Guidance Skill for Claude

Control LLM output with regex and grammars, guarantee valid JSON/XML/code generation, enforce structured formats, and build multi-step workflows with Guidance - Microsoft Research's constrained generation framework

16k tokens

context cost

the whole folder, loaded on every use

files

instructions only

copies elsewhere

how many repositories repackaged it

11362

stars on the repo

on the repository, not the skill itself

Install

one command, takes just this skill from the repository

npx skills add https://github.com/Orchestra-Research/AI-Research-SKILLs --skill guidance

The instruction itself

36 sections, as written by the author

Guidance: Constrained LLM Generation

When to Use This Skill

Use Guidance when you need to:

Control LLM output syntax with regex or grammars
Guarantee valid JSON/XML/code generation
Reduce latency vs traditional prompting approaches
Enforce structured formats (dates, emails, IDs, etc.)
Build multi-step workflows with Pythonic control flow
Prevent invalid outputs through grammatical constraints

GitHub Stars: 18,000+ | From: Microsoft Research

Installation

# Base installation
pip install guidance

# With specific backends
pip install guidance[transformers]  # Hugging Face models
pip install guidance[llama_cpp]     # llama.cpp models

Quick Start

Basic Example: Structured Generation

from guidance import models, gen

# Load model (supports OpenAI, Transformers, llama.cpp)
lm = models.OpenAI("gpt-4")

# Generate with constraints
result = lm + "The capital of France is " + gen("capital", max_tokens=5)

print(result["capital"])  # "Paris"

With Anthropic Claude

from guidance import models, gen, system, user, assistant

# Configure Claude
lm = models.Anthropic("claude-sonnet-4-5-20250929")

# Use context managers for chat format
with system():
    lm += "You are a helpful assistant."

with user():
    lm += "What is the capital of France?"

with assistant():
    lm += gen(max_tokens=20)

Core Concepts

1. Context Managers

Guidance uses Pythonic context managers for chat-style interactions.

from guidance import system, user, assistant, gen

lm = models.Anthropic("claude-sonnet-4-5-20250929")

# System message
with system():
    lm += "You are a JSON generation expert."

# User message
with user():
    lm += "Generate a person object with name and age."

# Assistant response
with assistant():
    lm += gen("response", max_tokens=100)

print(lm["response"])

Benefits:

Natural chat flow
Clear role separation
Easy to read and maintain

2. Constrained Generation

Guidance ensures outputs match specified patterns using regex or grammars.

Regex Constraints

from guidance import models, gen

lm = models.Anthropic("claude-sonnet-4-5-20250929")

# Constrain to valid email format
lm += "Email: " + gen("email", regex=r"[a-zA-Z0-9._%+-]+@[a-zA-Z0-9.-]+\.[a-zA-Z]{2,}")

# Constrain to date format (YYYY-MM-DD)
lm += "Date: " + gen("date", regex=r"\d{4}-\d{2}-\d{2}")

# Constrain to phone number
lm += "Phone: " + gen("phone", regex=r"\d{3}-\d{3}-\d{4}")

print(lm["email"])  # Guaranteed valid email
print(lm["date"])   # Guaranteed YYYY-MM-DD format

How it works:

Regex converted to grammar at token level
Invalid tokens filtered during generation
Model can only produce matching outputs

Selection Constraints

from guidance import models, gen, select

lm = models.Anthropic("claude-sonnet-4-5-20250929")

# Constrain to specific choices
lm += "Sentiment: " + select(["positive", "negative", "neutral"], name="sentiment")

# Multiple-choice selection
lm += "Best answer: " + select(
    ["A) Paris", "B) London", "C) Berlin", "D) Madrid"],
    name="answer"
)

print(lm["sentiment"])  # One of: positive, negative, neutral
print(lm["answer"])     # One of: A, B, C, or D

3. Token Healing

Guidance automatically "heals" token boundaries between prompt and generation.

Problem: Tokenization creates unnatural boundaries.

# Without token healing
prompt = "The capital of France is "
# Last token: " is "
# First generated token might be " Par" (with leading space)
# Result: "The capital of France is  Paris" (double space!)

Solution: Guidance backs up one token and regenerates.

from guidance import models, gen

lm = models.Anthropic("claude-sonnet-4-5-20250929")

# Token healing enabled by default
lm += "The capital of France is " + gen("capital", max_tokens=5)
# Result: "The capital of France is Paris" (correct spacing)

Benefits:

Natural text boundaries
No awkward spacing issues
Better model performance (sees natural token sequences)

4. Grammar-Based Generation

Define complex structures using context-free grammars.

from guidance import models, gen

lm = models.Anthropic("claude-sonnet-4-5-20250929")

# JSON grammar (simplified)
json_grammar = """
{
    "name": <gen name regex="[A-Za-z ]+" max_tokens=20>,
    "age": <gen age regex="[0-9]+" max_tokens=3>,
    "email": <gen email regex="[a-zA-Z0-9._%+-]+@[a-zA-Z0-9.-]+\\.[a-zA-Z]{2,}" max_tokens=50>
}
"""

# Generate valid JSON
lm += gen("person", grammar=json_grammar)

print(lm["person"])  # Guaranteed valid JSON structure

Use cases:

Complex structured outputs
Nested data structures
Programming language syntax
Domain-specific languages

5. Guidance Functions

Create reusable generation patterns with the @guidance decorator.

from guidance import guidance, gen, models

@guidance
def generate_person(lm):
    """Generate a person with name and age."""
    lm += "Name: " + gen("name", max_tokens=20, stop="\n")
    lm += "\nAge: " + gen("age", regex=r"[0-9]+", max_tokens=3)
    return lm

# Use the function
lm = models.Anthropic("claude-sonnet-4-5-20250929")
lm = generate_person(lm)

print(lm["name"])
print(lm["age"])

Stateful Functions:

@guidance(stateless=False)
def react_agent(lm, question, tools, max_rounds=5):
    """ReAct agent with tool use."""
    lm += f"Question: {question}\n\n"

    for i in range(max_rounds):
        # Thought
        lm += f"Thought {i+1}: " + gen("thought", stop="\n")

        # Action
        lm += "\nAction: " + select(list(tools.keys()), name="action")

        # Execute tool
        tool_result = tools[lm["action"]]()
        lm += f"\nObservation: {tool_result}\n\n"

        # Check if done
        lm += "Done? " + select(["Yes", "No"], name="done")
        if lm["done"] == "Yes":
            break

    # Final answer
    lm += "\nFinal Answer: " + gen("answer", max_tokens=100)
    return lm

Backend Configuration

Anthropic Claude

from guidance import models

lm = models.Anthropic(
    model="claude-sonnet-4-5-20250929",
    api_key="your-api-key"  # Or set ANTHROPIC_API_KEY env var
)

OpenAI

lm = models.OpenAI(
    model="gpt-4o-mini",
    api_key="your-api-key"  # Or set OPENAI_API_KEY env var
)

Local Models (Transformers)

from guidance.models import Transformers

lm = Transformers(
    "microsoft/Phi-4-mini-instruct",
    device="cuda"  # Or "cpu"
)

Local Models (llama.cpp)

from guidance.models import LlamaCpp

lm = LlamaCpp(
    model_path="/path/to/model.gguf",
    n_ctx=4096,
    n_gpu_layers=35
)

Common Patterns

Pattern 1: JSON Generation

from guidance import models, gen, system, user, assistant

lm = models.Anthropic("claude-sonnet-4-5-20250929")

with system():
    lm += "You generate valid JSON."

with user():
    lm += "Generate a user profile with name, age, and email."

with assistant():
    lm += """{
    "name": """ + gen("name", regex=r'"[A-Za-z ]+"', max_tokens=30) + """,
    "age": """ + gen("age", regex=r"[0-9]+", max_tokens=3) + """,
    "email": """ + gen("email", regex=r'"[a-zA-Z0-9._%+-]+@[a-zA-Z0-9.-]+\.[a-zA-Z]{2,}"', max_tokens=50) + """
}"""

print(lm)  # Valid JSON guaranteed

Pattern 2: Classification

from guidance import models, gen, select

lm = models.Anthropic("claude-sonnet-4-5-20250929")

text = "This product is amazing! I love it."

lm += f"Text: {text}\n"
lm += "Sentiment: " + select(["positive", "negative", "neutral"], name="sentiment")
lm += "\nConfidence: " + gen("confidence", regex=r"[0-9]+", max_tokens=3) + "%"

print(f"Sentiment: {lm['sentiment']}")
print(f"Confidence: {lm['confidence']}%")

Pattern 3: Multi-Step Reasoning

from guidance import models, gen, guidance

@guidance
def chain_of_thought(lm, question):
    """Generate answer with step-by-step reasoning."""
    lm += f"Question: {question}\n\n"

    # Generate multiple reasoning steps
    for i in range(3):
        lm += f"Step {i+1}: " + gen(f"step_{i+1}", stop="\n", max_tokens=100) + "\n"

    # Final answer
    lm += "\nTherefore, the answer is: " + gen("answer", max_tokens=50)

    return lm

lm = models.Anthropic("claude-sonnet-4-5-20250929")
lm = chain_of_thought(lm, "What is 15% of 200?")

print(lm["answer"])

Pattern 4: ReAct Agent

from guidance import models, gen, select, guidance

@guidance(stateless=False)
def react_agent(lm, question):
    """ReAct agent with tool use."""
    tools = {
        "calculator": lambda expr: eval(expr),
        "search": lambda query: f"Search results for: {query}",
    }

    lm += f"Question: {question}\n\n"

    for round in range(5):
        # Thought
        lm += f"Thought: " + gen("thought", stop="\n") + "\n"

        # Action selection
        lm += "Action: " + select(["calculator", "search", "answer"], name="action")

        if lm["action"] == "answer":
            lm += "\nFinal Answer: " + gen("answer", max_tokens=100)
            break

        # Action input
        lm += "\nAction Input: " + gen("action_input", stop="\n") + "\n"

        # Execute tool
        if lm["action"] in tools:
            result = tools[lm["action"]](lm["action_input"])
            lm += f"Observation: {result}\n\n"

    return lm

lm = models.Anthropic("claude-sonnet-4-5-20250929")
lm = react_agent(lm, "What is 25 * 4 + 10?")
print(lm["answer"])

Pattern 5: Data Extraction

from guidance import models, gen, guidance

@guidance
def extract_entities(lm, text):
    """Extract structured entities from text."""
    lm += f"Text: {text}\n\n"

    # Extract person
    lm += "Person: " + gen("person", stop="\n", max_tokens=30) + "\n"

    # Extract organization
    lm += "Organization: " + gen("organization", stop="\n", max_tokens=30) + "\n"

    # Extract date
    lm += "Date: " + gen("date", regex=r"\d{4}-\d{2}-\d{2}", max_tokens=10) + "\n"

    # Extract location
    lm += "Location: " + gen("location", stop="\n", max_tokens=30) + "\n"

    return lm

text = "Tim Cook announced at Apple Park on 2024-09-15 in Cupertino."

lm = models.Anthropic("claude-sonnet-4-5-20250929")
lm = extract_entities(lm, text)

print(f"Person: {lm['person']}")
print(f"Organization: {lm['organization']}")
print(f"Date: {lm['date']}")
print(f"Location: {lm['location']}")

Best Practices

1. Use Regex for Format Validation

# ✅ Good: Regex ensures valid format
lm += "Email: " + gen("email", regex=r"[a-zA-Z0-9._%+-]+@[a-zA-Z0-9.-]+\.[a-zA-Z]{2,}")

# ❌ Bad: Free generation may produce invalid emails
lm += "Email: " + gen("email", max_tokens=50)

2. Use select() for Fixed Categories

# ✅ Good: Guaranteed valid category
lm += "Status: " + select(["pending", "approved", "rejected"], name="status")

# ❌ Bad: May generate typos or invalid values
lm += "Status: " + gen("status", max_tokens=20)

3. Leverage Token Healing

# Token healing is enabled by default
# No special action needed - just concatenate naturally
lm += "The capital is " + gen("capital")  # Automatic healing

4. Use stop Sequences

# ✅ Good: Stop at newline for single-line outputs
lm += "Name: " + gen("name", stop="\n")

# ❌ Bad: May generate multiple lines
lm += "Name: " + gen("name", max_tokens=50)

5. Create Reusable Functions

# ✅ Good: Reusable pattern
@guidance
def generate_person(lm):
    lm += "Name: " + gen("name", stop="\n")
    lm += "\nAge: " + gen("age", regex=r"[0-9]+")
    return lm

# Use multiple times
lm = generate_person(lm)
lm += "\n\n"
lm = generate_person(lm)

6. Balance Constraints

# ✅ Good: Reasonable constraints
lm += gen("name", regex=r"[A-Za-z ]+", max_tokens=30)

# ❌ Too strict: May fail or be very slow
lm += gen("name", regex=r"^(John|Jane)$", max_tokens=10)

Comparison to Alternatives

|---------|----------|------------|----------|------|

| Regex Constraints | ✅ Yes | ❌ No | ✅ Yes | ✅ Yes |

| Grammar Support | ✅ CFG | ❌ No | ✅ CFG | ✅ CFG |

| Pydantic Validation | ❌ No | ✅ Yes | ✅ Yes | ❌ No |

| Token Healing | ✅ Yes | ❌ No | ✅ Yes | ❌ No |

| Local Models | ✅ Yes | ⚠️ Limited | ✅ Yes | ✅ Yes |

| API Models | ✅ Yes | ✅ Yes | ⚠️ Limited | ✅ Yes |

| Pythonic Syntax | ✅ Yes | ✅ Yes | ✅ Yes | ❌ SQL-like |

When to choose Guidance:

Need regex/grammar constraints
Want token healing
Building complex workflows with control flow
Using local models (Transformers, llama.cpp)
Prefer Pythonic syntax

When to choose alternatives:

Instructor: Need Pydantic validation with automatic retrying
Outlines: Need JSON schema validation
LMQL: Prefer declarative query syntax

Performance Characteristics

Latency Reduction:

30-50% faster than traditional prompting for constrained outputs
Token healing reduces unnecessary regeneration
Grammar constraints prevent invalid token generation

Memory Usage:

Minimal overhead vs unconstrained generation
Grammar compilation cached after first use
Efficient token filtering at inference time

Token Efficiency:

Prevents wasted tokens on invalid outputs
No need for retry loops
Direct path to valid outputs

Resources

Documentation: https://guidance.readthedocs.io
GitHub: https://github.com/guidance-ai/guidance (18k+ stars)
Notebooks: https://github.com/guidance-ai/guidance/tree/main/notebooks
Discord: Community support available

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How to use it

Copy the folder

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Install what it needs

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Guidance Skill for Claude

Install

The instruction itself

Guidance: Constrained LLM Generation

When to Use This Skill

Installation

Quick Start

Basic Example: Structured Generation

With Anthropic Claude

Core Concepts

1. Context Managers

2. Constrained Generation

Regex Constraints

Selection Constraints

3. Token Healing

4. Grammar-Based Generation

5. Guidance Functions

Backend Configuration

Anthropic Claude

OpenAI

Local Models (Transformers)

Local Models (llama.cpp)

Common Patterns

Pattern 1: JSON Generation

Pattern 2: Classification

Pattern 3: Multi-Step Reasoning

Pattern 4: ReAct Agent

Pattern 5: Data Extraction

Best Practices

1. Use Regex for Format Validation

2. Use select() for Fixed Categories

3. Leverage Token Healing

4. Use stop Sequences

5. Create Reusable Functions

6. Balance Constraints

Comparison to Alternatives

Performance Characteristics

Resources

See Also

Other skills for the same job

How to use it