As AI tools reshape contract workflows, the legal industry is rightly asking a critical question: Is AI contract review secure? When sensitive terms, client confidences, and privileged communications pass through machine learning systems, security isn’t a footnote, it’s a threshold issue. And yet, too much of the public discourse reduces the matter to vague assurances and “bank-grade encryption” buzzwords.
Let’s cut through the fog.
This deep dive breaks down the security of AI contract review across five key dimensions: data privacy, confidentiality, model exposure, vendor liability, and regulatory risk, to help legal teams assess whether these tools are not just powerful, but also trustworthy.
1. What Happens to Your Contract? (The Data Lifecycle)
Before we ask how data is protected, we need to ask where it flows.
In most AI contract review tools, including the Law Insider Word Add-In, your document undergoes the following lifecycle:
- Upload or ingestion via a browser or Word add-in
- Pre-processing (e.g. text extraction, clause segmentation)
- Transmission to a model (either proprietary or LLM-based via API)
- Processing by the AI model, often with prompts and playbook rules applied
- Return of output, such as redlines, suggestions, summaries, or risk flags
Each step carries its own exposure points – from insecure browsers to third-party APIs to temporary model memory. The real question isn’t whether a tool “uses ChatGPT” – it’s whether your document is stored, retained, fine-tuned upon, or visible to anyone else (human or machine).
2. LLM Exposure: Are Your Contracts Training the AI?
Most legal teams fear that once a document enters an AI system, it becomes part of a mysterious “training set.” This is a valid concern but easily avoided.
Here’s the nuance:
- Public models like ChatGPT can retain and learn from your data unless you’re using the paid API or a product with fine-tuning disabled.
- Private LLM deployments (via Azure OpenAI, Anthropic Console, or in-house models) do not train on user data by default. This is also the case with the Law Insider Word Add-In – we do not train any of our models on your data.
- Most serious legal tools use either:
- LLM API calls with strict data isolation, or
- Self-hosted models that run entirely within their own infrastructure.
To be safe, demand a “no training, no retention” clause in the vendor’s terms. If it’s not explicitly stated, assume your data isn’t private. Law Insider includes this explicitly in Section 6 of our terms which you can find here.
3. Confidentiality: What Protections Actually Apply?
Confidentiality is non-negotiable in legal work. Any AI tool that handles your contracts must meet the same high bar you hold for internal systems – because sensitive language, privileged analysis, and client data are often embedded in those files.
With the Law Insider Word Add-In, which is powered by our sister company SimpleDocs, your data is protected by enterprise-grade security from the moment it’s uploaded. All documents are encrypted in transit (TLS 1.2+) and at rest (AES‑256). The platform runs on secure AWS infrastructure within dedicated virtual private clouds (VPCs), with hosting options across the US and EU to support jurisdictional compliance.
Development processes include continuous security monitoring, automated vulnerability scans, and manual code reviews. The team receives ongoing security training, and the company has earned SOC 2 Type II compliance and GDPR alignment attesting to both operational and technical discipline.
Still, certifications are just the baseline. What matters most is transparency: how long your data is stored, who has access to it internally, and how you can control its lifecycle. SimpleDocs publishes this information in its Trust Center, where you’ll find detailed policies, subprocessors, and security architecture, because confidentiality deserves more than vague promises. You should expect nothing less from any vendor you choose to entrust your contracts with.
4. Jurisdiction, Regulation & Cross-Border Data Transfer
If your contracts involve cross-border parties, pay close attention to where the AI tool is hosted and where your data is stored.
Questions to ask:
- Is data processed within the EU, US, or another compliant region?
- Does the vendor rely on standard contractual clauses for transfers?
- Are there any offshore subprocessors involved?
For public sector, health, finance, or highly regulated work, this can be the line between “useful” and “unusable.” With Law Insider, you can access our Data Processing Addendum online so you can see exactly what our position is from a Data Protection perspective.
And remember: under many data protection laws, you (not the vendor) remain the data controller. That means you bear ultimate accountability for how AI tools handle third-party data.
So… Is AI Contract Review Secure?
It can be – and with Law Insider you’re safe. But security is not a static trait, it’s a system of trust, technical design, and contractual enforcement.
The best tools:
- Use LLM infrastructure that doesn’t train on your data
- Provide strong encryption, storage limitations, and access controls
- Comply with jurisdictional requirements and modern DPAs
- Avoid dark patterns like vague promises or “trust us” policies
If you’re using or evaluating an AI contract review tool, don’t just ask if it’s secure. Ask how. Ask what protections apply to your use case. And demand that those protections are written into the contract – not buried in a FAQ.
Use the Law Insider Word Add-In with confidence and start cutting your contract review time by 70% today.
Tags: Contract Review, AI

