Migration Finishes Five Months Early, CTO Applies Same Maths to the Rest of the Roadmap

A database migration budgeted at six months and six engineers has been finished in four weeks by two.

The delivery plan was generated in a single sitting, from a prompt describing the company’s technology stack. Chief technology officer Trevor Simons has described the result as validation of the approach.

“Six times faster than planned. That’s the AI-first uplift,” Simons said. “So that’s the baseline now.”

He has reissued the remaining roadmap with every estimate divided by six.

Forty lines below the migration, the same plan allows one day for “Integrate with legacy billing.” The billing service runs to roughly 140,000 lines and was written by a contractor who left in 2019. It now has an afternoon.

Throughout, the plan refers to the company’s product as “the platform.” Its risk register lists one risk, which is team adoption of AI tooling.

Billing integration began in August. It is ongoing. Engineer Bec Hallam, who queried the one-day estimate in three separate meetings, has been asked to stop bringing legacy thinking to a greenfield conversation.

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