Curious Conversations on the Art of Software Maintenance. Hosted by @PlanetArgon's CEO @RobbyRussell.

Portland, OR
Before you remove the weird thing, find out why it’s there. @JohnAthayde joins Maintainable to discuss understanding real user workflows before cleaning up or rewriting long-lived software. Listen here: buff.ly/c7kMvPj
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Software maintenance isn't just about the code. @JohnAthayde joins @robbyrussell on Maintainable to discuss front-end sprawl, design systems, AI-assisted software archaeology, and when to rewrite vs. refactor. Listen here: buff.ly/c7kMvPj
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Maintainable Software Podcast retweeted
AIシステムの保守は従来の保守とどう違うのかを議論されてそうなPodcast ep。 maintainable\.fm は初めて知ったので、ちょっといくつか探ってみよう。 maintainable.fm/episodes/dia…
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How do you make the case for technical debt? Kristin Isaac argues that the strongest case connects maintenance work to customer impact, revenue, reliability, and risk. Sometimes it takes a better story, not just a technical argument. buff.ly/T7iUEcb
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Customers don't call it “technical debt.” They say your product is slow, unreliable, or broken. Kristin Isaac joins @RobbyRussell to talk about connecting maintenance work to customer experience, revenue, reliability, and trust. Listen here: buff.ly/T7iUEcb
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"A multitude of workers." That's how Obie Fernandez described his AI architecture in 2024. We call it agent orchestration now. What makes the episode worth revisiting is that he frames it as a maintainability decision, not a capability one.
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Missed this week’s Maintainable? David Hayes joins @Robbyrussell to explore why stable, predictable software matters — and what naval history can teach us about building reliable teams. ⚓ Listen here: buff.ly/OEEKqmV
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New on Maintainable 🎙️ David Hayes of FusionAuth joins @RobbyRussell to talk about long-lived software, technical debt, self-hosted products, and why “boring” software can be a good thing. Listen here: buff.ly/OEEKqmV
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Maintainable Software Podcast retweeted
Today I'm recording an episode of @_maintainable with @robbyrussell (you might know him as the Oh My Zsh creator) I'll tell the story of how my brother and I spent 5 years and $5M inventing a new language for web dev, admitted it was a mistake, and tore it out for TypeScript. The plot twist: the high-level spec we were left with is exactly what makes @WaspLang the most AI-legible framework in JS.
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Missed this week’s Maintainable? @dianam joined @Robbyrussell to talk evals, input drift, human review, and the maintenance work behind AI systems — plus why simpler is often the better place to start. 🎧 Listen here: buff.ly/fi1sLmt
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What happens when software changes without the code changing? @dianam joins @RobbyRussell on Maintainable to explore evals, input drift, production monitoring, and the maintenance cost behind AI systems. 🎧 Listen here: buff.ly/fi1sLmt
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Maintainable Software Podcast retweeted
AI lets your teams ship more code than ever, but that doesn't fix the things that were actually slowing them down. Slow feedback loops, fragile deploys, dependency sprawl, and years of overlapping architecture don't disappear just because a model wrote the patch. In his #RailsWorld keynote, @robbyrussell of @planetargon, and host of 'On Rails', the official Rails Foundation podcast, makes the case that the most valuable engineers right now are the ones improving the environment the code lives in, not just adding to it. You'll leave with a sharper sense of where your team's real leverage is hiding. rubyonrails.org/world/2026/s…
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Maintainable Software Podcast retweeted
Austin in September… sounds like a good excuse to get a room full of Rails devs talking about how we build software that gets better over time. Looking forward to seeing you all at #RailsWorld.
AI lets your teams ship more code than ever, but that doesn't fix the things that were actually slowing them down. Slow feedback loops, fragile deploys, dependency sprawl, and years of overlapping architecture don't disappear just because a model wrote the patch. In his #RailsWorld keynote, @robbyrussell of @planetargon, and host of 'On Rails', the official Rails Foundation podcast, makes the case that the most valuable engineers right now are the ones improving the environment the code lives in, not just adding to it. You'll leave with a sharper sense of where your team's real leverage is hiding. rubyonrails.org/world/2026/s…
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AI can write the code. But can a human maintain it? Appsmith CTO Arpit Mohan's take on writing code for humans (not machines) is a vault episode worth revisiting 🎧 buff.ly/JKWrCMm
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3 components of really well-maintained software, according to Alan Ridlehoover:
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