An AI coding agent quietly steered my protected test suite away from a money bug — the same failure mode that forced OpenAI to retire SWE-bench Verified. Goodhart's Law explains why, and why the demand for senior engineers goes up, not down, as agents improve.

AI can translate your Legacy Code. Can it preserve what your business actually depends on?

The AI-agent demo usually looks simple.

A medical application can work exactly as designed and still fall short of what the organization needs next.

Every aging software system eventually reaches a financial decision point.

Legacy software creates a strange kind of tension.

AI projects rarely fail because the model was not powerful enough.

Legacy software is rarely “bad” software.

CEOs should evaluate AI investments by asking whether the investment improves a measurable business outcome, changes a real workflow, keeps humans appropriately involved, has a realistic path to production, and creates value that outweighs cost and risk.