Instructor Skill for Hermes Agent: Structured LLM Outputs with Pydantic

When you need an LLM to return data that fits a schema, not free text, the Instructor skill is the tool. It wraps any supported provider (OpenAI, Anthropic, local models via Ollama) with Pydantic validation, automatic retries on malformed output, and streaming of partial results. You define a Pydantic model, pass it as the response model, and get back a validated Python object instead of a string you have to parse and pray over.

What it does

Instructor turns an LLM call into a typed function call. You describe the shape of the data you want with a Pydantic model, and Instructor handles the rest: it tells the LLM to produce JSON that matches that shape, validates the result, and if validation fails, feeds the error back to the LLM and retries. The same pattern works across providers, so you can switch from Claude to GPT-4o to a local Llama without changing your extraction logic.

Before you start

• Hermes Agent must be installed and running.
• The skill is optional and installed on demand. Use the skill path optional-skills/mlops/instructor.
• You need a Python environment with pip.
• An API key for at least one supported provider (OpenAI, Anthropic) or a running local server (Ollama).
• Platforms: linux, macos, windows.
• The skill is authored by Orchestra Research and released under the MIT license.

Installation

# Base installation
pip install instructor

# With specific providers
pip install "instructor[anthropic]"  # Anthropic Claude
pip install "instructor[openai]"     # OpenAI
pip install "instructor[all]"        # All providers

Quick Start

Basic Example: Extract User Data

import instructor
from pydantic import BaseModel
from anthropic import Anthropic

# Define output structure
class User(BaseModel):
    name: str
    age: int
    email: str

# Create instructor client
client = instructor.from_anthropic(Anthropic())

# Extract structured data
user = client.messages.create(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[{
        "role": "user",
        "content": "John Doe is 30 years old. His email is john@example.com"
    }],
    response_model=User
)

print(user.name)   # "John Doe"
print(user.age)    # 30
print(user.email)  # "john@example.com"

With OpenAI

from openai import OpenAI

client = instructor.from_openai(OpenAI())

user = client.chat.completions.create(
    model="gpt-4o-mini",
    response_model=User,
    messages=[{"role": "user", "content": "Extract: Alice, 25, alice@email.com"}]
)

Core Concepts

1. Response Models (Pydantic)

Response models define the structure and validation rules for LLM outputs.

Basic Model

from pydantic import BaseModel, Field

class Article(BaseModel):
    title: str = Field(description="Article title")
    author: str = Field(description="Author name")
    word_count: int = Field(description="Number of words", gt=0)
    tags: list[str] = Field(description="List of relevant tags")

article = client.messages.create(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[{
        "role": "user",
        "content": "Analyze this article: [article text]"
    }],
    response_model=Article
)

Benefits:

• Type safety with Python type hints
• Automatic validation (word_count > 0)
• Self-documenting with Field descriptions
• IDE autocomplete support

Nested Models

class Address(BaseModel):
    street: str
    city: str
    country: str

class Person(BaseModel):
    name: str
    age: int
    address: Address  # Nested model

person = client.messages.create(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[{
        "role": "user",
        "content": "John lives at 123 Main St, Boston, USA"
    }],
    response_model=Person
)

print(person.address.city)  # "Boston"

Optional Fields

from typing import Optional

class Product(BaseModel):
    name: str
    price: float
    discount: Optional[float] = None  # Optional
    description: str = Field(default="No description")  # Default value

# LLM doesn't need to provide discount or description

Enums for Constraints

from enum import Enum

class Sentiment(str, Enum):
    POSITIVE = "positive"
    NEGATIVE = "negative"
    NEUTRAL = "neutral"

class Review(BaseModel):
    text: str
    sentiment: Sentiment  # Only these 3 values allowed

review = client.messages.create(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[{
        "role": "user",
        "content": "This product is amazing!"
    }],
    response_model=Review
)

print(review.sentiment)  # Sentiment.POSITIVE

2. Validation

Pydantic validates LLM outputs automatically. If validation fails, Instructor retries.

Built-in Validators

from pydantic import Field, EmailStr, HttpUrl

class Contact(BaseModel):
    name: str = Field(min_length=2, max_length=100)
    age: int = Field(ge=0, le=120)  # 0 <= age <= 120
    email: EmailStr  # Validates email format
    website: HttpUrl  # Validates URL format

# If LLM provides invalid data, Instructor retries automatically

Custom Validators

from pydantic import field_validator

class Event(BaseModel):
    name: str
    date: str
    attendees: int

    @field_validator('date')
    def validate_date(cls, v):
        """Ensure date is in YYYY-MM-DD format."""
        import re
        if not re.match(r'\d{4}-\d{2}-\d{2}', v):
            raise ValueError('Date must be YYYY-MM-DD format')
        return v

    @field_validator('attendees')
    def validate_attendees(cls, v):
        """Ensure positive attendees."""
        if v < 1:
            raise ValueError('Must have at least 1 attendee')
        return v

Model-Level Validation

from pydantic import model_validator

class DateRange(BaseModel):
    start_date: str
    end_date: str

    @model_validator(mode='after')
    def check_dates(self):
        """Ensure end_date is after start_date."""
        from datetime import datetime
        start = datetime.strptime(self.start_date, '%Y-%m-%d')
        end = datetime.strptime(self.end_date, '%Y-%m-%d')

        if end < start:
            raise ValueError('end_date must be after start_date')
        return self

3. Automatic Retrying

Instructor retries automatically when validation fails, providing error feedback to the LLM.

# Retries up to 3 times if validation fails
user = client.messages.create(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[{
        "role": "user",
        "content": "Extract user from: John, age unknown"
    }],
    response_model=User,
    max_retries=3  # Default is 3
)

# If age can't be extracted, Instructor tells the LLM:
# "Validation error: age - field required"
# LLM tries again with better extraction

How it works:

1. LLM generates output
2. Pydantic validates
3. If invalid: Error message sent back to LLM
4. LLM tries again with error feedback
5. Repeats up to max_retries

4. Streaming

Stream partial results for real-time processing.

Streaming Partial Objects

from instructor import Partial

class Story(BaseModel):
    title: str
    content: str
    tags: list[str]

# Stream partial updates as LLM generates
for partial_story in client.messages.create_partial(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[{
        "role": "user",
        "content": "Write a short sci-fi story"
    }],
    response_model=Story
):
    print(f"Title: {partial_story.title}")
    print(f"Content so far: {partial_story.content[:100]}...")
    # Update UI in real-time

Streaming Iterables

class Task(BaseModel):
    title: str
    priority: str

# Stream list items as they're generated
tasks = client.messages.create_iterable(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[{
        "role": "user",
        "content": "Generate 10 project tasks"
    }],
    response_model=Task
)

for task in tasks:
    print(f"- {task.title} ({task.priority})")
    # Process each task as it arrives

Provider Configuration

Anthropic Claude

import instructor
from anthropic import Anthropic

client = instructor.from_anthropic(
    Anthropic(api_key="your-api-key")
)

# Use with Claude models
response = client.messages.create(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[...],
    response_model=YourModel
)

OpenAI

from openai import OpenAI

client = instructor.from_openai(
    OpenAI(api_key="your-api-key")
)

response = client.chat.completions.create(
    model="gpt-4o-mini",
    response_model=YourModel,
    messages=[...]
)

Local Models (Ollama)

from openai import OpenAI

# Point to local Ollama server
client = instructor.from_openai(
    OpenAI(
        base_url="http://localhost:11434/v1",
        api_key="ollama"  # Required but ignored
    ),
    mode=instructor.Mode.JSON
)

response = client.chat.completions.create(
    model="llama3.1",
    response_model=YourModel,
    messages=[...]
)

Common Patterns

Pattern 1: Data Extraction from Text

class CompanyInfo(BaseModel):
    name: str
    founded_year: int
    industry: str
    employees: int
    headquarters: str

text = """
Tesla, Inc. was founded in 2003. It operates in the automotive and energy
industry with approximately 140,000 employees. The company is headquartered
in Austin, Texas.
"""

company = client.messages.create(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[{
        "role": "user",
        "content": f"Extract company information from: {text}"
    }],
    response_model=CompanyInfo
)

Pattern 2: Classification

class Category(str, Enum):
    TECHNOLOGY = "technology"
    FINANCE = "finance"
    HEALTHCARE = "healthcare"
    EDUCATION = "education"
    OTHER = "other"

class ArticleClassification(BaseModel):
    category: Category
    confidence: float = Field(ge=0.0, le=1.0)
    keywords: list[str]

classification = client.messages.create(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[{
        "role": "user",
        "content": "Classify this article: [article text]"
    }],
    response_model=ArticleClassification
)

Pattern 3: Multi-Entity Extraction

class Person(BaseModel):
    name: str
    role: str

class Organization(BaseModel):
    name: str
    industry: str

class Entities(BaseModel):
    people: list[Person]
    organizations: list[Organization]
    locations: list[str]

text = "Tim Cook, CEO of Apple, announced at the event in Cupertino..."

entities = client.messages.create(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[{
        "role": "user",
        "content": f"Extract all entities from: {text}"
    }],
    response_model=Entities
)

for person in entities.people:
    print(f"{person.name} - {person.role}")

Pattern 4: Structured Analysis

class SentimentAnalysis(BaseModel):
    overall_sentiment: Sentiment
    positive_aspects: list[str]
    negative_aspects: list[str]
    suggestions: list[str]
    score: float = Field(ge=-1.0, le=1.0)

review = "The product works well but setup was confusing..."

analysis = client.messages.create(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[{
        "role": "user",
        "content": f"Analyze this review: {review}"
    }],
    response_model=SentimentAnalysis
)

Pattern 5: Batch Processing

def extract_person(text: str) -> Person:
    return client.messages.create(
        model="claude-sonnet-4-5-20250929",
        max_tokens=1024,
        messages=[{
            "role": "user",
            "content": f"Extract person from: {text}"
        }],
        response_model=Person
    )

texts = [
    "John Doe is a 30-year-old engineer",
    "Jane Smith, 25, works in marketing",
    "Bob Johnson, age 40, software developer"
]

people = [extract_person(text) for text in texts]

Advanced Features

Union Types

from typing import Union

class TextContent(BaseModel):
    type: str = "text"
    content: str

class ImageContent(BaseModel):
    type: str = "image"
    url: HttpUrl
    caption: str

class Post(BaseModel):
    title: str
    content: Union[TextContent, ImageContent]  # Either type

# LLM chooses appropriate type based on content

Dynamic Models

from pydantic import create_model

# Create model at runtime
DynamicUser = create_model(
    'User',
    name=(str, ...),
    age=(int, Field(ge=0)),
    email=(EmailStr, ...)
)

user = client.messages.create(
    model="claude-sonnet-4-5-20250929",
    max_tokens=1024,
    messages=[...],
    response_model=DynamicUser
)

Custom Modes

# For providers without native structured outputs
client = instructor.from_anthropic(
    Anthropic(),
    mode=instructor.Mode.JSON  # JSON mode
)

# Available modes:
# - Mode.ANTHROPIC_TOOLS (recommended for Claude)
# - Mode.JSON (fallback)
# - Mode.TOOLS (OpenAI tools)

Context Management

# Single-use client
with instructor.from_anthropic(Anthropic()) as client:
    result = client.messages.create(
        model="claude-sonnet-4-5-20250929",
        max_tokens=1024,
        messages=[...],
        response_model=YourModel
    )
    # Client closed automatically

Error Handling

Handling Validation Errors

from pydantic import ValidationError

try:
    user = client.messages.create(
        model="claude-sonnet-4-5-20250929",
        max_tokens=1024,
        messages=[...],
        response_model=User,
        max_retries=3
    )
except ValidationError as e:
    print(f"Failed after retries: {e}")
    # Handle gracefully

except Exception as e:
    print(f"API error: {e}")

Custom Error Messages

class ValidatedUser(BaseModel):
    name: str = Field(description="Full name, 2-100 characters")
    age: int = Field(description="Age between 0 and 120", ge=0, le=120)
    email: EmailStr = Field(description="Valid email address")

    class Config:
        # Custom error messages
        json_schema_extra = {
            "examples": [
                {
                    "name": "John Doe",
                    "age": 30,
                    "email": "john@example.com"
                }
            ]
        }

Best Practices

1. Clear Field Descriptions

# ❌ Bad: Vague
class Product(BaseModel):
    name: str
    price: float

# ✅ Good: Descriptive
class Product(BaseModel):
    name: str = Field(description="Product name from the text")
    price: float = Field(description="Price in USD, without currency symbol")

2. Use Appropriate Validation

# ✅ Good: Constrain values
class Rating(BaseModel):
    score: int = Field(ge=1, le=5, description="Rating from 1 to 5 stars")
    review: str = Field(min_length=10, description="Review text, at least 10 chars")

3. Provide Examples in Prompts

messages = [{
    "role": "user",
    "content": """Extract person info from: "John, 30, engineer"

Example format:
{
  "name": "John Doe",
  "age": 30,
  "occupation": "engineer"
}"""
}]

4. Use Enums for Fixed Categories

# ✅ Good: Enum ensures valid values
class Status(str, Enum):
    PENDING = "pending"
    APPROVED = "approved"
    REJECTED = "rejected"

class Application(BaseModel):
    status: Status  # LLM must choose from enum

5. Handle Missing Data Gracefully

class PartialData(BaseModel):
    required_field: str
    optional_field: Optional[str] = None
    default_field: str = "default_value"

# LLM only needs to provide required_field

Comparison to Alternatives

Feature	Instructor	Manual JSON	LangChain	DSPy
Type Safety	✅ Yes	❌ No	⚠️ Partial	✅ Yes
Auto Validation	✅ Yes	❌ No	❌ No	⚠️ Limited
Auto Retry	✅ Yes	❌ No	❌ No	✅ Yes
Streaming	✅ Yes	❌ No	✅ Yes	❌ No
Multi-Provider	✅ Yes	⚠️ Manual	✅ Yes	✅ Yes
Learning Curve	Low	Low	Medium	High

When to choose Instructor:

• Need structured, validated outputs
• Want type safety and IDE support
• Require automatic retries
• Building data extraction systems

When to choose alternatives:

• DSPy: Need prompt optimization
• LangChain: Building complex chains
• Manual: Simple, one-off extractions

Resources

• Documentation: https://python.useinstructor.com
• GitHub: https://github.com/jxnl/instructor (15k+ stars)
• Cookbook: https://python.useinstructor.com/examples
• Discord: Community support available

See Also

• references/validation.md - Advanced validation patterns
• references/providers.md - Provider-specific configuration
• references/examples.md - Real-world use cases