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Compulsive curiosity, or, how I built an infinite idea machine Gift details on the subscriber portal Portal link in the archive nav The physicists who convinced Fermilab to send Brazil's emails First, add no friction: How micropayments lost and subscriptions won Filter subscribers and automations by source Automations, rebuilt What email will look like in the future Filter subscribers by bounce date and reason Email could have been X.400 times better Three features are moving behind the paywall Firewall changes and improvements Put your name and voice into your company newsletter Simplified email address settings Subscription wall Inboxes were overwhelming before we'd even named them The US government tried really hard to screw up email Public postmortem: database connection exhaustion Ask a nerd: what is the best way to unsubscribe from newsletters? Bookshop.org embeds Email was into agents before they were cool Passwordless login Rename metadata keys in bulk A spring cleaning for our legal docs Ask a nerd: what happens when you click the spam button? Passkey support for two-factor authentication How Buttondown's API versioning works Safer defaults for the email creation API How to send email to space How we enabled Content Security Policy for everyone Recovery codes for two-factor authentication Filter sent emails by engagement rate How we migrated to TypeIDs without breaking clients How we check every link in your email Use newsletter metadata in your emails Should we bring back email exploders? Sort and filter by open and click rates Custom click tracking domains More newsletter settings in the API Revamped replies Custom email templates for everyone Simplified cancellation Ask a Nerd: Does email length affect deliverability? The changelog, reborn Swedish localization Forwarding an email is not always straightforward Public descriptions for tags OpenAPI spec for archives How Rodrigo brings a humanistic view to consumer technology How Brandon Lucas Green shares his music and supports artists Subscribers can come from anywhere. Even another newsletter platform's form. Your newsletter's archives are more valuable than your list Survey responses on the web Better tag self-management Smarter automation filters Granular API keys Ask A Nerd: How does newsletter cadence affect deliverability? New design settings pages Snippets Starred views More ways to customize your archives Inbox filtering Mastodon follower analytics Ask a Nerd: What are good open, click, and response rates for an email newsletter? How we migrated our database to PlanetScale Two new archive themes Ask a Nerd: Does attaching files to your newsletter hurt deliverability? Custom buttons now work in Markdown mode Seline and Tinylytics support Unban subscribers Announcement bars for your archives Public postmortem: archive downtime Bang paths, source routing, and how email trips were planned 2025 disposables.app Russian localization Ask a Nerd: Can you improve email deliverability with a personal domain? More locale options How we interview customers at Buttondown Bluesky analytics Minimum viable complexity Reply to conversations How Jeffery Hicks goes behind-the-scenes in his newsletter Changes to our stack in 2025 2026: Emails Randomize survey answer order TK reminders in the editor What the hell is a UTM? Why we insourced analytics Scroll sync in the editor How Kelly Jensen uses Buttondown to discuss key library issues 2026: Archives How Jamie Thingelstad uses Buttondown to explore tech topics Keeping feature creep at bay Improved filters Content Security Policy in archives Open source Sniperl.ink Auto-activating RSS reader subscriptions What the hell is ActivityPub? Gift subscriptions
Q1 planning
Justin Duke · 2023-01-02 · via

I took a break from the mistletoe chaos of the dead zone between Christmas and New Year's to do two things, both portrayed below:

  • Triage Buttondown's roadmap from 325 items (at time of writing this; by the time this goes out, it'll likely be 330) to around half of that.
  • Stack rank the top ten things I want to get done in Q1.

Printouts of the 325 items on the Buttondown roadmap

Thank you, Haley, for cutting up all of these into tiny slivers for me.

The roadmap in a delightfully color coordinated Google Sheet.

I might not work at a big company any more, but I can't stop myself from over-stylizing my Google Sheets.

This process came from a simple desire: focus. Seven things on that list of ten are the current thing, but better, and only three things are net new:

  • RSS automation, which I've chatted about a little here, but feels like such an obvious and useful feature that I don't mind its expanding the surface area of what Buttondown does. (The more I work on Buttondown, the more confident I am that in many ways the ideal user, as odd as it sounds, is someone who never uses the writing interface. This is not to say I don't think the writing interface is useful, but that Buttondown's most obviously useful when it is a headless CMS — a "just add subscriptions!" to someone's existing set-up.)
  • Social signin, which is just one of those obvious "here's how you increase conversion rate by ten percent" buttons that I think will take me less time to implement than to write a blog post about how I implemented it.
  • Teams support, which is already 90% implemented and again falls into one of the bucket of "obvious and useful". (Here's an interesting heuristic for whether or not a feature is a good idea — if you feel embarrassed when you tell someone that you haven't shipped it yet, you should probably build it.)

It is...hard for me to take planning processes too seriously. Sometimes it feels sacrilegious to worry too much about event sequencing when I know I have more than enough high-urgency, high-importance items to tackle for the foreseeable future. As my old colleague @basta writes:

There’s obvious value in knowing what you want to be doing in a year. Having a vision is important. Laying out all of the individual steps to get there isn’t valuable or important. Besides the planning process for an extended roadmap being tedious and slow, it forces teams to sign up for a plan that is disrupted by any participant in the plan facing disruptions.

(By the way — you should subscribe to his newsletter. I do not think I am exaggerating when I say he was the single most interesting technical writer within the company and I am thrilled that he's taken his talents to the public domain, so to speak.)

The vision thing is good. I think I write every two months about struggling to translate tactics into strategy; this is one of those times where I am trying to be a bit more conscious about having a horizon larger than a month and an appetite larger than a pull request.

All of which is to say: the vision I'm carrying forward into 2023 is (and will be enshrined into some somewhat hackneyed principles, I'm sure):

  • Buttondown should be very easy to go from "learning about" to "using".
  • Buttondown isn't perfect for every use case, but it's the best tool for its given use case.
  • Buttondown (to steal some video game parlance) has a great endgame experience without sacrificing the gameplay for your first ten levels.
  • Buttondown feels boring to use.

I don't think I will actually track these as KPIs; I'm not sure that's useful or interesting. But they will be a good compass, and a good forcing function to push me to say no to work that doesn't move any of these hypothetical needles.