As I’ve matured as an individual and a developer, I find that I like tospend longer and longer amounts of time in the planning phase before writing too much code. I’ll tinker with some of the technical problems I’m very concerned about, make sure my idea is even feasible, then jump into design doc mode.

Depending on the complexity of the project, this can be as simple as a Google Doc (especially if collaborating with less technical people), or as “fancy” as Sphinx documentation. I find the latter to be strangely therapeutic, though (I don’t pretend to be normal).

What is Sphinx? Sphinx is a wonderful tool used for writing documentation for software. In addition to being able to generate documentation from docstrings (autodoc) for API references, it also makes it really easy to write user/admin guides, and design docs. Your documentation can refer to individual functions, methods, classes, and modules (if they are autodoc’d), and you have the full power and ease of reStructuredText at your fingertips. You may have seen Sphinx in action if you’ve browsed Django or Python’s documentation. While the most avid users are Python projects, other languages are now supported.

What does the end result look like? In the case of my latest project, a MUD named Dawn of the Titans, the end result looks like this. I tend to start out with high-level scribbling in a Scratch Pad section, and just brain dump high level stuff, even if it doesn’t make 100% sense. As things solidify, they end up graduating to their final homes in the Administrator or Player Documentation sections (in this project’s case). So I am effectively writing much of the guides before I write the actual code. As the code falls into place, my developer documentation references autodoc’d functions/methods/classes/modules, and etc. reStructuredText is about as simple as Wiki markup, and is really similar to how developers have traditionally formatted comments and READMEs. It’s not much extra burden to write in reST as opposed to just doodling in a text editor.

When does it make sense to use Sphinx? When you don’t mind spending the initial time to get Sphinx set up.

You either know, or want to know, reST.

The ability to gradually shift to “final” documentation without changing formats is appealing.

You value Sphinx’s autodoc and other extensions for API references, and cross-referencing such API documentation throughout your user/admin/dev guides is appealing.

When does it not make sense to use Sphinx? You are in a huge hurry.

People without the time or knowledge to write reST or use version control need to be able to update the documentation.

The project is simple enough that a Google Doc won’t be too clumsy.

Why so complicated? You do indeed need to learn some basic reStructuredText in order to go the route that I have, and there is some initial setup work that can be avoided with something like Google Docs. However, the great thing about using something like Sphinx is that my design docs gradually morph into very complete, thorough user/administrator/developer guides. Due to Sphinx’s autodoc extension, I also have API reference generation baked in, for my user/admin/dev guides to reference. A better example of what one of my more mature projects that was designed and eventually documented in Sphinx is media-nommer. See that for a good example of what the Dawn of the Titans documentation may eventually resemble. There are a few moving pieces (Sphinx+reST+Revision Control), but each one is reasonably simple to work with. You can expect to be reasonably proficient within a day or two, if you go through First Steps with Sphinx. There are some quirks, and the error handling isn’t wonderful, but the end product is great.