// Personal website of Chris Smith

Here are all the blog posts I've written, starting with the most recent. If you're looking for something in particular, you can see all the titles on one page in the site map. If you want to stay up-to-date with what I'm writing, you can subscribe to the RSS feed in your favourite feed reader.

Finding an awkward bug with Claude Code

Published on Jun 30, 2025

Composite screenshot of 11 different Claude responses that are all very confident at having found the bug
The many times Claude thought it was right…

I recently encountered a bug in one of my projects that I couldn’t immediately figure out. It was an issue in Centauri, my reverse proxy. After its config was updated, I noticed it stopped serving responses. Looking at the logs, I could see it was obtaining new certificates from Let’s Encrypt for a couple of domains, but I’d designed it so that wouldn’t block requests (or so I thought). After a few minutes of confusion, everything went back to working.

It felt like an issue with locking, but a quick glance didn’t show me anything obvious. I decided to throw the problem at Claude Code and see how it did. With some guidance it managed to identify the cause, but it was a bit of a journey to get there. I’m going to share the prompts and responses, as it was an interesting process.

The initial prompt

I thought the issue might be quite obvious, and I’d just overlooked it. Centauri isn’t that complex a project, after all. So I gave Claude a fairly minimal prompt to set it off:

> Hello! Please examine this codebase. I have noticed an issue that when a
  certificate is being renewed, the application seems to not serve any other
  requests. I suspect there is a misplaced lock somewhere.
 
  Can you see what's happening? Think very hard.

Claude Code has special hardcoded triggers to engage “thinking” mode, which makes it take more time to think about alternatives. The keywords are: “think”, “think hard”, “think harder”, and “ultrathink”. I managed to not quite get the right incantation here, and only enabled the lowest level.

How I use Tailscale

Published on Jun 25, 2025

The Tailscale logo: a 3x3 grid of dots, with the middle row and bottom middle dot in white, forming a T shape
The Tailscale logo

I’ve been using Tailscale for around four years to connect my disparate devices, servers and apps together. I wanted to talk a bit about how I use it, some cool features you might not know about, and some stumbling blocks I encountered.

I’m not sure Tailscale needs an introduction for the likely audience of this blog, but I’ll give one anyway. Tailscale is basically a WireGuard orchestration service, with lots of nice features sprinkled on top. It’s a subscription product, but it has an insanely generous free tier that covers basically anything you’d ever want to do as an individual. They also open source all their client software, and there’s a third party control server implementation called Headscale if you want to avoid the hosted system entirely.

Basic connectivity

At its core, Tailscale lets you easily connect from one device to another, even if they’re not directly exposed to the Internet. You install the Tailscale client wherever you like (on your phone, computer, servers, Raspberry Pi, etc), authenticate the machine with the control server, and it can then talk to all the other machines on the tailnet using their private Tailscale IP addresses.

That isn’t anything revolutionary: it’s the basic premise behind VPNs. But Tailscale makes it so easy. You don’t have to bother with any networking configuration. You don’t have to distribute keys. You just install the client, and login.

The Ethics of LLMs

Published on Jun 22, 2025

I’ve written about LLMs a few times recently, carefully dodging the issue of ethics each time. I didn’t want to bog down the other posts with it, and I wanted some time to think over the issues. Now I’ve had time to think, it’s time to remove my head from the sand. There are a lot of different angles to consider, and a lot of it is more nuanced than is often presented. It’s not all doom and gloom, and it’s also not the most amazing thing since sliced bread. Who would have thought?

It’s worth noting that I’m just setting out my position here. I’m not trying to convince you to change your mind. To set the scene a bit, I mainly use Claude Code as a programming tool. I use the Claude chat interface sometimes to proofread things, do random one-off data analysis, or help organise things. More rarely I’ll try to use it to brainstorm things, or recommend things, or do more “creative” things, but I don’t trust it enough in those domains to do it often. I don’t use it for research or as a Google replacement, which I recognise probably makes me a weird half-in-the-water, half-out-of-it class of user.

Copyright & Corporate Control

One of the key issues, and something that is being prosecuted in several court cases right now, is how LLMs interact with the copyright system. And by “interact with” I mean “run roughshod all over”. It seems pretty obvious from my lay perspective that if having 10 seconds of pop music in the background of a YouTube video is copyright infringement, then Meta pirating books via BitTorrent must also be.

If all you have is a hammer…

Published on Jun 18, 2025

Closeup photo of a well-used hammer with a wooden handle
This, dear reader, is a hammer. It is almost entirely irrelevant to the article. Enjoy.

I presume everyone is familiar with the idiom “if all you have is a hammer, everything looks like a nail”. If not, well, there it is. It’s generally used pejoratively about being single-minded, but I think it also gives a glimpse into something more interesting: mental and perceptual sets.

Before I explain, let me tell you a story about a person who bought a 3D printer. When they were first thinking about getting one, they weren’t sure if it was worth it. They could print a few board game accessories, but then what? After they got it, though, a whole new world opened up: everywhere they looked there were opportunities to improve things by adding 3D printed plastic. Broken appliances were repaired with 3D printed parts, all sorts of shelves, organisers, hooks and other things were made. But when they talked about this to other people, most often the response was “That’s nice, but I don’t think I’d use one”. How could they not see the truth in all its glorious layer lines?!

The answer is in the concept of a ‘set’, and instead of trying to explain it, I’m just going to quote Wikipedia:

In psychology, a set is a group of expectations that shape experience by making people especially sensitive to specific kinds of information. A perceptual set, also called perceptual expectancy, is a predisposition to perceive things in a certain way. […] A mental set is a framework for thinking about a problem. It can be shaped by habit or by desire. Mental sets can make it easy to solve a class of problem, but attachment to the wrong mental set can inhibit problem-solving and creativity.

This perfectly captures what happened. They’d developed a ‘3D printing mental set’: a predisposition to see problems that can be solved with their hammer 3D printer. Once I started noticing this pattern, I started seeing it all over the place.

An app can be a ready meal

Published on Jun 11, 2025

A spaghetti carbonara ready meal, fresh out the microwave
It's not a home-cooked meal, but it does the job sometimes.

Three years ago I read “an app can be a home-cooked meal” by Robin Sloan. It’s a great article about how Robin cooked up an app for his family to replace a commercial one that died. It’s been stuck in my head ever since. It’s only recently that I’ve actually done anything like Robin described, though. Part of the reason was my brain got too hung up on the family aspect: in my head, a home-cooked meal is one where your family or friends all gather around to eat it with you (in much the same way as Robin’s app is used in the article). It took me an embarrassingly long time to realise that you can apply all the same arguments to an app built just for you. And it doesn’t even have to be difficult. In fact, it can be more like a ready meal than a family dinner.

Why not open source?

I love open source software. Almost everything I use day-to-day is open source, and most things I write for myself I release as open source. I believe that should be the default stance for most software. So why would you want to make something and keep it just for yourself?