One of the most useful and janky internal tools we have in Buttondown’s codebase is a codegen pipeline called “autogen”. There is nothing “auto” about autogen: it is a series of scripts that munges a bunch of data into a bunch of different formats, to generate things like our API clients and code snippets and storybooks. Some of this data is stateful, and therefore requires a database, and therefore requires migrations — you see how this kind of thing can grow somewhat labrynthine. Each individual script is pretty simple, but as we’ve found more and more things to glom onto autogen. This, to be clear, is a good thing. It’s really nice to have automatic, consistent data and types everywhere, so that we literally cannot change the API without also pushing a concomitant change to the API docs. With each glom, though, the wall-clock time of running autogen increases — and so I found myself staring down the barrel at a 50second script running whenever we wanted to make any sort of non-trivial change to our schema. Fifty seconds was too many seconds. I set a budget of ten seconds — still a long time, but significantly less onerous — and began digging in at low-hanging fruit. There was a lot. A few that come to mind: We split up our vite config so we could only run the portion that we needed (cross-piling and minifying our CSS bundles; We disabled all Sentry and perf-tracing stuff that was getting enabled as part of the standard build; We no-oped all of the Python-land data generation if it was already there, since that stateful data didn’t change very often. This was all great, but we were still left with 15 seconds of wall clock time. Profiling each individual cog in the script revealed that the problem was essentially “it’s Python”: four items in the script ran Django commands, and just spinning up the Django process and running autodiscovery took around two seconds. Ouch! The impulse was to cut down that runtime. A great post by Adam led us to discover the biggest culprit was our Stripe imports, and we timeboxed a bit of time to try and get rid of them, either by deferring the imports or excising the library; neither seemed particularly feasible. Then, suddenly, the answer seemed obvious. If we have four scripts where the fixed cost of invoking Django is the long pole, why not simply combine the scripts? And that’s exactly what we did: if len(sys.argv) > 1 and "," in sys.argv[1]: commands = sys.argv[1].split(",") original_argv = sys.argv.copy() for command in commands: sys.argv[1] = command execute_from_command_line(sys.argv) sys.argv = original_argv else: execute_from_command_line(sys.argv)

When we added support for complex filtering in Buttondown, I spent a long time trying to come up with a schema for filters that felt sufficiently ergonomic and future-proof. I had a few constraints, all of which were reasonable: It needed to be JSON-serializable, and trivially parsable by both the front-end and back-end. It needed to be arbitrarily extendible across a number of domains (you could filter subscribers, but also you might want to filter emails or other models.) It needed to be able to handle both and and or logic (folks tagged foo and bar as well as folded tagged foo or bar). It needed to handle nested logic (folks tagged foo and folks tagged bar or baz.) The solution I landed upon is not, I’m sure, a novel one, but googling “recursive filter schema” was unsuccessful and I am really happy with the result so here it is in case you need something like this: @dataclass class FilterGroup: filters: list[Filter] groups: list[FilterGroup] predicate: "and" | "or" @dataclass class Filter: field: str operator: "less_than" | "greater_than" | "equals" | "not_equals" | "contains" | "not_contains" value: str And there you have it. Simple, easily serializable/type-safe, can handle everything you throw at it. For example, a filter for all folks younger than 18 or older than 60 and retired: FilterGroup( predicate="or", filters=[ Field( field="age", operator="less_than", value="18" ) ], groups=[ FilterGroup( predicate="and", filters=[ Field( field="age", operator="greater_than", value="60" ), Field( field="status", operator="equals", value="retired" ) ] groups=[], ) ] )

If there's been one through line in changes to Buttondown's architecture over the past six months or so, it's been the removal and consolidation of dependencies: on the front-end, back-end, and in paid services. I built our own very spartan version of Metabase, Notion, and Storybook; we vended a half-dozen or so Django packages that were not worth the overhead of pulling from PyPI (and rewrote another half-dozen or so, which we will open-source in due time); we ripped out c3, our visualization library, and built our own; we ripped out vuedraggable and a headlessui and a slew more of otherwise-underwhelming frontend packages in favor of purpose-built (faster, smaller, less-flexible) versions. [1] There are a few reasons for this: Both Buttondown as an application and I as a developer have now been around long enough to be scarred by big ecosystem changes. Python has gone through both the 2.x to 3.x transition and, more recently, the untyped to typed transition; Vue has gone from 2.x to 3.x. The academic problem of "what happens if this language completely changes?" is no longer academic, and packages that we installed back in 2018 slowly succumbed to bitrot. It's more obvious to me now than a few years ago that pulling in dependencies incurs a non-trivial learning cost for folks paratrooping into the codebase. A wrapper library around fetch might be marginally easier to invoke once you get used to it, but it's a meaningful bump in the learning curve to adapt to it for the first time. It is easier than ever to build 60% of a tool, which is problematic in many respects but useful if you know exactly which 60% you care about. (Internal tools like Storybook or Metabase are great examples of this. It was a fun and trivial exercise to get Claude to build a tool that did everything I wanted Metabase to do, and save me $120/mo in the process.) We still use a lot of very heavy, very complex stuff that we're very happy with. Our editor sits on top of tiptap (and therefore ProseMirror); we use marked and turndown liberally, because they're fast and robust. On the Python side, our number of non-infrastructural packages is smaller but still meaningful (beautifulsoup, for instance, and django-allauth / django-anymail which are both worth their weight in gold). But the bar for pulling in a small dependency is much higher than it was, say, twelve months ago. My current white whale is to finally get rid of axios. 39 call sites to go! ↩︎

After many wonderful years of working out of my home office (see Workspaces), I've now "expanded" [1] into an office of my own. 406 W Franklin St #201 is now the Richmond-area headquarters of Buttondown. Send me gifts! The move is a bittersweet one; it was a great joy to be so close to Haley and Lucy (and, of course, Telly), and the flexibility of being able to hop off a call and then take the dog for a walk or hold Lucy for a while was very, very nice. At the same time, for the first time in my life that flexibility has become a little bit of a burden! It turns out it is very hard to concentrate on responding to emails when your alternative is to play with your daughter giggling in the adjoining room; similarly, as Buttondown grows and as more and more of my time is spent on calls, it turns out long-winded demos and onboarding calls are logistically trickier when it is Nap Time a scant six feet away. And, beyond that, it's felt harder and harder to turn my brain off for the day: when there is always more work to be done, it's hard not to poke away at a stubborn pull request or jot down some strategy notes instead of being more present for my family (or even for myself, in a non-work capacity.) So, I leased an office. The space is pretty cool: it's downtown in the sweet spot of a little more than a mile away from the house: trivially walkable (or bikeable, as the above photo suggests) but far enough away to give me a good bit of mental space. The building is an old manor (turned dormitory, turned office building). I've got a bay window with plenty of light but no views; I've got a nice ethernet connection and a Mac Mini with very few things installed; I've got a big Ikea desk and a printer; I've got an alarm on my phone for 4:50pm, informing me that it's time to go home, where my world becomes once again lively and lovely, full of noise and joy and laughter. Air quote because I'm fairly confident this office is actually smaller than the home office. ↩︎