How Contract Playbooks Close the Reliability Gap in AI Contract Review
By Bärí A. Williams | Presented by LegalOn Technologies
February 5, 2025
Bärí A. Williams is an attorney, startup advisor, and Head of Legal and Legal Content at LegalOn Technologies. Her primary practice areas include emerging technology transactions, privacy and data protection, IP licensing, and terms of service. She is also a published author with bylines in The New York Times, WIRED, Fortune, and Fast Company.
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In my years working as an in-house attorney, I’ve seen how contract review can make or break deals. It’s not just about finding legal risks—it’s about doing it quickly enough to keep up with the business. But here’s the problem: reviewing contracts at scale is messy. Without a clear process, teams end up reinventing the wheel for every agreement, and inconsistencies creep in. I’ve seen deals delayed because a key clause slipped through the cracks or because our team couldn’t agree on what “acceptable” looked like.
AI is supposed to help with this, but let’s be honest: without the right guardrails, it’s just a fast way to get inconsistent results. On the flip side, manual reviews rely too heavily on institutional knowledge, and when your star reviewer is out of the office, the process grinds to a halt.
The solution? Playbooks. They provide a clear, actionable framework that ensures every contract reflects your organization’s priorities, no matter who’s reviewing it. Paired with AI, playbooks let you delegate the repetitive, line-by-line work to technology while your team focuses on the strategic calls that really matter.
What are contract playbooks?
Think of a contract playbook as your legal team’s cheat sheet. They’re guides that spell out how your organization handles key contract terms—what’s a “yes,” what’s a “no,” and what’s up for negotiation. A playbook gives everyone a consistent roadmap for tackling contracts, so you’re not reinventing the wheel with every review. Whether your team uses it on its own or pairs it with AI tools, a playbook helps focus attention on what really matters and makes decisions faster and more reliably.
Why playbooks are essential
Without playbooks, contract reviews can be inconsistent and inefficient, often leading to deviations from company standards and increased risk exposure. Playbooks solve this by:
- Standardizing reviews: Ensuring uniform application of legal and business policies.
- Improving efficiency: Reducing the time spent reviewing repetitive clauses.
- Mitigating risks: Consistently identifying potential red flags and inconsistencies early in the process.
The playbook gap
Despite their benefits, many organizations lack comprehensive playbooks. According to LegalOn’s 2025 State of Contracting report, 95% of organizations have gaps in their playbook coverage. This gap hampers the ability to scale contract review processes effectively, especially in high-volume environments.
Organizations without playbooks often struggle with inconsistent contract terms, prolonged review cycles, and greater exposure to legal risks. The playbook gap represents not just a lack of documentation but a missed opportunity to implement efficiency and empower your business partners, contract managers, and paralegals at scale.
Building your own playbooks
For organizations ready to develop playbooks, the process can be broken into actionable steps:
- Start with the basics: Identify recurring clauses across your contracts. Focus on the “Great 8” contentious clauses, which include Intellectual Property, Limitation of Liability, Indemnification, Confidentiality, Data Protection, Warranties, Payment Terms, and Effects of Termination.
- Define standards: For each clause, outline preferred language, fallback positions, and unacceptable terms.
- Organize for accessibility: Create a structure that allows users to quickly find relevant guidance.
- Test and refine: Apply the playbook in real contract reviews, gather feedback, and make improvements.
- Automate for scalability: Integrate your playbooks with AI-powered tools to ensure consistent application at scale.
Tips for AI-ready playbooks
AI tools are powerful for contract review, but they’re only as good as the instructions they follow. That’s why playbooks are critical—they act as the foundation for AI to deliver accurate and consistent results. Without clear guidance from a playbook, AI systems can “hallucinate,” making errors that misinterpret intent or introduce risks.
Here’s how to make your playbooks AI-ready:
- Clear pass/fail indicators: Help the AI by clearly defining acceptable, negotiable, and unacceptable terms. This reduces guesswork and speeds up decision-making.
- Fallback language: Provide backup options for clauses, so the AI has pre-approved alternatives to suggest when redlines occur.
- Ongoing updates: Contracts and regulations evolve, and so should your playbooks. Regularly update them to keep AI tools aligned with current standards and avoid errors.
LegalOn’s playbooks: a reliable, turnkey solution
LegalOn simplifies playbook development and adoption with pre-built and self-serve options. Our library of over 50 attorney-crafted playbooks covers a range of contract types, from NDAs to SaaS agreements, ensuring immediate value for organizations. Teams can customize them to reflect their unique standards or create entirely new playbooks from scratch. Creating new playbooks takes a matter of minutes, with users entering their key issues and preferred positions, and letting LegalOn’s AI handle the rest.
For companies with high contract volumes, LegalOn also offers managed AI playbooks, ensuring that even the most complex agreements are reviewed consistently and efficiently. By combining expert legal knowledge with cutting-edge AI, LegalOn’s solutions empower teams to close the reliability gap in contract review while accelerating business outcomes.
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