Automated Document Processing with LLM-Generated Outline

We built an intelligent system that transforms unstructured PDFs into navigable, hierarchical documents using AI.

TIMELINE: SINCE OCTOBER 2024 (ongoing)

COUNTRY: USA

Client's Challenge

Organizations regularly process technical manuals, reports, and lengthy documents that lack proper table of contents or structured navigation.
To overcome the inefficiencies of manual indexing, the client needed
an automated solution that could:

process PDFs without existing outline metadata.

handle multilingual and multi-format documents

generate accurate hierarchical document structure

maintain page number accuracy across hundreds
of pages

validate outline quality automatically

scale to process documents with 1000+ pages

Key Metric

By automating the outline generation process,
we reduced the time per dataset from 2 hours to 25 minutes - a 79% reduction - enabling nearly 5× higher throughput and faster data availability.

79%

Faster outline generation

5x

Higher throughput

2h

25min

Processing time

Our Solution

We built an intelligent dual-mode outline processing system integrating PDF parsing and Large Language Models (LLMs) to automatically transform unstructured documents into navigable, hierarchical content.

The solution was built around three key components:

Smart Document Processing

Azure-based infrastructure ingests PDFs
and automatically determines whether to use 
existing outline metadata or trigger AI-generated structuring. It ensures optimal processing for both simple and highly unstructured documents.

glass illustration of a document connecting to an AI brain, representing smart document processing and automated PDF structuring
glass illustration of a document connecting to an AI brain, representing smart document processing and automated PDF structuring

AI-Powered Content Analysis

GPT-4 processes document text in batches, cleaning content, identifying hierarchical structure, and generating multi-level outlines (chapters, sections, subsections) with precise page references - even for documents exceeding 1,000 pages. The system uses YAML format for faster processing than structured JSON, allowing the LLM to iteratively refine and fix outlines in real-time as new document sections are analyzed.

Automated Quality Validation

LLM-based validation system checks every generated outline for structural integrity, meaningful section titles, and accurate page numbering - with confidence-based acceptance and automatic fallback mechanisms.

3D glass illustration of documents passing through a funnel into a processing unit, representing automated quality validation and LLM-based structural checks

The system processes documents through a FastAPI backend with real-time progress tracking. It enables users to monitor outline generation from upload through completion, with results stored in PostgreSQL for instant retrieval and navigation.

Client's Benefits

The automated outline generation system delivers measurable value:

reduces manual indexing from 
hours/days to minutes,

ensures >95% outline quality thanks to LLM validation,

standardizes hierarchy across all document types,

handles both structured and unstructured PDFs,

processes documents of any size with automatic batching,

enables instant document navigation 
(each item includes precise page references).

The solution transforms document processing from
a manual bottleneck into an automated, intelligent workflow - enabling organizations to unlock value
from their document archives at scale.

Let's win your market together!

Tell us more about
your application

Contact us to discuss your app idea and possibilities. We’ll advise you on the best solution and estimate the project. If you have any questions – we’ll provide you with answers.

Let's talk!

Schedule a call with Mark,
our Technical Solutions Manager

Write a message

mark.cameron@teacode.io

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