Agent Driven Development  ·  Episode 50

Every Consultant Says They Can Fix Your Legacy App with AI, Here Is the Test

Mar 13, 2026 · 16 min

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In this episode

This is the third time your company has tried to fix the monolith. The first two attempts cost millions and changed nothing. AI agents make the third attempt possible, but only if the person leading it has actually done this before. Here is how to tell in ninety seconds.

Sarah, I wrote an entire novel about a CEO who tried to fix his monolith three times. Forty-seven million dollars across three failed initiatives before he changed the approach. That was fiction. What I am about to tell you is not.

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