Law Insider is a contract drafting, review and research service for lawyers that combines a browser-based AI Assistant, a Microsoft Word add-in and a searchable database of public contracts and clauses. The homepage pitches it as AI for lawyers whose drafting, review and redlining are grounded in 5.3M real contracts. The three products are sold together: you draft in your browser, review and redline in Microsoft Word, and search the contract database under one Pro subscription.
Law Insider was acquired by SimpleDocs on September 30, 2025. SimpleDocs already ran its own AI contract drafting, redlining and review platform. The paid plan and the add-in now carry the SimpleAI name: SimpleAI is the engine inside the Law Insider Word Add-in, using the same AI and the same clause database inside the document.
The database size figures differ by page. All are vendor statements as captured on October 6, 2026, except the last, which is independent reporting from 2025:
The pages checked this round do not reconcile these figures, so the exact size of the collection is unverified.
The three products share one subscription and one clause library, and the AI contract review and drafting tools sit on top of the search database, so most suggestions can be traced back to source agreements.
Research runs inside the assistant's chat. You select the jurisdictions relevant to your question before you send it, and the answer draws on those sources so you can follow the citations and check it.
Law Insider also hosts contract standards such as oneNDA, oneSaaS and oneDPA. The oneNDA mutual NDA is described as entirely free to use, and it is licensed under CC BY 4.0, which gives teams a neutral starting template without a subscription.
The steps below condense the vendor's masterclass workflow for an inbound master services agreement (MSA) in the browser-based AI Assistant, followed by the Word add-in installation path.
Projects store a standing instruction for recurring issues. In the guide's example, you copy the principle behind a change, go to Projects, create a new project, name it (for example "AI Data Training Check") and paste the principle into the custom instructions. Every agreement later uploaded to that project is assessed against it, and the redlines can then be previewed and opened in Word.
When the assistant drafts a clause, the "See Source" option shows the similar clauses from real contracts that ground the drafted language, so you can check it rather than trust it. For complex documents, you can switch on "Advanced reasoning" from the model picker.
The vendor's walkthroughs and customer quotes point to these concrete, repeatable jobs:
Law Insider says it is used by more than 10,000 organizations worldwide, including global law firms and in-house legal teams. Its plan structure points to distinct buyer profiles:
It is a weaker fit for:
Law Insider runs in two places: a web app for the AI Assistant and search, and an add-in inside Microsoft Word.
Law Insider pricing has one self-serve paid plan, called Pro on the homepage and SimpleAI on the pricing page, plus a sales-led team tier. As captured on October 6, 2026, the homepage lists Pro at $179 per month after the trial. The pricing page defaults to annual billing at $1,790 per user per year.
| Plan | Listed price | Trial and access | Main inclusions |
|---|---|---|---|
| Free | No charge | Limited database access | Free oneNDA template |
| Pro / SimpleAI, monthly | $179 per user per month | 7-day free trial, card required | Unlimited chats, searches, downloads and Word add-in use |
| Pro / SimpleAI, annual | $1,790 per user per year | 7-day free trial | Same plan, billed yearly |
| Teams / Enterprise | Contact sales | Teams start from three seats | Shared seats and billing, SSO (SAML), custom playbooks, AI repository |
The homepage offers a 30-day money-back guarantee: contact support within 30 days of your first payment for a full refund. The terms of service, by contrast, say that cancelling ends automatic renewals but Law Insider keeps any fees already collected, and the terms page checked this round does not mention the guarantee.
Partly. Limited access to the contract database is free and the oneNDA template is free to use. Full AI drafting, review and Word add-in access comes with the paid plan, listed at $179 per user per month or $1,790 per user per year as captured on October 6, 2026, after a 7-day trial.
No. The terms say neither the AI output nor any other content on the service is legal advice, and they make you responsible for reviewing and verifying every result before relying on it.
The terms say it does not, and that it requires its third-party AI providers not to either. Your content is still processed by those providers when you use AI features.
Word for Windows, Mac and the web, with a manifest-file install for accounts that block the add-in store.
The homepage advertises a full refund if you contact support within 30 days of your first payment. The terms of service say fees already collected are kept after cancellation, so the two published policies differ.