Design @Docker. Tinkering with TUIs. Humanizing the stack. Previously founding designer @SailplaneAI, led design @HashiCorp & @Heroku. Datsuzoku šŸ¤

Joined June 2008
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The four interfaces of developer experience: APIs, CLIs, GUIs, and docs. Treat each as a product, so that those products can treat developers as customers šŸ¤
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I looked up Fable 5 pricing and while I'm not surprised it's coming at 2x what Opus is, I can't stop thinking about how this is now directly shaping how companies look. The discourse around ā€˜AI‑native orgs’ is getting punched in the teeth by constantly increasing model costs. Nearly every team I know is struggling with token burn ROI balance, trying to work within the contracts they signed quarters ago based on the reality of (what are now) older models. So NOW the most expensive usage is starting to become people *learning* how to use AI, which is a process that requires trial and error via bad prompts and messy experimentation. The risk isn’t just overrunning an AI budget, it’s that we start judging humans on how efficiently they burn tokens. Woof.
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Smashing benches, building gates.
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If you're an AI-native designer who: * codes fluently and loves developer tools * think in systems and agent workflows * refuses to let craft suffer at speed * wants to build real agentic infrastructure We're hiring at @Docker. Help define what high-impact, high-craft design looks like in the agent era, at real scale. DM me.
There’s been a lot of talk lately about ā€œmeasurersā€ versus builders - the layers of coordination and reporting that grew up when software took forever to build. I’ve been thinking about this in design organizations especially. Most of our processes are still built for the old world where producing software was expensive and slow, so we relied heavily on long PRDs, strategy decks, detailed specs, and endless alignment meetings. 1/10
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There’s been a lot of talk lately about ā€œmeasurersā€ versus builders - the layers of coordination and reporting that grew up when software took forever to build. I’ve been thinking about this in design organizations especially. Most of our processes are still built for the old world where producing software was expensive and slow, so we relied heavily on long PRDs, strategy decks, detailed specs, and endless alignment meetings. 1/10
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I’ve started treating ā€œtime-to-alignmentā€ as a real architectural concern. How quickly can a team move from a vague instinct to shared understanding of the tradeoffs? As the cost of generating software approaches zero, this feels increasingly important. 9/10
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I'm still figuring a lot of this out in practice. But I suspect the companies that adapt fastest aren’t necessarily the ones with the best models. They’re the ones who build the best systems for turning ambiguity into shared understanding. 10/10
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Looking to fill some critical roles on my team at Docker - AI-fluency required: * design engineer to build out design infra * a visual/UI designer to shape the visual language that connects our products * a principal product designer to own the end to end product experience If you're a maker that sweats the details, and hold a very high bar for yourself and the work you put out, I'd love to talk. please DM me, point to work if you can.
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A fourth wall breaks every time my agent mentions the time.
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Serious question, do we *need* Figma and Storybook these days?
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