Dan Hollick (design engineer at Cursor, formerly Tailwind and Raycast) shares a video walkthrough of the custom tooling he built to produce the illustrations for his book Making Software. This is what “designing the tool that designs the work” looks like in practice.
Have you ever wondered how I make some of the illustrations for https://t.co/Em92bQM8y3?
— Dan Hollick (@DanHollick) May 6, 2026
Well, I made a video walking through some of the tooling I've made. Hopefully its interesting. pic.twitter.com/078pob6pkc
Dan Hollick is writing Making Software, “a reference manual for people who design and build software.“ I’ve always admired the depth he goes to while researching and explaining complex concepts. In this new chapter, he answers every question you’ve ever had about digital color.
Tailwind’s Dan Hollick shows Ridd from Dive Club how Claude Code ties into Figma’s MCP server to spin up an editable UI, sharing his prompting tactics and live-debug workflow along the way. Handy if you’re testing AI-assisted builds from real design files.
Dan Hollick shared his Creator Micro setup (with a beautiful illustration, of course!), and there are some good ideas in replies as well. I also shared my setup on Twitter.
Using it for a few weeks made me dream of eink key caps that can be updated based on the current mode. I find it hard to remember what keys do across four modes, so I rarely switch them. Elgato Stream Deck might be the answer, but I’m not a big fan of the look.
Dan Hollick explains the science behind making realistic shadows and recommends the Beautiful Shadows plugin that takes care of this for you.
What makes a shadow look realistic?
— Dan Hollick 🇿🇦 (@DanHollick) August 9, 2023
Well, there are essentially two parts to a shadow: the fully occluded part (Umbra), and the partially occluded part (Penumbra).
Ideally, you need at least two layers of drop shadow to mimic these. pic.twitter.com/fJ7NgiMJKg
Dan Hollick with a fascinating thread on an optimal x‑height size and a visual arc.
Why are some typefaces harder to read than others at the same font-size?
— Dan Hollick 🇿🇦 (@DanHollick) March 16, 2023
Well, it has a lot to do with x-height but of course it's a bit more complicated than that: ↓ pic.twitter.com/QElNG1aq7q