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Automattic’s Big Re-Org

Considering I am going on sabbatical in 83 hours and passing the CEO torch to Toni Schneider until I return in May, it seemed like a perfect time to do a giant re-org! Just kidding. But we did...

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SaaStr Interview

I was interviewed by Jason Lemkin of SaaStr, who is one of the most insightful people in the SaaS space and runs great events. Check out our conversation.

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Samattical

Today is the day! The first day of my sabbatical. What an experience it has been. On Thursday I delivered my very first Ignite talk on the subject! Here it is. The Ignite format is a tricky one as a...

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Rowing to Alcatraz

My friend Neal Mueller, who holds a Guinness World Record for longest non-stop row in Arctic open water—1,000 miles over 41 days in 2012—gave me the incredible gift this morning of introducing me to...

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Vision Pro First Impressions

Okay… wow. The hardware and display are like nothing I’ve ever seen, really feels like it’s from the future. That said, I found the setup clunky and buggy. Some might have been user error, for example...

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Old Emails

I just replied to an email from 2018. I am tragically, comically, behind on email. Because Automattic doesn’t use email, we use P2, it’s never been a priority for me. But I have been sloppy, careless,...

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iFixit Teardown of Vision Pro

When I read things like the iFixit Teardown of Vision Pro, I am moved almost to tears at the sheer beauty of craftsmanship in this thing. It is literally incredible. I have so much respect for the big...

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Child of the 90s

This is a brilliant ad, true genius. (Hat tip, Ken Gagne.)

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Vesuvius Challenge

I’m a proud supporter of the Vesuvius Challenge, and they just announced the winners and have a great article in Bloomberg.

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National Security

If I were President for a day, the first thing I would do is instruct our national security to patch and secure every American technology company, as they are our gems in the world. I would burn every...

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VR Question

What if this VR is training our brains to compute in a different way? How we perceive our thoughts to train the models. We are reconfiguring our model of reality to process things in a way we couldn’t...

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Joshua Redman on Tiny Desk

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...

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Thoughts on Tech Employment

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...

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Debt vs Equity

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...

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WordPress, Taylor Swift, Super Bowl, oh my

There has been quite a bit of buzz in the WordPress community because during the Grammys red carpet Taylor Swift’s website went down and this is what everyone saw: Hey there! That looks familiar. What...

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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...

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Vision Pro + Drone

This feels significant. Check out this video. Hat tip: Rory Chitwood.

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Super Bowl!

Going to the Super Bowl with my friends Jaime Waydo and Jason Hoffman was a peak experience, everything about the day felt par none. I captured some Spatial Videos so friends with Vision Pros could...

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On the Reddit IPO

I’m looking forward to the Reddit IPO, and I think it’s awesome that they opened up a top-tier IPO tranche to their community. People with 200,000 karma points or 5,000 moderator actions on Reddit...

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Amazing Brad Mehldau Interview

Great for everyone, but if you know a little music theory or Bach you’ll appreciate it even more. It’s never too late to learn music!

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Hugo on Vision Pro

Many of my friends are ridiculous overachievers, and Hugo Barra is no exception. In response to my birthday blog post present request he has published a magnus opus of over 10,000+ words on his...

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Paul Davids and Jacob Collier

I know I share a lot of Jacob Collier content, but this one is particularly interesting because you can see him learning things in real-time, exploring an instrument that is not his native tongue but...

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Tom Scott on APIs

I was late to discover Tom Scott, it was only after he did his goodbye video that I came across him, but he is a Youtube treasure with an archive of a ton of good stuff. Here’s one where he ties...

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Gamelan Jazz

My old HSPVA friend and classmate Joe Santa Maria has a really cool album that I can only describe as if a Chris Potter big band decided to play Indonesian gamelan music, a type of trance-like...

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Beeper & Texts

It’s such a delight when a plan comes together and unfolds, especially when it’s something you’ve been working on for many years. Today the announcement went out that we’re combining the best...

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