About
I build the systems
most people never see.
Then I write about what they teach me.
I've spent twenty-five years inside operationally messy businesses — dealership IT, early SaaS, a cloud-hosting company, a hundred-plus consulting engagements, and most recently founding and running a vertical SaaS company I took from zero to eight figures in ARR and through an M&A process. Bootstrapped. The hard way — which is the only way you actually learn what governance and equity mean.
Redpoint Rack exists because AI is changing how operational businesses run, not at the edges but at the foundation. I write about what happens next, and I help a small number of founders redesign for it.
How the practice operates.
Architecture before agents
AI doesn't fix organizational incoherence — it accelerates it. The operating layer gets redesigned first.
Operational compression
Fewer people coordinating more work through systems that remember, route, and decide. Not more headcount, not more subscriptions.
Built on lived operations
Twenty-five years inside the businesses I write about, on both sides of the software / physical-world line.
Small and deliberate
A few engagements at a time. The work compounds; the calendar doesn't.
What I write about
AI-native operations. Organizational design for the post-coordination era. Capital and governance, from the inside. Software companies redesigning for agents. Physical-world businesses absorbing the same transition. The boring infrastructure choices that decide outcomes.
One essay a week, written for operators.
Why this exists
Most of what gets written about AI in business is written by people who have never actually run one. Redpoint Rack exists to put operator-grade thinking back into the public conversation — and to concentrate engagements where the writing meets practice.
Work with me.
A few engagements at a time. Founder-led companies, $5M–$100M, ready for the operating-model redesign.