SimpleDocs Acquires Law Insider to Lead the AI Contract Revolution

Bringing together real-world contract precedent and next-generation legal AI to set a new standard for contract automation worldwide.

  • Together, SimpleDocs and Law Insider will serve one of the largest global communities of contract professionals, with millions of monthly users and over 12,000 combined customers.
  • The companies’ recent partnership proved the strength of the combined business, driving widescale adoption of AI-powered contract tools by thousands of legal teams across 20+ countries
  • The acquisition ensures seamless continuity for existing Law Insider subscribers, while unlocking optional upgrades such as AI-powered playbooks in Microsoft Word, browser-based drafting tools, and an AI-native contract repository.

Miami, Florida – September 30, 2025

SimpleDocs today announced the acquisition of Law Insider, the world’s largest public contract and clause database and a trusted resource for millions of legal professionals. This transformative deal unites industry-leading legal AI with the most comprehensive source of contract precedent, setting a new standard for how lawyers draft, review, and negotiate agreements.

AI adoption in the legal industry is accelerating dramatically, particularly in the automation of contracts. While early versions of these tools have delivered significant value, the absence of contract precedent has limited the ROI of these first-generation tools. To fully realize the promise of AI-powered contracts, the market is shifting toward precedent-based AI—a model that combines leading LLMs with established contract precedent, highly configurable playbooks and workflows, and embedded legal AI expertise.

“A revolution is underway in how lawyers draft, review, and negotiate contracts,” said Preston Clark, CEO of SimpleDocs and a co-founder of Law Insider. “By uniting industry-leading legal AI with the world’s largest contract and clause database, we’re building toward a future where every draft is grounded in precedent, every review is benchmarked against market standards, and every automation reflects precisely configured negotiation positions. The result is contract automation that delivers unmatched precision, quality, and ROI.”

For over 15 years, Law Insider has been the trusted global resource for contract language and precedent. With more than 5 million contracts and 20 million clauses across 50+ languages, the platform serves millions of legal professionals each month and over 10,000 paying subscribers. 

Founded in 2023, SimpleDocs is one of the fastest-growing Legal AI platforms, delivering AI-powered contract software to thousands of legal teams worldwide. Its flagship products, SimpleAI and the SimpleAI Repository, are already in use by leading public and multinational companies, delivering measurable improvements in speed, accuracy, and efficiency for customers including Coty, PwC, BitGo and dbt Labs.

Earlier this year, SimpleDocs and Law Insider launched a partnership that integrated AI review and drafting functionality directly into the Law Insider subscription. In the first 90 days, adoption skyrocketed with more than 5,000 monthly active legal users across 20+ countries, highlighting strong demand within the Law Insider community for AI-powered contract solutions.

With the acquisition, Law Insider’s Chief Legal Officer, Electra Japonas, joins the executive leadership team of the combined company. Japonas is a leading voice in the contract standards and legal AI movement and the founder of oneNDA, a widely adopted global standard for NDAs. She will oversee the expansion of the company’s legal engineering function—a discipline dedicated to designing configurable playbooks and workflows that enable legal teams to achieve ROI-positive contract automation.

“For 15 years, Law Insider has provided lawyers with trusted access to standard contract language,” said Electra Japonas, Chief Legal Officer of Law Insider. “Now, combined with SimpleDocs, we can take the next step—creating tools that deliver real-world contract precedent and adapt to how each team works. From benchmarking and What’s Market analysis to playbooks and red-flag reviews, we’re making AI not just powerful, but practical.”

The Law Insider website and database will continue to be publicly available through lawinsider.com. All existing free users and paying subscribers will experience continuity with their current plans, while gaining access to optional AI upgrades. These enhancements will include both browser-based and Microsoft Word–integrated drafting and review tools powered by SimpleDocs, ensuring that Law Insider’s community benefits directly from the combined company’s AI innovations.

Both SimpleDocs and Law Insider are privately owned and profitable. Preston Clark co-founded both Law Insider and SimpleDocs over a decade apart from each other, but with different partners, leadership and product teams. This acquisition brings together two complementary teams and product lines, united by a shared mission to redefine the future of contract automation. 

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About SimpleDocs

SimpleDocs is an AI-native contract automation platform built for in-house legal teams and law firms. The platform combines AI-powered drafting, redlining, and review with configurable playbooks and an AI-first contract repository, enabling legal teams to manage contracts from first draft to negotiation and storage. By grounding its tools in real-world contract data and adapting to each team’s standards, SimpleDocs ensures faster turnaround, greater accuracy, and more consistent results—delivering measurable ROI and confidence across every stage of the contracting lifecycle. Explore the future of AI-powered contracts with SimpleDocs at www.simpledocs.com

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About Law Insider
Law Insider hosts the world’s largest public contract and clause database, providing legal professionals with unparalleled access to real-world agreements and drafting language. Founded in 2009, Law Insider has grown into a trusted resource with millions of monthly global users. Try Law Insider’s new AI Assistant for free at www.lawinsider.com/chat

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