Docs as Leverage in the AI Era

Documentation used to be optional. In 2026 it is the interface. Every engineering team I have worked with in the...

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First Tests at Seed Stage

Most seed-stage teams have either no tests or the wrong twenty. Very few have the right five. “We will add...

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AI Evals at Seed Stage: The Five to Build First

Most seed-stage teams shipping AI features do not have evals. They have hope. They have a couple of dashboards. They...

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On-Call at Five Engineers

Most five-engineer teams either pretend they have no on-call or copy a fifty-person playbook. Both break the same way. The...

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AI Coding Assistants Make Bad Codebases Worse

AI coding assistants do not write good code in bad codebases. They write more of what is already there, faster....

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The Deprecation List: What to Kill Before Your Series A

Investors don’t fund mess. Or rather: they fund it, but they price it in. Every piece of unfinished, abandoned, or...

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Code Review at Three Engineers

Most code review advice on the internet was written by people working in teams of fifty. Code review at three...

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When ‘Just Use Postgres’ Stops Being the Answer

I’m the first person to tell founders to just use Postgres. I’m also the first person to tell them when...

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The Five Questions That Decide Your Stack at Seed Stage

Every seed-stage founder I work with has had the same argument with at least one engineer: which framework, which database,...

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Why Your First AI Feature Should Be Invisible

Founders ask me how to launch their first AI feature. My honest answer is usually: don’t launch it. At least,...

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Technical Debt at Seed Stage: When to Take It On

Technical Debt at Seed Stage: When to Take It On Technical debt has become a dirty term, and I think...

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Hiring Your First Engineer as a Non-Technical Founder

Hiring Your First Engineer as a Non-Technical Founder I get pulled into this conversation more than almost any other. A...

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RAG in Production: Why Your Demo Won’t Survive Real Users

RAG in Production: Why Your Demo Won’t Survive Real Users Every week, I get a call that starts the same...

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Shipping Standalone Products Outside Core R&D

From Concept to Production in 90 Days: How Post-Series C Companies Ship Standalone Products Without Disrupting Their Core For post-series...

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The Innovation Lab Paradox: Why Your Best Ideas Die Inside R&D

The Innovation Lab Paradox As I reflect on my 20+ years of experience in software development and technical leadership, one...

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Build vs. Buy in 2026: A CTO Decision Framework

Build vs. Buy in 2026: A CTO Decision Framework for Early-Stage Startups As a seasoned technical leader and entrepreneur, I’ve...

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Avoid the MVP Trap: A Guide to Scoping Your First Product

The MVP Trap: Why Startups Overbuild Their First Product As a seasoned technical leader who’s been through the startup journey...

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