how much my Ironman Triathlon Datalink watch was my entire world when I was a little kid, I was totally obsessed with it. I filled up every bit of its memory with numbers and notes. And the Indiglo!

Studio Sync
WordPress.com launched a new update to Studio this week, and we’re already seeing some buzz.
Studio is our free and open source app for local WordPress development, enabling you to spin up unlimited WordPress sites on your personal computer.
Through its newest feature, Studio Sync, you have complete freedom to:
- Connect your Studio site to and from a WordPress.com production or staging site, included for free in Business and Commerce hosting plans.
- Push and pull changes as a team by connecting a local Studio site to a shared WordPress.com site.
- Synchronize your local and hosted sites at any time with one click.
Studio is an excellent tool to have in your development arsenal, and you can download it for free, explore the docs, and become a contributor on GitHub.
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.
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.
United Starlink
I’m on my first United flight with Starlink, and wow! I ran a fast.com test and got 110 mbps down and 38 mbps up, which is insane. 28ms ping times. While flying! When you think of all of the engineering and technology coming together to let me blog this it’s really incredible.
Update 2025-09-16: United actually responded to my tweet about this. 😂
Every 6 Minutes
I’m at a dinner tonight and they have these old magazines on the table, including some old copies of WIRED, which, if you can imagine, as a kid in Houston in the 90s, was a portal to the amazing world of the internet and technology. I flipped through, and there is an entire web hosting classifieds section! Hiway Technologies wants you to know that every 6 minutes, someone hosts with Hiway.

Every six minutes, so they were doing 240 signups a day. 100,000 sites! Last month WordPress.com created a new site about every 3 seconds. Hiway was founded by Scott Adams, same name but not the Dilbert guy or the game designer, who apparently played football in Florida and the company “was sold in 1999 for $352 million. Adams was 35.”
There was also this guy, who has a website, but do you?

Post-Earthquake Tea Grit
The 4.7 earthquake definitely disturbed my sleep last night, so it’s nice to have a Cuzen Matcha shot and some Harney & Sons Paris tea to wake up and get me through the day.

Speaking of spilling tea, I had a great conversation with Joubin Mirzadegan of the storied VC firm Kleiner Perkins where we got to chat about the hero’s journey of entrepreneurship, my earliest “Hot Nacho” WordPress scandal and the context of current battles, 996 work, jazz clubs in San Francisco, and more. Kleiner never invested in Automattic (I don’t think we ever pitched) but I have always had huge respect for John Doerr, Brook Byers, Bing Gordon, Mary Meeker, Ilya Fushman, and Mamoon Hamid, so many of the people at KPCB. You can watch on YouTube or listen in Pocket Casts.
Beeper has a fun set of September updates, adding support for Google Voice, LinkedIn now runs on-device, typing indicators for Google Messages and Instagram, full Telegram custom emoji support, and more.
Gallery: 6-1-2002
Auto-imported from old gallery:
Battery Scan
One of the cooler companies I’ve seen in a while is LumaField, which does industrial CT scanning, as they describe it.
Industrial X-ray CT (Computed Tomography) works on the same basic principle as medical CT, taking hundreds of X-ray images from different angles to capture the internal and external structure of objects in three dimensions.
In addition to providing amazing graphics of these scans, they also gather some valuable data. Their Lumafield Battery Quality Report does a deep dive into lithium ion battery manufacturing, showing the wild differences between different brands.
I love this stuff, whether you call it QA, evals, testing, or whatever, it reminds me of Ray Dalio’s Principle to embrace reality and deal with it.
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 Perekh 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.
Just last night I was re-watching Annie Hall to remember and honor Diane Keaton, and now the news that D’Angelo had passed. I’m writing this listening to Voodoo, one of the great albums of all time. That CD in my beater car in Houston was on constant rotation, the richness of the tracks— it’s an album you have to listen to in its entirety, it takes you on a journey, the way the tracks blend in to each other. Not ideal for the atomized world of songs being stand-alone.
D’Angelo was obviously a star, but one amazing thing about his bands is he brought so many people with him, so many amazing jazz musicians, including Roy Hargrove, Robert Glasper (HSPVA!), Chris Dave (HSPVA!), Kenny Garrett, Pino Palladino, Questlove… May his memory be a blessing.
Distributed Company
Toni Schneider, the CEO of Automattic, writes 5 reasons why your company should be distributed.