Breaking AI to Fix It: Ian Webster's Journey from Discord's Clyde to Promptfoo's $18M Series A
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youtube.com
Author
Latent Space
Date
Why it matters
Shares lessons from shipping AI to a huge consumer audience and why evalA repeatable test for AI quality — a set of tasks plus scoring — used the way software teams use test suites, because model output is too variable to judge by eyeballing.Full definition → and red teamingDeliberately attacking your own AI system to find what makes it fail before someone else does.Full definition → became a product, relevant to teams securing LLMA large language model — the neural network behind tools like Claude and ChatGPT, trained on huge amounts of text to predict what comes next.Full definition → apps.
Terms in this piece · Glossary
eval — A repeatable test for AI quality — a set of tasks plus scoring — used the way software teams use test suites, because model output is too variable to judge by eyeballing.
LLM — A large language model — the neural network behind tools like Claude and ChatGPT, trained on huge amounts of text to predict what comes next.
red teaming — Deliberately attacking your own AI system to find what makes it fail before someone else does.