Skip to content
guidance logo

Guidance: Constrained LLM Generation

guidance

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

SKILL.md

Full skill instructions

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

FeatureGuidanceInstructorOutlinesLMQL
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
Learning CurveLowLowMediumHigh

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

See Also

  • references/​constraints.md - Comprehensive regex and grammar patterns
  • references/​backends.md - Backend-specific configuration
  • references/​examples.md - Production-ready examples

More skills from Dicklesworthstone

environment-setup-guide logo
Dicklesworthstone/pi_agent_rust

environment-setup-guide

Guide developers through setting up development environments with proper tools, dependencies, and configurations

1.8K 0
View
exa-policy-guardrails logo
Dicklesworthstone/pi_agent_rust

exa-policy-guardrails

Implement Exa lint rules, policy enforcement, and automated guardrails. Use when setting up code quality rules for Exa integrations, implementing pre-commit hooks, or configuring CI policy checks for Exa best practices. Trigger with phrases like "exa policy", "exa lint", "exa guardrails", "exa be...

1.8K 0
View
documenso-ci-integration logo
Dicklesworthstone/pi_agent_rust

documenso-ci-integration

Configure CI/CD pipelines for Documenso integrations. Use when setting up automated testing, deployment pipelines, or continuous integration for Documenso projects. Trigger with phrases like "documenso CI", "documenso GitHub Actions", "documenso pipeline", "documenso automated testing".

1.8K 0
View
openrouter-model-availability logo
Dicklesworthstone/pi_agent_rust

openrouter-model-availability

Build check model availability and implement fallback chains. Use when building resilient systems or handling model outages. Trigger with phrases like 'openrouter availability', 'openrouter fallback', 'openrouter model down', 'openrouter health check'.

1.8K 0
View
langfuse-enterprise-rbac logo
Dicklesworthstone/pi_agent_rust

langfuse-enterprise-rbac

Configure Langfuse enterprise organization management and access control. Use when implementing team access controls, configuring organization settings, or setting up role-based permissions for Langfuse projects. Trigger with phrases like "langfuse RBAC", "langfuse teams", "langfuse organization"...

1.8K 0
View
cursor-compliance-audit logo
Dicklesworthstone/pi_agent_rust

cursor-compliance-audit

Execute compliance and security auditing for Cursor usage. Triggers on "cursor compliance", "cursor audit", "cursor security review", "cursor soc2", "cursor gdpr". Use when analyzing or auditing cursor compliance audit. Trigger with phrases like "cursor compliance audit", "cursor audit", "cursor".

1.8K 0
View
apollo-ci-integration logo
Dicklesworthstone/pi_agent_rust

apollo-ci-integration

Configure Apollo.io CI/CD integration. Use when setting up automated testing, continuous integration, or deployment pipelines for Apollo integrations. Trigger with phrases like "apollo ci", "apollo github actions", "apollo pipeline", "apollo ci/cd", "apollo automated tests".

1.8K 0
View
python-script logo
Dicklesworthstone/pi_agent_rust

python-script

Create robust Python automation with full logging and safety checks. Use when tasks need complex data processing, authenticated API work, conditional file operations, or error handling beyond simple shell commands.

1.8K 0
View
posthog-multi-env-setup logo
Dicklesworthstone/pi_agent_rust

posthog-multi-env-setup

Configure PostHog across development, staging, and production environments. Use when setting up multi-environment deployments, configuring per-environment secrets, or implementing environment-specific PostHog configurations. Trigger with phrases like "posthog environments", "posthog staging", "po...

1.8K 0
View
ai-agents-architect logo
Dicklesworthstone/pi_agent_rust

ai-agents-architect

Expert in designing and building autonomous AI agents. Masters tool use, memory systems, planning strategies, and multi-agent orchestration. Use when: build agent, AI agent, autonomous agent, tool use, function calling.

1.8K 0
View
insecure-deserialization-checker logo
Dicklesworthstone/pi_agent_rust

insecure-deserialization-checker

Validate insecure deserialization checker operations. Auto-activating skill for Security Fundamentals. Triggers on: insecure deserialization checker, insecure deserialization checker Part of the Security Fundamentals skill category. Use when working with insecure deserialization checker functiona...

1.8K 0
View
path-traversal-finder logo
Dicklesworthstone/pi_agent_rust

path-traversal-finder

Manage path traversal finder operations. Auto-activating skill for Security Fundamentals. Triggers on: path traversal finder, path traversal finder Part of the Security Fundamentals skill category. Use when working with path traversal finder functionality. Trigger with phrases like "path traversa...

1.8K 0
View

Popular AI tools

Kaiber logo
Video

Kaiber

Generate, edit, and beat-sync AI video with leading models in one workspace.

Paid
View
Vimcal logo
Productivity

Vimcal

The world's fastest calendar for remote work

Free
View

Transform Your Design with AI Designer by ImgCreator.ai

Freemium
View
Akool AI logo
Content & writing

Akool AI

Revolutionizing Video Production with AI-Powered Creativity

Paid
View

Extend an image past the frame and let AI fill the new aspect ratio.

Freemium
View
StarByFace logo
Security

StarByFace

Discover your celebrity doppelgänger with StarByFace!

Free
View
C

ChainClarity explains 700+ crypto whitepapers in plain English, with layered summaries, comparisons, research tools, alerts, and a $4.99 Pro plan.

Freemium
View
Opus Clip logo
Coding & apps

Opus Clip

Opus.ai: Revolutionize Your Web Experience

Free
View