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writing / 2025

Shipping LLM Pilots in Days, Not Quarters

25·10·2025 · 2 min read

Executives usually ask for a “quick” LLM proof-of-concept and then load it with enterprise-grade expectations: perfect data lineage, brand voice controls, SOC 2, the works. The trick is to isolate a thin slice that proves value fast while laying the rails for the real rollout.

Work in this order:

  1. Capture the narrative, not the feature list. Start by mapping the job stories (“When a field engineer files a fault, they need…”) and the failure modes (“Hallucinations about part numbers break trust instantly”). This is the raw material for prompt design and evaluation criteria.
  2. Design the sandbox. Before writing a single prompt, answer: Which data sources are in scope? What’s the maximum acceptable latency? Who is allowed to try the pilot? The constraints drive architecture choices far more than favourite model families.
  3. Codify evaluation on day one. Every pilot needs a rubric, even if it is a lightweight scoring spreadsheet or a set of Playwright assertions with golden answers. If you can’t measure improvement, you can’t justify the next phase.
  4. Instrument everything. Logs, prompt/response pairs, timing, user feedback buttons: whatever it takes to understand behaviour without manual digging.

The aim is to finish the first week with:

  • A secured, single-purpose UI, deployed somewhere boring (Cloudflare works well).
  • A prompt and retrieval pipeline that passes the rubric on the cases you wrote down.
  • A dashboard stakeholders can open without asking the team for screenshots.

The pilot either earns the budget for a production build or shows the idea isn’t worth the organisational effort. Both are useful answers: you either speed up, or you stop spending time on the wrong bet.