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Knowing If It Works

The least glamorous skill in applied AI, and the one that decides whether your thing actually works.

Some background helps7 lessons57 min of readingFree, no sign-up to read

Most AI features are shipped on a feeling. Someone tries eight examples, the outputs read well, and the thing goes live — and nobody finds out how often it fails until customers do. This course is about the other path: building a small evaluation set by hand, deciding what to measure when the output is prose, using a model as a judge without being lied to by it, catching regressions when you edit a prompt, running an honest A/B, and holding cost and latency in the same frame as quality. It ends with the situation every team eventually hits: the model changed under you, complaints went up, and you need an answer by tomorrow.

Start the first lesson
  1. 1A demo is not a measurement7 minA result is a number, on a fixed set, next to a comparison — anything else is an anecdote.
  2. 2A hundred examples, made by hand8 minA hundred real labelled examples resolves fifteen-point differences and settles arguments; it cannot resolve three-point ones.
  3. 3What to measure when the output is prose8 minDecompose quality into checks that are separately true or false; one blended score hides where it broke.
  4. 4LLM-as-judge, and where it misleads you9 minA judge you have not measured against your own labels is an opinion with a decimal point.
  5. 5Regression testing a prompt8 minTrack which items flipped, not just the total; an unchanged score can hide a rewritten system.
  6. 6A/B testing a feature honestly8 minFix the metric, the effect you would act on, and the stop date before you start; otherwise the result is a story.
  7. 7Cost, latency, and the model that changed under you9 minPin the model and keep a frozen set, and a forced upgrade becomes an afternoon instead of a crisis.

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