NewSheep: forking SheepShaver to boot New World Mac OS 9.2 on Apple Silicon + JIT
A fork of SheepShaver itself, not QEMU, reaches a Mac OS 9.2 desktop on Apple Silicon through the New World path, with a native JIT.
The blog
Notes from building and running public-facing digital systems inside complex organizations: platform and content architecture, design systems, measurement that survives contact with reality, and how AI is changing the work rather than replacing it. Some posts are worked-through arguments; some are a fix I did not want to look up twice.
Written for practitioners. Nothing here is sponsored, and nothing is written to a publishing schedule — the rhythm below is what it is.
1.0Start here
If you only read a few, read these.
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Why context engineering was always the job
The argument I keep coming back to: the context work was always the job. AI only made it impossible to skip.
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Content architecture: the delivery problem
Content architecture is a delivery problem before it is a modelling one — and that changes what you build first.
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How to measure impact when analytics lie
What to do when the numbers are wrong and you still have to report something honest.
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Semantic search on a static site, no API keys required
Semantic search with no API key and no service behind it. This site runs on it, so the search box on any page here is the demo.
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Feedback buttons without JavaScript, using a 1990s web pattern
A pattern from the 1990s quietly doing a job most people now reach for JavaScript to solve.
2.0Pace & scale
How many
71 blog posts
Since
2013
Most recent
10 Aug 2026
Rate
7.1 a year on average
Busiest year
2026
Typical length
828 words
3.0Recurring subjects
The ones that come back most often. The full index has the rest, with how each has risen and fallen by year.
- AI 27
- content strategy 22
- web development 15
- information architecture 14
- design systems 12
- software engineering 11
- career reflection 10
- developer tools 10
4.0All posts
A fresh coat of paint and making information actionable for 24 years
From early 2000s information design to semantic maps in 2026, the tools changed; my interest in how information connects did not.
Field notes on Mac OS 9.2, New World ROMs, and Apple Silicon
SheepShaver boots Mac OS 9 with a native JIT. Getting it on Apple Silicon? That took work. Full native 9.2? Even harder.
CADI: a prescriptive path for slop-free AI in content work
A framework to collect, analyze, document, iterate (CADI, for short) is a prescriptive answer to the question everyone keeps asking: should I prompt better, write a style guide, build an agent, or what?
A data font, from the inside out
Datatype is a variable font that turns text into tiny inline charts.
Building a virtual garage for hobby projects
I wanted my GitHub Pages hobby projects on-domain without a complicated workflow; Vercel rewrites turned out to be the cleanest path.
Eye-tracking heatmaps in your browser, no lab needed
Stop guessing whether users will notice your CTA. Foveacast predicts attention from a screenshot, entirely in your browser, nothing uploaded.
Stop converting SVG text to outlines
Converting SVG text to outlines breaks accessibility, search, and translation. SVGOMG-Font embeds a subsetted font instead, in your browser.
Let AI worry about the code, you worry about the work
Cultivating LLM productivity requires comfort with the vernacular of code, not the writing of it.
How to write one skill for both Claude Code and GitHub Copilot CLI
Tips on where the shared approach doesn't share, and plugin.json gotchas that break Claude Code silently.
The right answer has to be woven
Domain-driven design, content architecture, and AI context engineering each solved the same shared-understanding problem; LLMs are finally dissolving the boundary that kept them apart.
Four gears of AI-assisted development: from coding to context
Developers are moving from copy-paste to orchestration. Each gear shifts what the human actually contributes.
Why context engineering was always the job
AI knows the world in general but not your domain; the engineers who get real results were always doing the context work.
Content architecture: the delivery problem
The technology works, the design looks good, but content can't get to the reader — because nobody agreed on what a card is.
Blog art that belongs
Every post needs a hero image. Sometimes you don't need the perfect one — you just need something that doesn't clash.
