Hey 👋. I’m Matt.

I specialize in making complex systems delightfully simple for developers—navigating the messy middle between Infrastructure, Security, and Business stakeholders to ship products with measurable impact.

What I’m looking for (October 2025): Product leadership roles where I can scale AI-augmented developer experiences, design internal platform products, or transform how organizations build and ship software.

Recent obsessions

AI Integration at Scale — Pioneering GenAI workflows (ChatGPT, GitHub Copilot, Cursor) across enterprise platforms, reducing deployment time by 60% and onboarding by 50% while balancing innovation with governance.

Product Operating Models — Transforming how platform teams work through better frameworks, value measurement, and systematic enablement. I love turning “we should explore AI” into shipped products with measurable ROI.

Product domains I love

Cloud platform products — Scaled internal developer platform from pilot to 4,600+ weekly active users (92% adoption). Led $200M infrastructure portfolio: 500,000 containers, 50,000 VMs, 8PB storage serving 5,000 engineers with 99.99% reliability.

AI-augmented workflows — Integrated GenAI tools (ChatGPT, GitHub Copilot, Cursor) across enterprise infrastructure, reducing deployment time by 60% and onboarding by 50%. Built AI-assisted documentation systems cutting planning time from 2 days to 3 hours.

Developer-centric educational platforms — Grew technical content platform from 10M to 22.4M visitors generating 25M in influenced pipeline. Achieved 3x deployment frequency through product-led operations and systematic friction removal.

Influential open source frameworks — Led meaningful influence in observability, database, Kubernetes, and virtualization ecosystems through community-led growth and developer experience optimization.

Community leadership

Communities I’ve built — Co-founded DevRel Collective (2,000+ members). Co-hosted The Geek Whisperers podcast (140 episodes, 100K+ listeners). Designed Opensource.com Correspondent program, CHAOSScast, and Enable Architect. Led community programs for Sensu, Snap, EMC Elect, and Basho.

Open source contributions — Led Kubernetes SIG contributor experience. Defined CHAOSS value metrics. See my GitHub contributions for the many sprinkles of PRs I’ve shared across the internet.

Learning communities — Deep in systems thinking: Team Topologies, Wardley Maps, John Cutler. Product management: Melissa Perri, SVPG. Technology: Kubernetes, CNCF, DevOps, Python, Go.

Writing

Popular articles include The right and wrong way to set Python 3 as default on a Mac and:

GenAI is magical

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

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 …

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 …

Applying Team Topologies to Marketing and Community

The following is a long post I’ve thought about for years.

Dont Confuse Your Skills with Your Job Title

Don’t Confuse Your Skills with Your Job Title “The map of reality is not reality.

Work as a Game – Both Finite and Infinite

Work as a Game: Play as Both Finite and Infinite “A finite game is played for the purpose of winning, an infinite game for the purpose of continuing the play.

Make Obsidian a Digital Garden

Growing Ideas Like Mycelia In 2010 I was told “if you ever have to explain something more than once, write a blog post.

Make Obsidian inline dataview properties prettier with this CSS

I’ve found it far more useful to use Obsidian properties when I see them.

My path to Personal Knowledge Management (PKM)

My summary of a lifetime of effort… My Why I’ve learned two corollaries about my memory:

Takeaways from reading Transformed by Marty Cagan

I recently finished “Transformed” by Marty Cagan and team, and it’s helping me connect some crucial dots about how modern product organizations actually work.