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The Architecture Letter

How smart executives make technology decisions that compound.

There are thousands of AI newsletters. Almost none are written by someone who has published peer-reviewed research on software systems, directed $17M in product investment, AND currently teaches executives at a nationally ranked university. This is that newsletter.

The Architecture Letter

The Architecture Letter

One issue per week — practical frameworks for executives who make technology decisions, written by someone who researches it, teaches it, and builds it.

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What You'll Read

The AI Decision

Practical frameworks for deciding when, where, and how to invest in AI. Not hype, not fear. How to evaluate vendors, assess internal build feasibility, and calculate realistic ROI before committing budget.

Systems Thinking for Executives

How software architecture decisions translate to business outcomes. Written for non-engineers who make technology decisions. The kind of literacy that lets you have real conversations with your CTO.

Product Leadership in Practice

Lessons from the classroom and from real product orgs. How great product organizations actually operate versus how they’re described in books and LinkedIn posts.

Case Studies from the Field

Anonymized, pattern-based breakdowns of technology decisions that worked — and ones that didn’t. Numbers-driven. Each issue gives executives a template they can apply.

The Professor’s Take

Observations from teaching graduate students. What the next generation of product and engineering leaders believes, and what it means for the organizations that will hire them.

First 5 Issues

  1. Your AI vendor is lying to you — and it’s not entirely their fault

  2. The $10M mistake hiding in your tech stack right now

  3. I’ve taught product management for 4 years. Here’s what students never learn in class.

  4. Why “just embed AI into the product” fails most of the time

  5. What a $50M acquisition taught me about boring technology

One issue per week, 600–900 words. Long enough to be substantive, short enough to finish over coffee.