Session 4 of 12
Session 04

Structured Outputs & Parsing

Moving from free-form text to reliable, machine-readable data pipelines

⏱ 60 minutes Intermediate 📊 Presentation + Study Notes + Lab
What This Session Covers

Session Topics

JSON Schema Design

Designing typed schemas that constrain LLM output to structured data — the foundation for any AI pipeline that feeds downstream systems.

Output Formatting Techniques

Prompting for JSON, Markdown, XML, and custom formats. Format teaching via examples and schema constraints.

Error Handling & Validation

What to do when LLMs produce malformed output: retry strategies, partial parsing, and graceful degradation.

Pipeline Construction

Chaining LLM calls with parsing, validation, and transformation steps to build robust AI data pipelines.

Real-World Applications

How structured outputs power enterprise AI: legal document parsing, resume extraction, meeting summarisation, and data enrichment.

🧪 Lab Exercise

Build Your Resume Data Pipeline

Take your production-ready prompt from Session 3. Transform it to generate structured JSON representing a student resume. Validate the output, extract specific fields, and build a simple pipeline that processes this structured data programmatically.

Deliverable

A prompt set for structured resume parsing tested on 3 different inputs, showing where it succeeds or fails.

Key Takeaways

  • Unstructured LLM output cannot be reliably integrated into real systems
  • JSON Schema is the most practical constraint mechanism for production use
  • Always validate and handle malformed output — it will happen
  • Structured output is what separates a demo from a deployable product
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