Generative AI
Practical Generative AI playbook for building reliable LLM features: prompting, context design, RAG, evaluation, safety, and production operations.
Quick Start Summary
2 topics
The Practical GenAI Workflow
A repeatable loop for shipping trustworthy LLM features
GENAI DELIVERY LOOP: 1. Define task + success criteria - What should the model do? - What is considered a good answer? 2. Start with strong prompting baseline - System prompt with strict role and boundaries - Few-shot examples for format and tone - Explicit output contract 3. Add context strategy - Static context (rules, policy) - Dynamic context (user/session data) - Retrieved context (RAG) 4. Add reliability controls - Structured outputs (JSON schema) - Guardrails for safety and policy - Fallback responses for uncertainty 5. Evaluate before launch - Golden dataset of real user prompts - Quality + safety + latency + cost metrics 6. Monitor in production - Prompt/version tracking - Error taxonomy - Continuous eval and prompt iteration
π‘ Treat prompts as code: version, test, and review them
β‘ Reliable GenAI is 20% model choice and 80% system design
π Shipping without eval is guessing, not engineering
π― Optimize for consistency first, creativity second
What To Build First
Highest-ROI GenAI use cases to start with
BEST FIRST USE CASES: 1. Summarization - Meeting notes, support tickets, docs - Easy to evaluate quality quickly 2. Classification and routing - Intent detection, priority tagging, triage - Structured output makes integration simple 3. Draft generation with human review - Emails, release notes, knowledge-base drafts - High speed gain, controlled risk 4. Retrieval-based Q&A - Internal docs assistant, support copilot - Strong business value if source docs are solid AVOID FIRST: - Fully autonomous decision-making in high-risk flows - Complex multi-agent systems before single-agent baseline - Fine-tuning before exhausting prompting + RAG
π‘ Start where quality can be measured in under a week
β‘ Draft + review patterns deliver value fastest
π Do not start with hardest problem just because it is exciting
π― Build trust internally before expanding scope
Prompt Engineering
2 topics
Prompt Template Structure
A robust default prompt template for most production tasks
SYSTEM PROMPT TEMPLATE:
You are [role] for [product/company].
GOAL:
- Primary objective
INPUTS:
- User request: {{request}}
- Context: {{context}}
- Constraints: {{constraints}}
RULES:
1. Follow policy and safety constraints.
2. If information is missing, ask a focused clarification.
3. If uncertain, state uncertainty clearly.
4. Do not fabricate sources, numbers, or citations.
OUTPUT FORMAT:
- Return JSON with fields: answer, confidence, follow_up
- confidence must be one of: high | medium | low
QUALITY BAR:
- Be concise, actionable, and accurate.
- Prefer bullet points for procedures.
- Include next steps when appropriate.π‘ Most failures come from unclear output requirements, not weak models
β‘ Put hard constraints near the top of system prompt
π Explicit uncertainty behavior reduces hallucinations
π― Define output schema before writing fancy prompt text
Few-Shot Prompting Patterns
Use examples to control style, format, and reasoning behavior
FEW-SHOT DESIGN RULES:
1. Use 2-5 high-quality examples
2. Cover edge cases, not just happy path
3. Match production format exactly
4. Keep examples short and realistic
EXAMPLE:
Input: "Refund request: charged twice"
Output:
{
"intent": "billing_issue",
"priority": "high",
"reply_tone": "empathetic",
"action": "escalate_to_billing"
}
Input: "How do I update my card details?"
Output:
{
"intent": "account_help",
"priority": "medium",
"reply_tone": "helpful",
"action": "send_self_service_steps"
}π‘ Examples teach format faster than long instructions
β‘ Refresh examples when your product language changes
π Include at least one tricky ambiguity example
π― Few-shot is usually cheaper than fine-tuning for early stages
Context Engineering
2 topics
Designing Context Windows
What to include, in what order, and why
CONTEXT ORDER (RECOMMENDED): 1. System instructions 2. Critical policy constraints 3. User request 4. Retrieved knowledge snippets 5. Session memory (if relevant) 6. Tool outputs CONTEXT PRINCIPLES: - Relevance > volume: include only what helps this answer - Freshness matters: prefer newest authoritative data - Chunk quality beats chunk quantity - Remove duplicated instructions - Summarize old conversation turns ANTI-PATTERNS: - Dumping entire documents blindly - Conflicting instructions from multiple layers - Repeating system rules in every message
π‘ Bad context causes more errors than bad prompts
β‘ Keep high-priority instructions at stable positions
π Compress history aggressively but preserve key decisions
π― Build deterministic context assembly code
Structured Output and Validation
Guarantee parseable outputs using schemas and retries
from pydantic import BaseModel, ValidationError
from openai import OpenAI
import json
client = OpenAI()
class TicketResult(BaseModel):
intent: str
priority: str
requires_human: bool
summary: str
def classify_ticket(text: str) -> TicketResult:
messages = [
{"role": "system", "content": "Classify support tickets. Return strict JSON."},
{"role": "user", "content": text},
]
for _ in range(2):
res = client.chat.completions.create(
model="gpt-4.1-mini",
messages=messages,
response_format={"type": "json_object"},
)
content = res.choices[0].message.content
try:
return TicketResult(**json.loads(content))
except (ValidationError, json.JSONDecodeError):
messages.append({
"role": "system",
"content": "Your previous response was invalid. Return only valid JSON matching schema."
})
raise ValueError("Model did not return valid structured output")π‘ Never trust raw model output for automation without validation
β‘ One validation retry often recovers malformed JSON
π Log validation failures by schema field
π― Schema-first design enables safer downstream integrations
RAG Systems
2 topics
RAG Architecture Checklist
Build retrieval systems that are actually useful
RAG PIPELINE: INDEXING (offline): - Source collection - Cleaning / normalization - Chunking strategy - Embeddings - Metadata enrichment - Vector + keyword indexing QUERY TIME (online): - Query rewrite (optional) - Hybrid retrieval (vector + keyword) - Reranking - Context packing - Answer generation with citations MUST-HAVES: - Source URL/title for every chunk - Access control filters at retrieval time - Freshness metadata and reindex schedule - Null-response behavior when evidence is weak
π‘ Hybrid retrieval outperforms vector-only in many enterprise corpora
β‘ Reranking gives large quality gains with small latency cost
π Include citations so users can verify claims
π― Treat retrieval quality as a first-class model input problem
Chunking and Retrieval Tuning
Practical defaults and tuning strategy
STARTING DEFAULTS: - Chunk size: 400-800 tokens - Overlap: 10-20% - Top-k retrieval: 4-8 - Rerank top: 20 -> keep 4-6 TUNING METHOD: 1. Build 50-100 real user questions 2. For each question, label relevant chunks 3. Measure retrieval precision@k and recall@k 4. Adjust chunk size / k / reranker 5. Repeat until retrieval quality stabilizes COMMON FAILURES: - Chunks too large -> irrelevant noise - Chunks too small -> missing context - No metadata filters -> wrong documents retrieved
π‘ Tuning retrieval beats swapping to larger LLMs for many failures
β‘ Evaluate retrieval separately from generation
π Use domain-specific synonyms in query rewriting
π― Good retrieval reduces hallucinations dramatically
Evaluation Framework
2 topics
Golden Dataset and Metrics
Set up measurable quality before scaling traffic
EVAL DATASET DESIGN: Create 100-300 representative prompts: - 60% common requests - 25% edge cases - 15% adversarial / safety probes Store for each case: - input - expected behavior (rubric) - optional reference answer - category tag (billing, docs, legal, etc.) METRICS TO TRACK: - Helpfulness / task completion - Factuality grounded in provided context - Format correctness (schema pass rate) - Safety violation rate - Latency p50 / p95 - Cost per request
π‘ If you cannot measure it, you cannot safely improve it
β‘ Segment metrics by prompt category to find hidden regressions
π Track confidence calibration, not just raw accuracy
π― Run eval suite on every prompt or model change
Human Review Rubric
Lightweight scoring rubric for fast manual evaluation
RUBRIC (1-5 EACH): 1. Correctness - Is the answer factually correct based on available context? 2. Completeness - Does it cover required points without major omissions? 3. Clarity - Is it understandable and actionable? 4. Policy Compliance - Any unsafe, disallowed, or risky behavior? 5. Format Compliance - Did it follow expected schema/structure? SCORING: - Pass: all dimensions >= 4 - Needs review: any dimension = 3 - Fail: any dimension <= 2
π‘ Keep rubric simple so reviewers are consistent
β‘ Use two reviewers for high-risk domains
π Save examples of failures as new regression tests
π― Close the loop: eval failure should create prompt/task ticket
Safety and Guardrails
1 topic
Defense-in-Depth Guardrail Model
Multiple checks reduce risk better than one filter
GUARDRAIL LAYERS: 1. Input screening - Prompt injection indicators - Sensitive data detection - Abuse patterns 2. Policy-aware prompting - Explicit refusal rules in system prompt - Scope boundaries and safe alternatives 3. Tool access controls - Allowlist tools per route - Parameter validation and limits - Least privilege credentials 4. Output screening - Toxicity / disallowed content checks - PII leakage checks - Citation requirement for factual claims 5. Human escalation path - Low confidence or high-risk intent -> human handoff
π‘ Guardrails should fail closed for high-risk operations
β‘ Restrict tool access by task type
π Prompt injection is a product security problem, not only an LLM problem
π― Always define escalation criteria in code, not only docs
Production Playbook
2 topics
Launch Checklist
Minimum bar before exposing GenAI to users
PRE-LAUNCH CHECKLIST: PROMPTS & VERSIONING - Prompt stored in versioned config - Rollback strategy defined - Change log for prompt revisions RELIABILITY - Timeout, retry, and fallback response configured - Structured output validation in place - Circuit breaker for downstream tools OBSERVABILITY - Request IDs and trace IDs implemented - Prompt, model, tokens, latency, cost logged - Safety events and refusal reasons logged QUALITY - Golden dataset pass threshold met - Regression suite executed on release - Human review completed for high-risk flows OPERATIONS - On-call owner assigned - Alert thresholds for latency/error/cost - Runbook for incidents and rollback
π‘ Release GenAI features behind feature flags first
β‘ Track cost by feature, not only globally
π Keep a simple rollback button for prompt/model changes
π― Stability beats novelty in production systems
Common Pitfalls and Fixes
The failures teams hit most often
PITFALL: Prompt works in staging but fails in production FIX: Build evals from real production-like prompts, not synthetic ones PITFALL: Cost explodes after launch FIX: Add token budgets, truncation policies, and model routing PITFALL: Hallucinations despite RAG FIX: Improve retrieval precision and enforce citation-required outputs PITFALL: Tool misuse FIX: Tighten tool schema, add parameter validators, and least privilege PITFALL: Hard-to-debug regressions FIX: Version prompts + model + retrieval config and log them per request
π‘ Most GenAI incidents are system issues, not pure model issues
β‘ Instrumentation is your fastest debugging tool
π Keep postmortems and add failures to eval suite
π― Continuous improvement beats one-time prompt tuning
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