Thinking

Thinking.

Points of view on enterprise architecture, AI adoption, and technology leadership in regulated organisations.

I Spent a Day Trying to Make an LLM Count to 12. The Real Problem Was a Word.

I built an AI assistant over structured enterprise data. The inconsistent answers weren't a model failure — they were a semantic debt problem the AI made impossible to ignore.

24 May 2026 John Murphy

The Practice of Deciding

Strong opinions, loosely held. Here's what that actually means.

12 May 2026 John Murphy

Your AI Strategy Has a Readiness Problem

Since Mythos dropped, the security community has had plenty to say. What nobody is talking about is what it means for your engineering investment.

4 May 2026 John Murphy

The Blueprint is Dead. Long Live the Blueprint.

The static architecture document isn't just out of date. It's the wrong object entirely. And the architects who survive this moment will be the ones who figured that out by shipping something real.

27 April 2026 John Murphy

The CLAUDE.md Problem

Your AI coding agent doesn't know your architecture standards. It doesn't know your ADRs, your principles, your data classification rules. And it's making decisions on your codebase every day without them.

20 April 2026 John Murphy

We Rebuilt ailíniú. We Used AI to Do It. Here's What That Means.

We rebuilt the ailíniú website using AI as a collaborator, not a shortcut. The words took longer than the code, and the skills that make enterprise architecture effective turned out to be exactly what made AI-assisted development work.

12 April 2026 John Murphy

I Gave Claude a Team Handbook. Here's What Changed.

Most people use AI coding tools the same way. Open a session. Explain the project. Build something. Close the session. Next session. Explain the project again. The problem isn't the tool. It's the onboarding.

2 April 2026 John Murphy

Scar Tissue — What AI-Assisted Development Can't Yet Replace

A former colleague's comment stopped me in my tracks. On operational experience, hard-won instincts, and what a nine-phase process can and can't encode.

29 March 2026 John Murphy

The Architect Who Learned to Build

Boris Cherny said a coder is now more like an architect than a construction worker. I read that from the other side of the transition — an enterprise architect who discovered he could actually build.

21 March 2026 John Murphy

RAG, Swarms and Staying in the Loop — An Architect's Honest Take

On retrieval augmented generation, multi-agent swarms, and why context engineering is the discipline the EA community is uniquely positioned to lead.

14 March 2026 John Murphy

From Prompt and Iterate to Architect and Build

The fix wasn't a better AI. It was a better briefing. How a nine-phase process and seven documents changed the way I build with AI.

7 March 2026 John Murphy

What I Learned Building Software as an Enterprise Architect Using AI

Everything that made AI-assisted development work well turned out to be just good architecture practice. The skills I'd spent years building weren't a disadvantage. They were a significant advantage.

28 February 2026 John Murphy