Documentation Driven Development

| tech | conferences | writing |

Last week I went to Heavybit Dev Guild and learned about designing for developer experience (DX). This was the first time I had heard of the term DX used, but of course it makes perfect sense. All of the Heavybit companies (including CircleCI) are focused around creating developer tools. Naturally when you are creating tools for developers the types of things that make those tools useful and a joy to use are very different than when your primary audience is the mass consumer market.

All of the talks were great, and I am pretty sure that they will be posting videos of the talks here so keep an eye out for that. Three things really stood out to me:

First, during the opening remarks, Jesse Robins talked about how developer tooling changes the culture of an organization. If you want to change the culture of an organization then its not enough to just build a product, you have to also build a movement.

Second, during a Product Discovery Panel, Patrick Malatack mentioned that before Twilio writes a single line of code they write the docs first. We have heard of Test Driven DevelopmentBehavior Driven Development, and * Driven Development, but this is the first that I have heard about “Documentation Driven Development”. This is such an amazing idea that I would love to dig deeper into. So often documentation is just an afterthought. Good documentation (especially when you are working on a FOSS project that does not have “official support”) can make or break your platform. DDD makes a lot of sense when your product is primarily an API like Twilio, I suppose it could fall apart for other types of products. In any case, it is critical to periodically step into the shoes of a brand new user and go through your documentation.

From a support perspective, there is nothing more annoying than getting 100 questions from a user who clearly didn’t even bother to read your documentation. But from a users perspective, there is nothing more annoying than reading documentation and finding out that the person that wrote it has not looked at it in three years because nothing works. In short, if you want your users to RTFM, make sure the FM is worth reading.

Lastly, during a founders panel that discussed building vibrant developer communities. Matt Debergalis talked about how when they first started Meteor they tried to follow an Apple model when it came to product design decisions. He stated that:

Apple Model does not work in FOSS, since you don't control your own product. People are gonna show up with not just feedback, but also code.
Overall, this was a great event. I am looking forward to the next one. Huge thanks to HeavyBit for making this happen.

Thank you for reading! Share your thoughts with me on bluesky, mastodon, or via email.

Check out some more stuff to read down below.

Most popular posts this month

Recent Favorite Blog Posts

This is a collection of the last 8 posts that I bookmarked.

Articles from blogs I follow around the net

Highlights from my conversation about agentic engineering on Lenny's Podcast

I was a guest on Lenny Rachitsky's podcast, in a new episode titled An AI state of the union: We've passed the inflection point, dark factories are coming, and automation timelines. It's available on YouTube, Spotify, and Apple Podcasts. Here …

via Simon Willison's Weblog: Entries April 2, 2026

Flood Fill vs the Magic Circle

Musings from Robin Sloan: Most olive oil production at medium-or-greater scale depends on machines of this kind [over-the-row olive harvester]; they trundle over trees planted in long rows, almost like continuous hedges, and collect the fruit with vibratin…

via Information Overload April 2, 2026

The Blandness of Systematic Rules vs. The Delight of Localized Sensitivity

Marcin Wichary brings attention to this lovely dialog in ClarisWorks from 1997: He quips: this breaks the rule of button copy being fully comprehensible without having to read the surrounding strings first, perhaps most well-known as the “avoid «click here»…

via Jim Nielsen’s Blog April 2, 2026

Generated by openring