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    jamesrochabrun

    openai-prompt-engineer

    jamesrochabrun/openai-prompt-engineer
    AI & ML
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    SKILL.md

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    About

    Generate and improve prompts using best practices for OpenAI GPT-5 and other LLMs. Apply advanced techniques like chain-of-thought, few-shot prompting, and progressive disclosure.

    SKILL.md

    OpenAI Prompt Engineer

    A comprehensive skill for crafting, analyzing, and improving prompts for OpenAI's GPT-5 and other modern Large Language Models (LLMs), with focus on GPT-5-specific optimizations and universal prompting techniques.

    What This Skill Does

    Helps you create and optimize prompts using cutting-edge techniques:

    • Generate new prompts - Build effective prompts from scratch
    • Improve existing prompts - Enhance clarity, structure, and results
    • Apply best practices - Use proven techniques for each model
    • Optimize for specific models - GPT-5, Claude-specific strategies
    • Implement advanced patterns - Chain-of-thought, few-shot, structured prompting
    • Analyze prompt quality - Identify issues and suggest improvements

    Why Prompt Engineering Matters

    Without good prompts:

    • Inconsistent or incorrect outputs
    • Poor instruction following
    • Wasted tokens and API costs
    • Multiple attempts needed
    • Unpredictable behavior

    With optimized prompts:

    • Accurate, consistent results
    • Better instruction adherence
    • Lower costs and latency
    • First-try success
    • Predictable, reliable outputs

    Supported Models & Approaches

    GPT-5 (OpenAI)

    • Structured prompting (role + task + constraints)
    • Reasoning effort calibration
    • Agentic behavior control
    • Verbosity management
    • Prompt optimizer integration

    Claude (Anthropic)

    • XML tag structuring
    • Step-by-step thinking
    • Clear, specific instructions
    • Example-driven prompting
    • Progressive disclosure

    Universal Techniques

    • Chain-of-thought prompting
    • Few-shot learning
    • Zero-shot prompting
    • Self-consistency
    • Role-based prompting

    Core Prompting Principles

    1. Be Clear and Specific

    Bad: "Write about AI" Good: "Write a 500-word technical article explaining transformer architecture for software engineers with 2-3 years of experience. Include code examples in Python and focus on practical implementation."

    2. Provide Structure

    Use clear formatting to organize instructions:

    Role: You are a senior Python developer
    Task: Review this code for security vulnerabilities
    Constraints:
    - Focus on OWASP Top 10
    - Provide specific line numbers
    - Suggest fixes with code examples
    Output format: Markdown with severity ratings
    

    3. Use Examples (Few-Shot)

    Show the model what you want:

    Input: "User clicked login"
    Output: "USER_LOGIN_CLICKED"
    
    Input: "Payment processed successfully"
    Output: "PAYMENT_PROCESSED_SUCCESS"
    
    Input: "Email verification failed"
    Output: [Your turn]
    

    4. Enable Reasoning

    Add phrases like:

    • "Think step-by-step"
    • "Let's break this down"
    • "First, analyze... then..."
    • "Show your reasoning"

    5. Define Output Format

    Specify exactly how you want the response:

    <output_format>
      <summary>One sentence overview</summary>
      <details>
        <point>Key finding 1</point>
        <point>Key finding 2</point>
      </details>
      <recommendation>Specific action to take</recommendation>
    </output_format>
    

    Prompt Engineering Workflow

    1. Define Your Goal

    • What task are you solving?
    • What's the ideal output?
    • Who's the audience?
    • What model will you use?

    2. Choose Your Technique

    • Simple task? → Direct instruction
    • Complex reasoning? → Chain-of-thought
    • Pattern matching? → Few-shot examples
    • Need consistency? → Structured format + examples

    3. Build Your Prompt

    Use this template:

    [ROLE/CONTEXT]
    You are [specific role with relevant expertise]
    
    [TASK]
    [Clear, specific task description]
    
    [CONSTRAINTS]
    - [Limitation 1]
    - [Limitation 2]
    
    [FORMAT]
    Output should be [exact format specification]
    
    [EXAMPLES - if using few-shot]
    [Example 1]
    [Example 2]
    
    [THINK STEP-BY-STEP - if complex reasoning]
    Before answering, [thinking instruction]
    

    4. Test and Iterate

    • Run the prompt
    • Analyze output quality
    • Identify issues
    • Refine and retry
    • Document what works

    Advanced Techniques

    Chain-of-Thought (CoT) Prompting

    When to use: Complex reasoning, math, multi-step problems

    How it works: Ask the model to show intermediate steps

    Example:

    Problem: A store has 15 apples. They sell 60% in the morning and
    half of what's left in the afternoon. How many remain?
    
    Please solve this step-by-step:
    1. Calculate morning sales
    2. Calculate remaining after morning
    3. Calculate afternoon sales
    4. Calculate final remaining
    

    Result: More accurate answers through explicit reasoning

    Few-Shot Prompting

    When to use: Pattern matching, classification, style transfer

    How it works: Provide 2-5 examples, then the actual task

    Example:

    Convert casual text to professional business tone:
    
    Input: "Hey! Thanks for reaching out. Let's chat soon!"
    Output: "Thank you for your message. I look forward to our conversation."
    
    Input: "That's a great idea! I'm totally on board with this."
    Output: "I appreciate your suggestion and fully support this initiative."
    
    Input: "Sounds good, catch you later!"
    Output: [Model completes]
    

    Zero-Shot Chain-of-Thought

    When to use: Complex problems without examples

    How it works: Simply add "Let's think step by step"

    Example:

    Question: What are the security implications of storing JWTs
    in localStorage?
    
    Let's think step by step:
    

    Magic phrase: "Let's think step by step" → dramatically improves reasoning

    Structured Output with XML

    When to use: Working with Claude or need parsed output

    Example:

    Analyze this code for issues. Structure your response as:
    
    <analysis>
      <security_issues>
        <issue severity="high|medium|low">
          <description>What's wrong</description>
          <location>File and line number</location>
          <fix>How to fix it</fix>
        </issue>
      </security_issues>
      <performance_issues>
        <!-- Same structure -->
      </performance_issues>
      <best_practices>
        <suggestion>Improvement suggestion</suggestion>
      </best_practices>
    </analysis>
    

    Progressive Disclosure

    When to use: Large context, multi-step workflows

    How it works: Break tasks into stages, only request what's needed now

    Example:

    Stage 1: "Analyze this codebase structure and list the main components"
    [Get response]
    
    Stage 2: "Now, for the authentication component you identified,
    show me the security review"
    [Get response]
    
    Stage 3: "Based on that review, generate fixes for the high-severity issues"
    

    Model-Specific Best Practices

    GPT-5 Optimization

    Structured Prompting:

    ROLE: Senior TypeScript Developer
    TASK: Implement user authentication service
    CONSTRAINTS:
    - Use JWT with refresh tokens
    - TypeScript with strict mode
    - Include comprehensive error handling
    - Follow SOLID principles
    OUTPUT: Complete TypeScript class with JSDoc comments
    REASONING_EFFORT: high (for complex business logic)
    

    Control Agentic Behavior:

    "Implement this feature step-by-step, asking for confirmation
    before each major decision"
    
    OR
    
    "Complete this task end-to-end without asking for guidance.
    Persist until fully handled."
    

    Manage Verbosity:

    "Provide a concise implementation (under 100 lines) focusing
    only on core functionality"
    

    Claude Optimization

    Use XML Tags:

    <instruction>
    Review this pull request for security issues
    </instruction>
    
    <code>
    [Code to review]
    </code>
    
    <focus_areas>
    - SQL injection vulnerabilities
    - XSS attack vectors
    - Authentication bypasses
    - Data exposure risks
    </focus_areas>
    
    <output_format>
    For each issue found, provide:
    1. Severity (Critical/High/Medium/Low)
    2. Location
    3. Explanation
    4. Fix recommendation
    </output_format>
    

    Step-by-Step Thinking:

    Think through this architecture decision step by step:
    1. First, identify the requirements
    2. Then, list possible approaches
    3. Evaluate trade-offs for each
    4. Make a recommendation with reasoning
    

    Clear Specificity:

    BAD: "Make the response professional"
    GOOD: "Use formal business language, avoid contractions,
    address the user as 'you', keep sentences under 20 words"
    

    Prompt Improvement Checklist

    Use this checklist to improve any prompt:

    • Clear role defined - Is the AI's expertise specified?
    • Specific task - Is it unambiguous what to do?
    • Constraints listed - Are limitations clear?
    • Format specified - Is output structure defined?
    • Examples provided - Do you show what you want (if needed)?
    • Reasoning enabled - Do you ask for step-by-step thinking (if complex)?
    • Context included - Does the AI have necessary background?
    • Edge cases covered - Are exceptions handled?
    • Length specified - Is output length clear?
    • Tone/style defined - Is the desired voice specified?

    Common Prompt Problems & Fixes

    Problem: Vague Instructions

    Before:

    "Write some code for user authentication"
    

    After:

    "Write a TypeScript class called AuthService that:
    - Accepts email/password credentials
    - Validates against a User repository
    - Returns a JWT token on success
    - Throws AuthenticationError on failure
    - Includes comprehensive JSDoc comments
    - Follows dependency injection pattern"
    

    Problem: No Examples (When Needed)

    Before:

    "Convert these variable names to camelCase"
    

    After:

    "Convert these variable names to camelCase:
    
    user_name → userName
    total_count → totalCount
    is_active → isActive
    
    Now convert:
    order_status →
    created_at →
    max_retry_count →"
    

    Problem: Missing Output Format

    Before:

    "Analyze this code for problems"
    

    After:

    "Analyze this code and output in this format:
    
    ## Security Issues
    - [Issue]: [Description] (Line X)
    
    ## Performance Issues
    - [Issue]: [Description] (Line X)
    
    ## Code Quality
    - [Issue]: [Description] (Line X)
    
    ## Recommendations
    1. [Priority 1 fix]
    2. [Priority 2 fix]"
    

    Problem: Too Complex (Single Shot)

    Before:

    "Build a complete e-commerce backend with authentication,
    payments, inventory, and shipping"
    

    After (Progressive):

    "Let's build this in stages:
    
    Stage 1: Design the authentication system architecture
    [Get response, review]
    
    Stage 2: Implement the auth service
    [Get response, review]
    
    Stage 3: Add payment processing
    [Continue...]"
    

    Using This Skill

    Generate a New Prompt

    Ask:

    "Using the prompt-engineer skill, create a prompt for:
    [Describe your task and requirements]"
    

    You'll get:

    • Structured prompt template
    • Recommended techniques
    • Example few-shots if applicable
    • Model-specific optimizations

    Improve an Existing Prompt

    Ask:

    "Using the prompt-engineer skill, improve this prompt:
    
    [Your current prompt]
    
    Goal: [What you want to achieve]
    Model: [GPT-5 / Claude / Other]"
    

    You'll get:

    • Analysis of current issues
    • Improved version
    • Explanation of changes
    • Expected improvement in results

    Analyze Prompt Quality

    Ask:

    "Using the prompt-engineer skill, analyze this prompt:
    [Your prompt]"
    

    You'll get:

    • Quality score
    • Identified weaknesses
    • Specific improvement suggestions
    • Best practices violations

    Real-World Examples

    Example 1: Code Review Prompt

    Task: Get thorough, consistent code reviews

    Optimized Prompt:

    ROLE: Senior Software Engineer conducting PR review
    
    REVIEW THIS CODE:
    [code block]
    
    REVIEW CRITERIA:
    1. Security vulnerabilities (OWASP Top 10)
    2. Performance issues
    3. Code quality and readability
    4. Best practices compliance
    5. Test coverage gaps
    
    OUTPUT FORMAT:
    For each issue found:
    - Severity: [Critical/High/Medium/Low]
    - Category: [Security/Performance/Quality/Testing]
    - Location: [File:Line]
    - Issue: [Clear description]
    - Impact: [Why this matters]
    - Fix: [Specific code recommendation]
    
    At the end, provide:
    - Overall assessment (Approve/Request Changes/Comment)
    - Summary of critical items that must be fixed
    

    Example 2: Technical Documentation

    Task: Generate clear API documentation

    Optimized Prompt:

    ROLE: Technical writer with API documentation expertise
    
    TASK: Generate API documentation for this endpoint
    
    ENDPOINT DETAILS:
    [code/specs]
    
    DOCUMENTATION REQUIREMENTS:
    - Target audience: Junior to mid-level developers
    - Include curl and JavaScript examples
    - Explain all parameters clearly
    - Show example responses with descriptions
    - Include common error cases
    - Add troubleshooting section
    
    FORMAT:
    # [Endpoint Name]
    
    ## Overview
    [One paragraph description]
    
    ## Endpoint
    `[HTTP METHOD] /path`
    
    ## Parameters
    | Name | Type | Required | Description |
    |------|------|----------|-------------|
    
    ## Request Example
    ```bash
    [curl example]
    

    Response

    Success (200)

    [example with inline comments]
    

    Errors

    • 400: [Description and fix]
    • 401: [Description and fix]

    Common Issues

    [Troubleshooting guide]

    
    ### Example 3: Data Analysis
    
    **Task:** Analyze data and provide insights
    
    **Optimized Prompt:**
    

    ROLE: Data analyst with expertise in business metrics

    DATA: [dataset]

    ANALYSIS REQUEST: Analyze this data step-by-step:

    1. FIRST: Identify key metrics and trends
    2. THEN: Calculate:
      • Growth rate (month-over-month)
      • Average values
      • Anomalies or outliers
    3. NEXT: Draw business insights
    4. FINALLY: Provide actionable recommendations

    OUTPUT FORMAT:

    Executive Summary

    [2-3 sentences]

    Key Metrics

    | Metric | Value | Change | Trend |

    Insights

    1. [Insight with supporting data]
    2. [Insight with supporting data]

    Recommendations

    1. [Action]: [Expected impact]
    2. [Action]: [Expected impact]

    Methodology

    [Brief explanation of analysis approach]

    
    ## Best Practices Summary
    
    ### DO ✅
    
    - **Be specific** - Exact requirements, not vague requests
    - **Use structure** - Organize with clear sections
    - **Provide examples** - Show what you want (few-shot)
    - **Request reasoning** - "Think step-by-step" for complex tasks
    - **Define format** - Specify exact output structure
    - **Test iteratively** - Refine based on results
    - **Match to model** - Use model-specific techniques
    - **Include context** - Give necessary background
    - **Handle edge cases** - Specify exception handling
    - **Set constraints** - Define limitations clearly
    
    ### DON'T ❌
    
    - **Be vague** - "Write something about X"
    - **Skip examples** - When patterns need to be matched
    - **Assume format** - Model will choose unpredictably
    - **Overload single prompt** - Break complex tasks into stages
    - **Ignore model differences** - GPT-5 and Claude need different approaches
    - **Give up too soon** - Iterate on prompts
    - **Mix instructions** - Keep separate concerns separate
    - **Forget constraints** - Specify ALL requirements
    - **Use ambiguous terms** - "Good", "professional", "better" without definition
    - **Skip testing** - Always validate outputs
    
    ## Quick Reference
    
    ### Prompt Template (Universal)
    

    [ROLE] You are [specific expertise]

    [CONTEXT] [Background information]

    [TASK] [Clear, specific task]

    [CONSTRAINTS]

    • [Limit 1]
    • [Limit 2]

    [FORMAT] [Exact output structure]

    [EXAMPLES - Optional] [2-3 examples]

    [REASONING - Optional] Think through this step-by-step: [Thinking guidance]

    
    ### When to Use Each Technique
    
    | Technique | Best For | Example Use Case |
    |-----------|----------|------------------|
    | Chain-of-Thought | Complex reasoning | Math, logic puzzles, multi-step analysis |
    | Few-Shot | Pattern matching | Classification, style transfer, formatting |
    | Zero-Shot | Simple, clear tasks | Direct questions, basic transformations |
    | Structured (XML) | Parsed output | Data extraction, API responses |
    | Progressive Disclosure | Large tasks | Full implementations, research |
    | Role-Based | Expert knowledge | Code review, architecture decisions |
    
    ### Model Selection Guide
    
    **Use GPT-5 when:**
    - Need strong reasoning
    - Agentic behavior helpful
    - Code generation focus
    - Latest knowledge needed
    
    **Use Claude when:**
    - Very long context (100K+ tokens)
    - Detailed instruction following
    - Safety-critical applications
    - Prefer XML structuring
    
    ## Resources
    
    All reference materials included:
    - GPT-5 specific techniques and patterns
    - Claude optimization strategies
    - Advanced prompting patterns
    - Optimization and improvement frameworks
    
    ## Summary
    
    Effective prompt engineering:
    - **Saves time** - Get right results faster
    - **Reduces costs** - Fewer API calls needed
    - **Improves quality** - More accurate, consistent outputs
    - **Enables complexity** - Tackle harder problems
    - **Scales knowledge** - Capture best practices
    
    Use this skill to create prompts that:
    - Are clear and specific
    - Use proven techniques
    - Match your model
    - Get consistent results
    - Achieve your goals
    
    ---
    
    **Remember:** A well-crafted prompt is worth 10 poorly-attempted ones. Invest time upfront for better results.
    
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