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Working engineers · The AI Evaluation Engineer

The AI Evaluation Engineer

Learn LLM evaluation the way it’s actually done — real numbers, a case study in every chapter, runnable labs, and the judgment the job demands.

  1. Ch 1

    Why LLMs Broke Testing

    Fifty years of software testing rests on one move: run the code, assert the output equals the expected value. The moment a language model enters the…

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  2. Ch 2

    The Evaluation Stack: A Mental Model

    Once quality is a measurement, the next questions are what to measure and when. Mature teams use a layered stack — a probabilistic cousin of the…

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  3. Ch 3

    Datasets & Ground Truth

    The most common reason an eval lies to you is a bad dataset. Metrics get the attention; the dataset is where credibility is won or lost — an…

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  4. Ch 4

    Metrics & Scorers

    A scorer turns an output into a number or label. The art is matching the scorer to the task — and knowing each one's blind spots, out loud.

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  5. Ch 5

    LLM-as-Judge

    When there's no answer key and "good" is a matter of judgment, you make a capable model do the grading. It's the single most-used technique in the…

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  6. Ch 6

    Human Evaluation & Annotation

    Automated scorers and judges are scaffolding on top of human judgment. Humans remain the ground truth for subjective quality — and the eval engineer…

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  7. Ch 7

    Evaluating RAG Systems

    Retrieval-Augmented Generation — fetch documents, then answer using them — is the most common production LLM architecture. Evaluating it is where…

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  8. Ch 8

    Evaluating Agents

    Agents — systems that plan, call tools, and act over many steps — are the hardest thing to evaluate, because the output isn't a single text but a…

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  9. Ch 9

    Safety, Robustness & Red Teaming

    Quality evals ask "is it good?" Safety evals ask "can it be made to do harm, and does it fail gracefully under attack?" These are adversarial —…

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  10. Ch 10

    Production Evaluation: Monitoring & Online Evals

    Offline evals tell you about the cases you thought of. Production tells you the truth. Online evaluation closes the loop — measuring real behavior…

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  11. Ch 11

    Eval-Driven Development: The Workflow

    Everything so far is technique. This is the practice — how an eval engineer actually works, and the philosophy that ties the tools together.

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  12. Ch 12

    Tools of the Trade & Interview Prep

    You don't need to memorize a tool to interview well — you need the categories and vocabulary, so you can map any company's stack onto concepts you…

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  13. Appendix

    Interview Simulation

    Ten questions you will actually be asked, each with what the interviewer is really probing, a strong answer built from this book, and the weak…

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The AI Evaluation Engineer · AI Engineer Dojo · Other editions