How AI Contract Review Works - From Raw Text to Actionable Redlines

Electra Japonas
Chief Legal Officer

How AI Contract Review Works

Most “AI contract review” claims sound magical – until you ask, “But what’s actually happening under the hood?” The diagram below strips away the mystery and shows the assembly line that turns an unstructured contract into concrete, defensible edits – without a lawyer spending four hours hunched over a markup.

For lawyers, understanding this workflow isn’t just academic. It’s the difference between trusting a black box and confidently deploying a tool that aligns with your standards, mitigates risk, and supercharges your judgment – not replaces it. The more you understand how the AI processes, segments, and applies rules to a contract, the better you can guide it, audit it, and defend its output.

 

NLP Pre-processing --> Clause Segmentation --> Entity Recognition --> Outputs

1. Document Ingestion & Normalization

Every review begins with messy reality: PDFs full of glitches, Word files laden with hidden tables, or pasted text sprinkled with soft returns. A preprocessing layer extracts the raw text, preserves structural cues (headings, numbering), and converts everything into a machine-readable format. Think of it as cleaning the production line before the robots roll in.

2. Natural Language Pre-processing

Once the contract text is cleaned up, the AI breaks it into sentences and starts analyzing each one using a legal-trained language model. At this stage, it’s not just looking at keywords – it’s reading in context. That’s how it can tell the difference between “termination for convenience” and “termination for cause,” even though the words look almost identical. It’s spotting patterns the way an experienced lawyer would – ust a lot faster.

3. Clause Segmentation & Classification

Next comes surgical slicing. The engine first scans the contract for structural clues like headings, numbering, and formatting, to break the text into individual clauses. Then, large language models trained on legal content take over, identifying what each clause is really about: Limitation of Liability, Indemnity, Data Processing, and beyond. This two-step approach combines form and meaning, so even a buried liability cap tucked inside a “Miscellaneous” section doesn’t slip through unnoticed.

4. Entity Recognition

Parties, addresses, governing-law references, monetary amounts, definitional cross-references – these entities are pulled out and normalised. The payoff is twofold: (i) rapid population of abstracted deal data, and (ii) precise playbook matching (“If the governing law is New York, apply fallback X; if California, fallback Y”).

5. Playbook Alignment & Rule Engine

Here the system marries language understanding with policy. Each clause is compared against (a) market-standard language harvested from millions of contracts, or (b) your bespoke playbook rules e.g. “Cap indirect damages at 2× fees unless counter-party revenue exceeds $50 M.” depending on what you asked the tool to compare your contract against (your playbook or what’s market standard).  If a clause is missing, AI drafts an insertion. If it’s misaligned, it proposes a redline, always echoing the contract’s own terminology so edits fit seamlessly.

6. Output & Human-in-the-Loop Approval

Finally the engine bundles its work into structured redlines, risk analyses, and commentary. In a Word add-in the lawyer can one-click accept or reject. The result is hours saved with lawyers retaining full control over every change.

 

A Concrete Example in Action

Imagine you upload a supplier-friendly Master Service Agreement together with your one-page term sheet:

Limitation of Liability (original):

“In no event shall either party’s aggregate liability exceed the total fees paid in the six (6) months preceding the claim.”

Your playbook dictates a 12-month fee cap for direct damages and a super-cap for data-privacy breaches. The AI spots the mismatch, generates the following redline, and flags the clause with a High-Risk score:

“In no event shall either party’s aggregate liability for direct damages exceed the total fees paid in the twelve (12) months preceding the claim. Liability for breaches of confidentiality or data-protection obligations shall be uncapped.

One click, change accepted, and you have a contract that aligns perfectly with policy—no sweat, no missed nuance.

The Bottom Line

LLM-driven contract review isn’t smoke-and-mirrors automation; it’s an industrial-grade pipeline that fuses deep language intelligence with your legal strategy. The magic lives not in a black box but in a transparent, defensible workflow – exactly what regulators, clients, and your GC care about.

Ready to see it on your own paper? Open an NDA in Microsoft Word, watch the diagrams come to life, and cut review time by 70% – today. Try the Law Insider Word add-in

Tags: Contract Review, AI

Contributors

Electra Japonas
Chief Legal Officer

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