I wrote the chapter on app icon history for The iOS App Icon Book. The other day I found an old note stashed away where I had started researching the macOS version of that chapter (which Michael ultimately ended up writing). At the time, I didn’t know what to write. I mean, how do you write a history of icon design...

Pete Millspaugh has a lovely article over on WIRED that peers into the world of domains. (If you’re as interested in the esoteric details of domains as I am, follow Pete’s writing at Dot Com Press.) You should just read the article, but here are a few things that stood out to me. The .com Registry Did you know who...

My notes from this talk by Alexander Petros at Big Sky DevCon 2026. Alex starts by noting how “modernize” used to mean something along the lines of “update this thing that was made before I was born”. But now “modernize” means something more like “update this thing from 5-10 years ago” (hence the framing of the...

Louie Mantia has a great post about how app icons are converging towards the squircle on iOS and macOS. His post reads like a history. If you’re wondering, “How did we get to a place where all app icons are becoming squircles?” Mantia’s post answers that question by starting at the beginning. It’s hard to walk away...

That’s something Ben Thompson said a recent episode of Dithering. He was referring to how he felt while trying to help his mom get control of her digital life. Everything was just too hard and convoluted and he felt embarrassed as someone who works in tech. That very same evening, I randomly got this text from a...

Marques Brownlee just released a video essay titled “Dear YouTube”. I loved it. He talks about how YouTube is going to start shipping this new feature where makers can essentially publish different “variants” of their videos and see which performs best (an A/B test). Which immediately begs a lot of questions....

Confession: I got nerd-sniped by Sam Henri Gold’s request for my icon galleries: I'd like to humbly request artwork-level searching in macosicongallery.com What follows is a train-of-thought blog post as I play with what an implementation might look like. I’ve actually long-wanted something like this, e.g. let me...

So there I am reading Unsung when I come across this quote from Jef Raskin: An interface is humane if it is responsive to human needs and considerate of human frailties. This articulation perfectly captures why I recoil at modern “growth tactics” in user interfaces and experiences: they are designed to exploit human...

Whenever a new version of macOS drops, I find myself archiving the new app icons for my macOS icon gallery. In the past, the work to do this was a bit tedious. First, I’d find the app in the “Applications” folder (or elsewhere on the Mac), right click and choose “Get Info”: Right-click the app icon in the Get Info...

I was listening to the episode “Make Your Own Thing” from the Off Protocol podcast where Jim Ray interviews John Gruber. They cover a variety of topics, including Gruber’s thoughts on the dilution of personal brand by publishing through “chain” platforms like Substack (I quite enjoyed the metaphor of a personal...

I made a note of it, but Bryan Cantrill wrote a post about the ex-Anthropic employee who pegged the probability of AI killing humanity in the next decade at >10%. The article is a good one and you should read it, but what I want to capture here is a side story from Cantrill on the Oxide and Friends podcast where he...

John Gruber makes his picks for the iPhone Hall of Fame: iPhone (original) iPhone 4 iPhone 5S iPhone X iPhone 17 Pro Ok, my turn. Here’s my iPhone Hall of Fame: iPhone (original) iPhone 4 iPhone X iPhone 12 Mini iPod Touch Notes: How do you not put the OG iPhone at the top spot? It’s like doing a Mount Rushmore and...