Work

Selected Work

Essays & Case Notes
EssayStrategyAI

When Building Is Cheap, Judgement Is the Product

AI made building and ideating almost free. The bottleneck moved to deciding what to build, what to strip, and what to kill. That is the job now, and it runs as five moves.

EssayStrategyAI

AI Pricing Is Product Strategy

Why I bake AI into the unit that grows when the customer wins, instead of metering it.

EssayStrategy

How I Scope a 0→1 Bet

A new product bet isn't a leap of faith. It's a sequence of cheap questions asked in the right order.

EssayStrategyAI

The System of Record Wins the Agent Era

When building an agent gets trivial, the platform that owns the data and the workflow owns the ecosystem. So I bet on the marketplace.

EssayAI

How I Built This Site's Agent and Tuned It With Evals

A walkthrough of the agent on this site: how it stays grounded, the failure I found and fixed, and the evaluations and analytics that keep it honest.

Case noteStrategy

The Operating System Behind a Strategy

I'm obsessed with strategic synergy: getting every function to run the same bet, from the value proposition down to the metrics.

Case noteProductGo-to-Market

Contracts 2.0: The Profitability Wedge

I went looking for it in person, found a units problem nobody had solved, and turned it into the most accurate profitability engine in the category.

Case noteStrategy

When Build and Buy Both Failed

Buying didn't clear the bar. Building wasn't viable. So I designed a third path: a partnership engineered to feel built-in.

Case noteLeadership

Investor-Facing Product Lead

I've been the product voice in the room across every round from Seed to Series C. Investors aren't buying features. They're buying a thesis, and evidence it's already coming true.

Case noteLeadership

Disagree and Commit: Holding the Vision

How I hold a product bet through real pressure, and how I disagree with founders without it turning into a standoff.