Insights

Insights from
the field.

Notes on product leadership, AI, technology, and the experience of building and scaling software products.

Building with AI · Oct 2026

We’ve Seen This Factory Before

What the shift from waterfall to Agile can teach us about AI-driven development—and why autonomous software factories risk becoming extraordinarily good at building exactly what we specified, even when it’s wrong.

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AI & Risk · Sep 2026

Which Apocalypse Should I Be Worried About?

The fear of falling behind is pushing companies to give AI more responsibility—the SaaSpocalypse and existential AI risk turn out to be pulling in exactly the same dangerous direction.

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Building with AI · Aug 2026

Is AI Better at Avoiding “Not Invented Here” Than We Are?

Building GeoSheet with Claude Code meant defaulting to mature open-source infrastructure over custom builds—raising the question of whether AI avoids engineering bias, or just reflects the patterns it's already seen succeed.

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Learning & Curiosity · Jul 2026

Pulling on the Thread.

What started as a five-minute refresher on how AI works turned into hours of transformers, linear algebra, and calculus—a reminder that following curiosity wherever it leads is still the best way to learn.

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Product Leadership · Jun 2026

What Fort Minor Taught Me About Product Leadership.

The hardest part of product transformation isn't the technology—it's helping organizations navigate uncertainty and align around a different future.

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Product Leadership · Jun 2026

I Thought I Was Taking a Detour from Product.

How a solutions engineering role turned out to be the most formative product experience of my career—and why the detour wasn't a detour at all.

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Leadership & Life · Jun 2026

My Dad Was a Good Man.

A reflection on how a father's example—quiet, principled, endlessly curious—shaped the leadership values that still hold.

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Technology & Strategy · Jun 2026

Technology Is Hard, but It Usually Turns Out to Be the "Easy" Part.

Being right about a technology trend is not the same as capturing the value it creates—a pattern that holds from Minitel to cloud to AI.

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SaaS Pricing · May 2026

The Hardest Problem in Outcome Pricing Isn't Measurement.

Outcome pricing works when work is discrete, success is observable, and attribution is clear. Most software fails at least one of those conditions.

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SaaS Evolution · May 2026

From Minitel to AI: Living Through Seven Technology Shifts.

Thirty-four years of technology transitions share a consistent pattern: hype, bubble, then quiet embeddedness. AI is following the same arc.

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AI-Native SaaS · May 2026

Semantic Layers, AI Agents, and Why BI Architecture Suddenly Matters Again.

When agents execute directly against data definitions, semantic consistency stops being a reporting concern and becomes critical operational infrastructure.

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Building with AI · Apr 2026

How I Built a Production SaaS Product in ~30 Days with AI.

Building GeoSheet in a month compressed the timeline dramatically. Architecture, product strategy, and judgment stayed irreducibly human.

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Building with AI · Apr 2026

What building a SaaS product in ~30 days with AI actually taught me.

Speed changed everything except the core product question: what is actually worth building.

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