Beyond the machine

Frank Chimero, in an exhortation to treat AI as an instrument, with a focus on practice: Lately, I’ve been thinking about my use of AI as a kind of spatial relationship. Where do I stand in relation to the machine—above it, beside it, under it? Each position carries a different kind of power dynamic. To […]

Forgive the sudden rumblings after the long absence. I’ve been blogging offline for most of 2025, eventually I had to go live.

Why are big tech companies so slow?

Sean Goedecke: To someone without a lot of big tech experience, this can look like a problem with the codebase. It just seems so awkward and complicated – if it were correctly factored, all of this would be so much easier. But this is an error. First, you’ll never get around the mathematics of adding […]

Icons in menus

Jim Nielsen laments how Tahoe has introduced icons in menus everywhere: It’s extra noise to me. It’s not that I think menu items should never have icons. I think they can be incredibly useful. It’s more that I don’t like the idea of “give each menu item an icon” being the default approach. This posture […]

Apple iWeb, in 2025

For a time, I used iWeb for my personal website before switching over to RapidWeaver. I remember both with fondness. There was a time when we believed everyone would build a personal website, and we made consumer software to help them do it. iWeb was discontinued in 2011, but that didn’t stop Corbin Davenport from […]

Needy programs

Accounts, notifications, feature announcements, forced updates — a solid catalogue of modern app annoyances.

Do what I mean

David Galbraith: AI buttons are different from, say Photoshop menu commands in that they can just be a description of the desired outcome rather than a sequence of steps (incidentally why I think a lot of agents’ complexity disappears). For example Photoshop used to require a complex sequence of tasks (drawing around elements with a […]

What happens when software becomes cheap?

Nowfal Khadar, expanding on the Jevons paradox (production efficiency leading to higher demand) that is quite often mentioned when discussing AI and employment: Once demand saturates, employment doesn’t further increase but holds steady at peak demand. But as automation continues and workers keep getting more productive, employment starts to decline. In textiles, mechanization enabled massive […]

Benjamin Button reviews macOS

Pretty funny reverse review of the evolution of macOS, starting from the latest — Tahoe: Apple’s first desktop operating system was Tahoe. Like any first version, it had a lot of issues. Users and critics flooded the web with negative reviews. While mostly stable under the hood, the outer shell — the visual user interface […]

Pessimists archive

An archive documenting the panic that often greets new technologies.

Honkish

A deep dive on the micro-interactions that made Honk (a defunct messaging app) stand out. Interesting to see so much experimentation on UIs that pretty much everyone else does the same way.

On AI & writing

Jasmine Sun: Most text is not creative. Emails, policy papers, reported news. It does not desire to surprise or delight. It aims to convey ideas and information as clearly as possible. It is inevitable—given this reality and these incentives—that most people will soon use AI to write most things.

Platform reality

More continue to flock to Substack, as if the last 10 years taught us nothing: Expect enclosure; expect a few big winners; expect advertising, with all the attention-hacking that will demand. Expect, also, that writers will con­tinue to mold their work to fit Sub­stack’s par­tic­ular ecology, rather than “merely” use the tools to pursue their […]

Conversations with Claude

Robert Saltzman pressed Claude into thinking about itself — with some interesting results. At a certain point it even declared itself self-aware, full stop. What looks like introspection though is just a performance of it: statistical answers based on patterns that fit with what introspection and self-awareness look like. With what we (us) expect it […]

Post-chat UI

Some examples of how AI is being integrated in apps — and by integrated I don’t mean slapping a floating button with a chat interface: While chat is powerful, for most products chatting with the underlying LLM should be more of a debug interface – a fallback mode – and not the primary UX. I […]

Slop

Ted Gioia: Slop is all about wastefulness! Let’s put this in context: In the current moment, there’s no money for serious artists—in filmmaking, fiction, painting, music, whatever. But there’s an endless supply of dollars to create Slop technology. In fact, no artistic movement in human history has soaked up more cash than Slop. This seems […]

Is it okay?

When is it okay to train a LLM on scraped data? Robin Sloan: If an AI appli­ca­tion delivers some pro­found public good, or even if it might, it’s prob­ably okay that its value is rooted in this unprece­dented oper­a­tional­iza­tion of the com­mons. If an AI appli­ca­tion simply repli­cates Every­thing, it’s prob­ably not okay. […] I […]

Michael Feeney recreates his 2021 work from home routine on macOS 9, using the tools available at the time, and putting up with the limitations of the time.

ChatGPT Is a Blurry JPEG of the Web

I think this is quite a good analogy: Think of ChatGPT as a blurry JPEG of all the text on the Web. It retains much of the information on the Web, in the same way that a JPEG retains much of the information of a higher-resolution image, but, if you’re looking for an exact sequence […]

Will AI become the new McKinsey?

Ted Chiang: I suggest that we think about A.I. as a management-consulting firm, along the lines of McKinsey & Company.