In preparation for the interview I kept coming across people critical about the fact that Jack is the CEO of two companies simultaneously, Twitter and Square, each having over 5,000 employees.
I think what people miss is that at that scale, running a company is not that different from running a large division of a company. No one asks Jeff Bezos how he’s CEO of both a retail company and a cloud computing one (AWS), or Tim Cook how he’s CEO of a hardware business and a services business, and of course with both of those examples the breadth of what the companies cover is much wider. Also as an added benefit, shareholders can choose to invest in Square and Twitter together or not.
All of that said, I think having a CEO-level seat at two of the most influential technology companies today does allow for accelerated learning, as organizational experiments will naturally happen at each company and then the best practice can be shared to the other. Jack wasn’t aware how much peer executives at each company meet with each other to share learnings, but that seems like an obvious win.
Readers of this blog will especially appreciate how much we talked about open source and cryptocurrencies, and his view on the three things he’s responsible for as CEO. Give it a listen and let me know what you think.
It’s not every day you see noted writer Cory Doctorow refer to a column as “the piece I’m most proud of,” and his essay in Locus Magazine on IP doesn’t disappoint, connecting the free software movement and the evolution of the term “author’s monopolies” to “intellectual property.”
Tumblr launched Community Labels yesterday, which allows consistent tagging of addiction, violent, and adult content, and for people to hide, blur, or show that content. It’s gone pretty well so far. We’ve still been getting a lot of questions if it’s going to be free-for-all with adult content again, and the short answer is no, but the longer answer is covered in Why “Go Nuts, Show Nuts” Doesn’t Work in 2022.
If you haven’t tried out Tumblr in a while, check it out. Lots of improvements the past few months, and it can be a refreshing alternative or add-on to your online social life. And get your friends on it too!
When I was at Silicon Slopes Summit in Salt Lake City I got a chance to talk to folks from Nasdaq about my latest thoughts on the WordPress project, open source, and distributed work.
It got a little buried, though, because on Thursday Apple said it was going to support the RCS standard, which Google and others had been lobbying hard for. However, it’s doing the bare minimum: RCS isn’t actually encrypted, and Apple’s not doing the Google proprietary thing to encrypt it, and so non-Apple people still get green bubbles. (More on that later.)
iMessage on Android (and Windows!) is on the roadmap for Texts, the all-in-one messaging platform Automattic acquired last month. The Texts team is obsessed with security, and that’s part of why the platform is desktop-only right now—to keep everything 100% client-side and fully encrypted in a way that could never be accessed by the team, or have any compromise in the middle, they’ve been taking their time to get the engineering right on the mobile versions. So they poked around the Sunbird app that Nothing partnered with, and it wasn’t pretty. Here’s Texts founder Kishan Bagaria:
texts team took a quick look at the tech behind nothing chats and found out it's extremely insecure
it's not even using HTTPS, credentials are sent over plaintext HTTP
backend is running an instance of BlueBubbles, which doesn't support end-to-end encryption yet pic.twitter.com/IcWyIbKE86
The BlueBubbles thing might be a mistake, but seeing the unencrypted data on the wire definitely wasn’t. Sunbird replied and doubled down on Twitter, citing some ISO standard and claiming it was “encrypted.”
Nothing (the company) still makes amazing hardware that you should absolutely check out and use. It’s my favorite Android experience. I think the company got bamboozled by Sunbird, and unfortunately this went mainstream on MKBHD.
Sunbird appears either not to understand security or to lie about it, and probably misled Nothing. I would recommend double-checking what that team claims in the future.
Who should we actually be upset with?
Apple.
You shouldn’t need to jump through all these hoops to have a blue bubble on iMessage. Design can create great things; it can also harm. Apple’s design decisions to “magically” upgrade SMS or texts or RCS into iMessage, which is better and more secure, creates a green-bubble ghetto that’s also a terrible user experience for anyone not on an Apple-made device.
I’ve heard stories of teenagers being ostracized because they couldn’t afford an iPhone, of group chats rejecting people who turn the chat from blue to green. I know that sounds petty, but do you remember middle school? It’s about status, and Apple knows that. Everything they make bleeds status and signaling. They’re the best in the world at it, and I should know—I’m typing this post from a M3 Max black MacBook with 128GB of RAM. But while status signaling with amazing hardware and design touches is harmless, in software and social settings in can be harmful.
Regardless of how it started, today the green bubble indicates cheaper, lower-status, less secure. Apple’s half-hearted support of RCS just continues this. Sunbird (and others) shouldn’t need to jump through so many hoops around this stuff by reverse engineering. Apple should open up iMessage APIs so it can be natively supported just like every other 100M+ messaging platform is: Telegram, Signal, WhatsApp, et al. Teens who can’t afford or don’t want an iPhone should be able to have an app that lets them connect with their friends as peers, securely and with all the features that are easy to support in messaging.
Tim Cook, Apple, we love you. Trillion-dollar company, and lots of room still to grow. Allowing iMessage/FaceTime to interoperate (like it used to!) might take .01% off your growth rate, but it’s the right thing for humanity. Yes, I know Google is shady too, and they’re locked in this smartphone death match with you. But take person-to-person communication out of the struggle, make it a DMZ, and be content to compete in all the other areas you’re currently crushing: design, silicon, Continuity, security, privacy, customer experience, retail stores, spatial audio, the list goes on.
I have no idea how to get in touch with YouTubers, but Marques, if you see this, I’m happy to chat about the future of technology, open source, freedom, and privacy.
To give our current take with regards to iMessage: Right now we run on desktop only, basically automating Apple’s first-party app. This obviously won’t work on iOS or Android. With every network we support we want to have a good, non-adversarial relationship that puts the user first, with the utmost standards for privacy and security, and understanding the principles and values each network is trying to uphold. We’re watching this space unfold very closely, and trying to help where we can. Check out the episode here:
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.
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.
My father attended University of Houston, and it’s where I went to college to study political science, I started WordPress when there, and then dropped out after two years to move to San Francisco. It was fun seeing UH Magazine feature an article about my journey from a University of Houston student to co-founding WordPress and leading Automattic. I was surprised they put me on the cover of the physical edition! I wish my Dad were still around to see it.
The piece explores my commitment to open-source, my vision for democratizing online publishing, and the values of creativity and adaptability that have shaped my path. It’s an honor to reflect on these experiences with my alma mater.
It’s a dream come true being here in Tokyo for State of the Word 2024. We’re going to be in an amazing venue that looks over the city. Most of WordPress and Automattic’s senior leadership is here, and we’ll also have several hundred folks from the local community and press.
We’ve gotten so much inspiration over the years from Japanese culture, we wanted to make this event really “of the space” so we’re doing a few extra things this year. My presentation will include Mary Hubbard and Matías Ventura, but also part of it will be in Japanese and presented by Junko Fukui Nukaga. We’ll have piano performances by Aiko Takei. After the presentation and Q&A we’ll do a panel in Japanese with Mieko Kawakami (one of the top novelists in Japan, on par with Haruki Murakami), Craig Mod, Hajime Ogushi, and Genki Taniguchi.
For those who can attend in person, we’ll have a reception afterward with some unique gifts including posters from a local Kanji artist and nice sweater to keep everyone warm this winter.
If you’d like to livestream at home, you can do so on Youtube here:
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.
