Buy Now, Maybe Pay Later: Dealing with Prompt-Tax While Staying at the Frontier - Andrew Thomspson

Video Description

Frontier LLMs now drop at warp speed. Each upgrade hits you with a Prompt‑Tax: busted prompts, cranky domain experts, and evals that show up fashionably late. In this talk I’ll share 18 months of bruises (and wins) from shipping an agentic product for real‑estate lawyers: • The challenge of an evolving prompt library that breaks every time the model jumps • The bare‑bones tactics that actually work for faster migrations • Our “betting on the model” mantra: ship the newest frontier model even when it’s rough around the edges, then race to close the gaps before anyone else does Walk away with a playbook to stay frontier‑fresh without blowing up your roadmap or your team’s sanity.