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Law Insider SimpleAI

Contract drafting and review tool for Word and the browser with clause generation, redlining, playbooks and templates drawn from a database of 200M+ clauses.

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What the AI doesSimpleAI, clause generation, redlining, playbooks, templates
Who it servesSolo attorneys, Small law firms
Starting price$1,790/user/yr billed annually (SimpleAI); Enterprise contact sales
Pricing modelPer user/year (annual billing)
Free trialYes
Best fitSolo attorney, Small firm
CategoryContract Review & Drafting AI
Works withMicrosoft Word
ConfidentialityPosted on the vendor's site: client data is not used to train AI models; SOC 2 Type II named.
Checked2026-10-31, against the vendor's own page

Who it's for

Law Insider SimpleAI is listed as a fit for solo attorneys and small firms, and the vendor names solo attorneys and small law firms on its own site. The job it gets hired for: reviewing, redlining and drafting agreements against your own playbook and precedents.

What it costs

Law Insider SimpleAI starts at $1,790/user/yr billed annually (SimpleAI); Enterprise contact sales, per user/year (annual billing). There is a free trial.

Good to know

Law Insider's SimpleAI drafts, reviews and redlines contracts inside Word with a 200M-clause database behind it, at $1,790 per user per year after a 7-day trial. The security page states your content never trains AI models and the company holds SOC 2 Type II attestation.

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