AI11/19/2025⏱️ 5 min read
Prompt Engineering and Evaluation: Building Reliable LLM Systems
Prompt EngineeringEvaluationLLMTestingRAGAI

Prompt Engineering and Evaluation: Building Reliable LLM Systems

Principles of Effective Prompting

Be deliberate and specific when prompting:

  • Be explicit about role, format, and constraints
  • Provide examples (few-shot) and counter-examples
  • Use structured outputs (JSON schemas) when integrating with code
  • Separate system, developer, and user messages

Reducing Hallucinations

Ground prompts with retrieved context, force citations, and penalize unsupported claims. Prefer closed-book QA with verifiable sources.

Evaluation Harness

Build an evaluation loop: define tasks, gold references, and automatic metrics (exact match, BLEU/ROUGE/BERTScore) plus human rubrics (accuracy, helpfulness, safety).

Guardrails and Safety

Enforce safety policies with content filters, regex/JSON schema validators, and rejection sampling. Log decisions for audits.

Continuous Improvement

Collect real prompts, label failure modes, and iterate. Use A/B testing to ship improvements with confidence.

Prompt Patterns That Work

Role + Objective + Constraints: "You are a …; Your goal is …; Obey: …"

  • Step-by-Step (CoT) with Verify: Ask for reasoning then require a brief final answer and a self-check.
  • Decomposition: Break big tasks into subtasks (extract → plan → solve → validate).
  • Delimiters: Fence inputs with triple backticks to reduce prompt injection and parsing errors.
  • Schema-first: Ask for JSON that conforms to a provided schema; reject if invalid.

Structured Outputs with JSON Schema

Constrain outputs for reliable downstream use. Validate and retry on parse errors.

{
  "type": "object",
  "required": ["title", "summary", "facts"],
  "properties": {
    "title": {"type": "string", "minLength": 5},
    "summary": {"type": "string"},
    "facts": {"type": "array", "items": {"type": "string"}}
  }
}
import json
from jsonschema import validate, ValidationError

def parse_or_retry(raw, schema):
    try:
        data = json.loads(raw)
        validate(data, schema)
        return data
    except (json.JSONDecodeError, ValidationError):
        return None  # trigger retry with a stricter instruction

Evaluation Pipeline (Offline + Online)

  • Dataset: Curate prompts with gold answers or acceptable ranges.
  • Offline metrics: EM/F1 for QA, ROUGE/BLEU for summarization, judge LLMs for style and safety.
  • Canary set: Small fast suite to catch regressions on each change.
  • Online: A/B test variants; log prompts, outputs, feedback, and guardrail events.
  • Scorecards: Track accuracy, refusal rate, toxicity, latency, cost, and context usage.

Building the Harness (Example)

from collections import defaultdict

def evaluate(model, dataset, metric_fn):
    results = []
    for item in dataset:
        out = model(item['prompt'])
        score = metric_fn(out, item['gold'])
        results.append({'id': item['id'], 'score': score})
    by_bucket = defaultdict(list)
    for r in results:
        by_bucket[item['bucket']].append(r['score'])
    return {
        'mean': sum(r['score'] for r in results)/len(results),
        'buckets': {k: sum(v)/len(v) for k, v in by_bucket.items()}
    }

Failure Mode Taxonomy

  • Hallucination (unsupported claims, fabricated entities)
  • Policy/safety violations (PII leak, harmful content)
  • Schema violations (malformed JSON, missing fields)
  • Tool misuse (wrong function/arguments)
  • Context issues (truncation, wrong doc retrieved)
  • Reasoning errors (math, logic, multi-hop)

Prompt Debugging Checklist

  • Reduce temperature; ensure deterministic seed where available
  • Add role + constraints; ask for chain-of-thought but return only final answer
  • Provide counter-examples and negative constraints (what not to do)
  • Use smaller context windows with summaries; pin citations to source spans
  • Turn on function calling / tools for deterministic actions
  • Validate with schema and retry with error messages

RAG + Prompting

Fuse retrieval and prompts: craft a retrieval-augmented template with a citation requirement and a statement to avoid answering when evidence is insufficient.

System: You are a factual assistant. Use only the context below. If the answer is not present, say "I don’t have enough evidence".

Context:
{retrieved_chunks}

User: {question}

Output format:
{
  "answer": string,
  "citations": [ {"chunk_id": string, "quote": string} ]
}

Production Tips

  • Log everything: prompt hash, model, temperature, tokens, latency, guardrail outcomes
  • Keep a replayable corpus for regression tests
  • Use feature flags to roll out prompt/model variants
  • Backpressure and timeouts to protect upstreams
  • Create per-feature canary tests that run in CI

Further Reading

  • OpenAI evals & guidance on evaluations
  • HELM / BIG-bench style benchmarks
  • Anthropic prompt engineering patterns
  • Guardrails.ai / JSON schema validation approaches

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