Eight decisions, eight case studies

Extraction strategy breaks as document formats keep shifting, and the structure that keeps it trustworthy anyway.

Making an entity recognizable across every document it appears in, and controlling who can see it.

When to build a direct integration, and when an intermediary is the better call.

Automating retrieval from a login screen with no API, and designing for the day it breaks.

A single upstream error cascades into dozens of validation failures, and the agent that finds the one root cause.

A snapshot can't say what changed. A monitoring layer that tracks entities over time and flags what did.

Clients couldn't tell what they were paying for, and the pricing model and contract restructure that made the cost as legible as the product.

A look into a time where I got a product bet wrong, and how I'd align it more closely with my product DNA. I'd rather have built a skill than a wrapper.