Foundations Matter
Technology Strategy

Foundations Matter

Technology trends expire. Vendors get acquired. But solid decision processes, adaptable teams, and good judgment compound over time. Build those.

Sep 26, 2025 · 4 min read
Is Your CTO Ready for AI?
Newsletter

Is Your CTO Ready for AI?

Most technical leaders were promoted for solving yesterday's problems, not AI challenges. Here is how to tell if yours can evolve.

Sep 22, 2025 · 5 min read
Echo Chambers
Thinking

Echo Chambers

Your LinkedIn feed isn't market intelligence — it's curated noise. How social media echo chambers distort executive decision-making.

Sep 17, 2025 · 4 min read
The Patient Eye
Newsletter

The Patient Eye

What photography has taught me about strategic leadership

Sep 12, 2025 · 6 min read
When AI Automation Erases Competitive Advantage
AI Strategy

When AI Automation Erases Competitive Advantage

Companies rush to implement AI without documenting institutional wisdom. The result: faster operations but weaker differentiation.

Sep 9, 2025 · 3 min read
The AI Audit
AI Strategy

The AI Audit

A CTO couldn't tell his board what AI tools the company was using. Most organizations can't answer basic questions about their AI spending either.

Aug 30, 2025 · 6 min read
The Three Questions That Separate AI Success from $2.3M Failures
AI Strategy

The Three Questions That Separate AI Success from $2.3M Failures

$2.3M spent, and nobody used the platform. Three strategic questions — skipped by most leaders — separate AI success from expensive experimentation.

Aug 29, 2025 · 6 min read
Your AI Strategy Is Already Too Late
AI Strategy

Your AI Strategy Is Already Too Late

AI is becoming a commodity. Your competitive advantage from 'having AI' expires fast. The real question: what do you do when everyone has the same tools?

Aug 24, 2025 · 4 min read
What Decision?
Newsletter

What Decision?

The three questions that separate AI success from expensive experiments

Aug 12, 2025 · 6 min read
The Art of Calling Bullshit
Newsletter

The Art of Calling Bullshit

Three groups are misleading you about AI right now. One is selling, one works for you, one IS you. How to spot the lies and stop funding fiction.

Jul 31, 2025 · 8 min read
The AI Value Gap
Newsletter

The AI Value Gap

A massive gap exists between AI investment and actual value creation. Why 96% of companies fail and what the successful 4% do differently.

Jul 28, 2025 · 13 min read

Join the newsletter.

One idea per issue. No spam. Written by someone who's been doing this for three decades.