Experiment Design and Evaluation of AI Systems

Reliable eval means efficient product cycles, informed decisions, better products, happier customers.

Sessions

If you’d like to follow along as I add new lessons, you’re very welcome to subscribe on YouTube.

Part I: AI Evals as Experiments

  1. I.1

    The Language of Uncertainty

    A gentle introduction to probability, beliefs, and random variables.

  2. I.2

    Why are evals in AI different?

    From traditional software to ML to AI agents — an eval is an experiment, not a check.

  3. I.3

    AI Eval means Estimating the Distribution of Random Variables

  4. I.4

    Objectives, System under Test, and Metrics

Part II: How, and how much, a poorly designed eval lies to you

Each session presents a problem, why it matters, how to report on it, and how to manage it.

  1. U.1

    Sample Size

  2. U.2

    Closed-Book Overfitting

  3. U.3

    Open-Book Overfitting

  4. U.4

    Noisy and Biased Judges

    Video releases Saturday, October 24

    Slides (PDF)

  5. U.5

    Dataset Representativeness and Variability

    Video releases Saturday, October 31

    Slides (PDF)

  6. U.6

    Other Sources of Brittleness in Eval Results

    Video releases Saturday, November 7

    Slides (PDF)

  7. U.7

    How the Problems Compound Rather Than Cancel Out

    Releases Saturday, November 14

    Playgrounds: How Problems Compound

Part III: Designing Reliable Experiments

From product question to experiment plan, measured result, decision report, and next iteration.

  1. D.1

    Hill-Climbing

  2. D.2

    Dataset Selection and Sampling

    Coming in November 2026

  3. D.3

    Designing the Evaluation Workflow

    Coming in November 2026

  4. D.4

    Designing Reliable Comparisons

    Coming in November 2026

  5. D.5

    Reporting Evaluation Results

    Coming in November 2026

Optional deep dives

Three totally optional take-home reads for the curious — background that explains the "why" behind the language we use, but is not required to follow the course.

Readings