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Generative AI: Prompt Engineering Basics
Chapters

1Foundations of Generative AI

2LLM Behavior and Capabilities

3Core Principles of Prompt Engineering

4Writing Clear, Actionable Instructions

Choose Strong Action VerbsDefine Scope and BoundariesState Acceptance CriteriaInclude Constraints and LimitsNumbered Steps and ChecklistsAvoid Ambiguity and Vague TermsUse Negative Prompts SparinglyDisclose Time and ContextDomain Vocabulary and GlossariesReference Styles and CitationsMulti-Task Prompt PatternsQuestion Framing TechniquesBrevity vs CompletenessHints and Nudge StrategiesAvoid Leading the Model

5Roles, Personas, and System Prompts

6Supplying Context and Grounding

7Examples: Zero-, One-, and Few-Shot

8Structuring Outputs and Formats

9Reasoning and Decomposition Techniques

10Iteration, Testing, and Prompt Debugging

11Evaluation, Metrics, and Quality Control

12Safety, Ethics, and Risk Mitigation

13Tools, Functions, and Agentic Workflows

14Retrieval-Augmented Generation (RAG)

15Multimodal and Advanced Prompt Patterns

Courses/Generative AI: Prompt Engineering Basics/Writing Clear, Actionable Instructions

Writing Clear, Actionable Instructions

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Craft precise directives with scope, constraints, and acceptance criteria that remove ambiguity and reduce rework.

Content

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Include Constraints and Limits

Constraints: The Gentle Gauntlet
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Constraints: The Gentle Gauntlet

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Include Constraints and Limits — The Prompt’s Seatbelts

"Constraints are not prison bars; they're the lanes on the highway that keep your output from joyriding into nonsense."

You already nailed Define Scope and Boundaries and State Acceptance Criteria — 🎯 now we add the guardrails that keep LLMs honest and useful: constraints and limits. If scope says what we're doing and acceptance criteria says how we’ll judge success, constraints tell the model how to do it — the little rules that prevent creative chaos.


Why constraints matter (and fast)

  • Models have freedom. Freedom is great for art, terrible for reproducible tasks.
  • Constraints reduce ambiguity, limit hallucination surfaces, and produce outputs you can parse, validate, or drop straight into a pipeline.
  • They operationalize the guiding principles from "Core Principles of Prompt Engineering": clarity and specificity in action.

Think of scope as the map, acceptance criteria as the destination, and constraints as the road signs.


Types of useful constraints (with real-world analogies)

Constraint Type What it does Analogy
Length / token limit Caps verbosity (e.g., ≤ 150 words) Bite-sized snack vs buffet
Output format Forces JSON, CSV, Markdown A recipe rather than improv jazz
Style / tone Business, playful, somber Dress code for the text
Content restrictions No personal data, no legal advice "No peanut allergy" on the menu
Enumerative constraints Exactly N items, numbered "Top 5" list requirement
Time-window / source constraints Only cite post-2020 sources "Use only fresh produce"
Confidence / fallback behavior If >60% uncertain, say "I don't know" Choose honesty over guessing
Forbidden patterns No HTML, no external links Bouncers at the club entrance

How to write constraints that actually work — patterns that win

  1. Be explicit and machine-friendly. Instead of "Keep it short," say "Maximum 120 words."
  2. Use a strict output format. JSON or CSV is your friend for deterministic parsing. Example: ask the model to return a JSON object with named keys and types.
  3. Combine negative and positive constraints. Tell the model what to do and what not to do.
  4. Add fallback instructions. If the model can’t meet acceptance criteria, tell it how to respond (e.g., provide partial results and a reason).
  5. State priority order. When constraints conflict, define which rule wins.

Before / After: Constraint makeover

Bad prompt (vague):

Write a summary of electric cars.

Good prompt (constrained):

Summarize the environmental benefits of electric cars in **≤ 120 words**, in **3 bullet points**, each no more than **30 words**. Use **neutral business tone**. Do **not** include sales language or brand names. If uncertain about a claim, end that bullet with "(uncertain)".

Why the good one wins: It's measurable (120 words), structured (3 bullets), style-limited (neutral), and includes a fallback for uncertainty.


Example: Enforcing a JSON schema (workhorse pattern)

Ask for this exact output — machines love exactness.

Task: Generate 4 recommended titles for a how-to article about time management for students.
Constraints:
- Return JSON array called "titles" with exactly 4 string elements.
- Each title must be ≤ 10 words and use title case.
- No emojis or punctuation at the end.
- Do not include explanations.

Expected output example:
{"titles": ["Title One", "Title Two", "Title Three", "Title Four"]}

This makes parsing trivial and reduces hallucinated commentary.


Common pitfalls and how to dodge them

  • Over-constraining: Requiring too many rigid rules can make the model fail. If the model can't comply, it may invent data or truncate. Fix: prioritize constraints and allow graceful degradation.
  • Vague numeric constraints: "Short" vs "≤ 50 tokens." Always prefer explicit numbers.
  • Implicit assumptions: Avoid leaving details only in your head (locale, date format, units). Write them down.
  • No fallback: If the model can't meet a constraint, tell it what to output instead (e.g., partial JSON + error reason).

Constraint checklist — run this before you send the prompt

  • Have I defined maximum/minimum length? (tokens, words, characters)
  • Have I specified an exact output format (JSON, CSV, Markdown)?
  • Have I constrained tone and jargon to an audience level? (e.g., "undergraduate-level English")
  • Have I included forbidden items and allowed sources? (e.g., "no Wikipedia" or "only peer-reviewed 2018-2023")
  • Did I include a fallback if the model is uncertain? (e.g., output partial + "INSUFFICIENT_DATA")
  • Did I prioritize constraints if they might conflict?

Advanced tricks (for when you want power without chaos)

  • Constraint cascading: First ask for a short summary (≤50 words). Then ask the model to expand each sentence into 2–3 bullets in a second step. This keeps initial scope narrow and verifiable.
  • Self-check phase: Tell the model to validate its own output against constraints and append a boolean compliant: true/false and reasons list.
  • Constraint templates: Reuse templates for common tasks. For example, a TEMPLATE_REPORT_V1 always returns {"title":string, "summary":string, "compliance": {"format":bool, "length":bool}} so downstream systems can auto-accept or flag outputs.

Example: Prompt + Self-Check (complete)

Task: Provide 3 action-oriented study tips for freshmen. Constraints:
- Return JSON with keys: "tips" (array of 3 strings), "compliance" (object).
- Each tip ≤ 20 words.
- Tone: encouraging, not condescending.
- If any tip may be inaccurate, append "(uncertain)".
- Self-check: set "compliance": {"format": true/false, "length": true/false} and list reasons if false.

Expected output format example:
{
  "tips": ["Tip one", "Tip two", "Tip three"],
  "compliance": {"format": true, "length": true}
}

This gives you an output plus machine-readable validation.


Closing: A tiny philosophy on limits

Constraints are not punishment — they're clarity incarnate. They let models do what we need reliably, not just creatively. When paired with clearly stated scope and acceptance criteria (remember those neighbors from earlier?), constraints turn AI from a delightful wildcard into a predictable tool.

Try this small exercise: take one of your old prompts and add three concrete constraints (length, format, fallback). Run it. If the result is better, you've just leveled up in prompt engineering.

Key takeaway: Be explicit, be parsable, and be forgiving. Tell the model the lane it should drive in — and what to do if it can’t make the turn.

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