2025-10-07 21:36:03
Two of my favorite humans, Tim Ferriss and Pablos Holman, had a great interview together.
Pablos has a great new book out, and Audrey Capital is a happy LP in his Deep Future fund. Of my many hacker friends, Pablos is probably the most public.
2025-10-07 02:22:00
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.
2025-10-06 05:08:02
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.
2025-10-05 14:44:42
Tonight there was a lovely event at TinkerTendo by Raman Frey and Karin Johnson of Good People Dinners, this one honoring David Gelles’ new book, Dirtbag Billionaire: How Yvon Chouinard Built Patagonia, Made a Fortune, and Gave It All Away. I’m a huge fan of Yvon Chouinard and really enjoyed his book Let My People Go Surfing which I read back in 2018. It was the first time hosting such a large 60-person dinner in the TinkerTendo warehouse, and thanks to this Copper battery-operated induction stovetop and an amazing local chef, Hanif Sadr, the food turned out amazing.
I’ve only started the new book, but I’m interested to see what’s happened in the 20 years between Yvon’s book and David’s, especially the story of how Yvon gave away all his equity and control in the company to ensure a focus on his lifelong goal of environmentalism and conservation. Patagonia is one of the better corporate entities fighting for good, but it reminded me of how companies can put on a jacket of doing good while actually being evil underneath.
Like I talked about the economic concept of Externalties a few weeks ago, I think it’s imperative that the WordPress community understands the history of Greenwashing, which the United Nations defines as follows:
In WordPress and open source our environmental crisis comes from companies that frack the open source software and brands, which shows up as lack of investment in the code which falls fallow especially in the security sense, or by attaching themselves to a brand or trademark and tricking people into thinking they’re associated with the Good Open thing, when they’re really a parasitic cancer on it.
This is happening right now in WordPress, so when you see a company hire a good person or sponsor an event that seems on its own a good thing, and probably represents hundreds of thousands of dollars of investment, weigh that against the tens of millions they’re spending with their other hand to destroy the source of everything they’ve benefited from, and if they were to win, endanger every open source project. It’s an open source form of greenwashing, perhaps call it openwashing.
2025-10-04 08:24:40
One of the things I hate most on the internet, and part of the reason I started WordPress, was to fight linkrot. Ever since 1998, when Tim Berners-Lee wrote “Cool URIs Don’t Change,” I’ve been obsessed with content management and ensuring that links don’t break. (BTW, TBL, a pioneer of creating the World Wide Web, has a great new profile out in the New Yorker.)
I learned today from the Newspack newsletter that the Houston Press is now on WordPress. Newspack is a distribution or bundle of WordPress designed for journalism, and it is led by Kinsey Wilson, who began his career as a night-shift journalist covering cops for a newspaper in Chicago, went on to have top editorial and business positions at The New York Times, NPR, and USA TODAY, and ran WordPress.com for a few years, which gives him a very unique position to help craft WordPress for journalists and publishers.
The Houston Press is an alt-weekly that wrote the very first profile of me in the world, which I blogged about here. There’s a funny quote in there:
He recently considered taking a job with a San Francisco search-engine start-up, but ended up turning them down. “They have a ton of money…But it would be 50- or 60- or 70-hour weeks, a lot of work, and I wouldn’t have time” to do WordPress.
That “search-engine start-up” was Google! How the internet might have turned out differently if I had taken that job, as my Mom wanted me to (because they offered free food). I still think Google is one of the most interesting companies in the world, one of the few places I’d consider working if I weren’t running Automattic.
Back to linkrot, the original link to the profile in that article was http://www.houstonpress.com/issues/2004-10-28/feature2.html, which this morning didn’t work, but thanks to the Houston Press being on Newspack/WordPress I was able to ping Kinsey and his colleague Jason Lee was able to fix it so it redirects to the new canonical URL for that content in minutes. A little corner of the internet tidied up! I love the Wayback Machine, but not needing it is even better.
2025-10-03 06:15:34
It’s so exciting to see what the creative minds like Nick Hamze or Tammie Lister are doing with Automattic’s AI vibe coding tool, Telex. Tammie is doing a Blocktober, a block every day this month of October, you should follow along.
