Hey 👋. I’m Matt.

I lead product operations across CVS Health’s infrastructure and security organization — unifying roadmaps, resolving cross-team dependencies, and building the practices that let good people stop debating who decides what and start solving real problems.

After 15+ years in these types of spaces, I keep coming back to three ideas:

  • How you think changes what is possible — you can’t prioritize what you can’t see; map competing mental models to make the landscape visible, then decide where to move
  • Team boundaries shape system architecture — the org chart, project list, and capability map tell you more about what you’ll build than any technology choice or leadership mandate
  • Every org has an operating system, but few know their operating model — the goal can’t start with simpler systems; first make the implicit knowable and the relationships between goals comprehensible, then pursue outcomes — technological, cultural, or product

Continue on to read articles or check out my digital garden

The Career That Was Always Waiting - A Journey to Product Leadership

The Career That Was Always Waiting: A Journey to Product Leadership Or: How staying true to your nature leads you exactly where you need to be

Finding My Way Back to Open Source Contribution

Finding My Way Back to Open Source Contribution Content Warning: This story includes loss and grief later on.

How I Used AI to Audit My Job Search

How I Used AI to Audit My Job Search (And You Can Too) I recently found myself with a pile of loosely connected materials–a dozen different resumes, LinkedIn edits, half-formed …

Falling in Love with AI Coding Agents

Falling in Love with AI Coding Agents I’ve been tinkering with AI coding agents lately—GitHub Copilot, Claude, Augment Code—and I’m kind of obsessed.

GenAI is magical

GenAI is magical at the intersection of ideas “If a machine is expected to be infallible, it cannot also be intelligent.

Why Product Teams Fail

Why Product Teams Fail (And It’s Not What You Think) I recently finished reading Product Operations by Melissa Perri and Denise Tilles, and it hit me like a revelation I …

Continued Relevance of Lean Thinking in Product Management

The Enduring Power of Lean Thinking in Product Development Why the core principles of lean startup remain essential, even as the tools and tactics evolve

From Project to Product Management

From Project to Product: A Shift That Changes Everything I’ve watched countless organizations struggle with a fundamental change they don’t quite realize they’re …

When Platform Products Fail: About Maps, Domains, Topologies

When Platform Products Fail - About Maps, Domains, Topologies I’ve been thinking about why platforms fail during organizational evolution, and I think the answer lies at the …

Loving GitIngest for Repo Exploration through LLM Grounding

I’m Loving GitIngest for Repo Exploration through LLM Grounding I’ve added a new tool–GitIngest–to my digital toolchain, and it’s been foundational to how I …