Tag: AI

Why AI Pilots Fail — And How Lawyers Can Fix It

95% of AI pilots fail — not because the technology isn’t capable, but because lawyers rely on templates instead of playbooks. Clear rules, fallbacks, and escalation paths are what turn AI into an extension of your legal team.

Agentic AI: Who Writes the Rules?

Agentic AI doesn’t wait — it acts. Unlike today’s copilots, these systems run contracting processes end-to-end. The only question is whose rules they’ll follow: Legal’s, or someone else’s.

How In-House Legal Teams Can Actually Adopt AI Tools

Legal teams aren’t short on AI hype. But they are short on time, budget, and clear implementation paths. Everyone’s talking about transformation but too few are talking about how it really happens inside a corporate legal function already stretched to its limits. This article is about the how.

Write Better Prompts with the ICA Framework

As AI becomes a staple in contract workflows, legal teams face a new challenge: how to ask the right question. Weak prompts lead to vague, generic, or risky output. Great prompts, by contrast, generate commercially sound, enforceable suggestions that save hours of review time.

Beyond Billables: How Law Firms Can Productize Contracting Services with AI

How are modern law firms moving beyond hourly billing? In this webinar, Electra Japonas shares how AI is helping boutique firms productize contracting services—and why that shift is giving them a competitive edge.

AI Contract Review Checklist: What Legal Teams Should Demand in 2025

Choosing the right AI contract reviewer isn’t about shiny features — it’s about building reliable infrastructure. This 10-point checklist helps legal teams evaluate tools for transparency, control, scalability, and real value, so you can modernize contract review confidently and efficiently.

Why GCs Are Ditching Manual Contract Review in 2025

Manual contract review is collapsing in 2025. GCs are ditching it not for novelty, but because AI delivers faster, safer, more consistent results. Discover why the smartest legal teams are automating review to cut bottlenecks, reduce risk, and keep pace with business demands.

The Law Insider Index: Benchmarking AI-Generated Clauses Against Market Reality

Discover the Law Insider Index: a powerful benchmarking engine that scores AI-generated clauses against millions of real-world contracts. Gain instant confidence your language aligns with market standards—backed by data, not guesswork—so you can draft, review, and negotiate faster without sacrificing precision or precedent.

Pricing Guide: What AI Contract Review Should Cost (and Why It Usually Doesn’t)

Most AI contract review tools overcharge by hiding costs in sales and overhead. This guide unpacks real vs. inflated pricing, shows what AI review should cost, and explains how Law Insider delivers accurate, precedent-backed redlines at a fair price—without the bloat driving $200+ seat fees.

Best AI Contract Review Tools in 2025: What Legal Teams Need to Know

Explore the 2025 landscape of AI contract review tools with a feature-by-feature breakdown of Law Insider, Spellbook, Ivo, and Robin AI. See how each platform stacks up on data, playbooks, workflows, and pricing so you can choose the right fit for your legal team’s roadmap.

What Is an AI Contract Playbook? From Tribal Lore to Machine-Grade Judgment

Discover how AI contract playbooks transform institutional knowledge into real-time, rule-based guidance. Learn the evolution from tribal lore to machine-grade precision—and why automating your playbook cuts review time, boosts consistency, and turns contract friction into a competitive advantage.

Is AI Contract Review Secure? (A Legal Deep Dive)

AI contract review security isn’t about buzzwords; it’s about clear protections. Learn how data privacy, confidentiality, model exposure, vendor liability, and regulations shape trust in AI tools—and what legal teams should demand to ensure sensitive contracts stay private and secure.

How AI Contract Review Works - From Raw Text to Actionable Redlines

AI contract review breaks contracts into clauses, aligns them with your playbooks, and suggests edits you control. It’s not a black box — it’s a transparent, defensible workflow that speeds up reviews while keeping lawyers fully in charge.

Manual vs. AI Contract Review: A Side-by-Side Comparison

Compare manual vs. AI contract review side by side. Discover key differences in speed, accuracy, and cost—and see why AI is essential for modern legal teams.

What Types of Contracts Are Best Suited for AI Review?

Discover which contracts are ideal for AI-powered review, from NDAs to complex SaaS agreements. Boost efficiency and reduce risk with the right approach.

What Is AI Contract Review? How It Transforms Legal Workflows

The way legal teams review contracts is undergoing a seismic shift - and at the center of it is AI Contract Review. Learn what AI Contract Review is, how it works, and why it’s transforming legal teams’ contract processes. Cut review time by up to 70%.

100+ AI Prompts to Transform Your Contract Reviews

Streamline your redlines, negotiate smarter, and build better playbooks – all with one powerful prompt library.

Legal Ops 2.0: How In-House Teams Are Upgrading Workflows with AI

Learn how legal operations is evolving from a behind-the-scenes role to the architect of modern legal systems. In this on-demand webinar, Electra Japonas breaks down six critical workflow shifts and what Legal Ops 2.0 means for your team.

Legal Ops 2.0: From Back Office to Business Engine

Legal Operations is evolving from a behind-the-scenes support role into a strategic leader, driven by the rise of AI and intelligent systems. In this new era, Legal Ops designs and governs the interconnected tools, workflows, and data that power modern legal service delivery at scale.

What Happens When Legal Expertise Stops Being Rare?

Your legal knowledge - once your moat - is now table stakes. What’s left is what you build with it.

Build Your AI Playbook with Me

In this hands-on session, Law Insider's Chief Legal Officer Electra Japonas will walk you through how to create a general commercial terms contract review playbook—step by step. Save your seat today!

Your Legal Ops AI Toolkit 

This Legal Ops AI Toolkit offers structure, clarity, and action. It's designed to help legal operations teams assess, implement, and maximize the core AI capabilities available through Law Insider and beyond, without needing to wade through endless documentation or guesswork.

Prompt Engineering Is the New Drafting

A personal take on how legal tech is reshaping the lawyer’s craft—and why we need to start talking about it.

Your Legal AI Playbook Creation Guide

Contract review has traditionally been slow and reactive—but that’s changing. Legal AI is now a real, practical tool that helps teams move faster, reduce risk, and work more proactively. This guide shows how to use our Word add-in and your playbook to turn contract analysis into a streamlined, AI-powered workflow.

Introducing AI-Powered Contract Review and Drafting—Directly Inside Microsoft Word

Designed for in-house legal teams, law firms, and legal operations professionals, this on-demand webinar walks through how to use AI to redline contracts, apply custom and market-standard playbooks, and generate clauses using real legal data—not guesswork.

Prompt Engineering: The Skill Every Lawyer Needs in the Age of AI

While everyone talks about “AI tools” and “automation,” prompt engineering remains the most under-discussed (and arguably the most important) skill lawyers can learn today. It's the foundation that enables AI to actually deliver useful, context-aware insights. Without it, AI is just another black box.

How to Prompt Engineer for Lawyers: Get Better AI Contract Reviews

Lawyers who understand prompt engineering can significantly improve the quality of AI-driven contract analysis, making reviews faster, more precise, and more actionable. In this guide, we’ll break down how lawyers can master prompt engineering to get better AI contract reviews every time.

Why AI Contract Review Won’t Replace Lawyers (But It Will Replace This Task)

In the ever-evolving world of legal tech, one question keeps coming up: Will AI replace lawyers? The short answer: No. The better question: What tasks will AI replace?

How to Automate Routine Business Contracts

Join Preston Clark, a former in-house attorney and the founder of SimpleDocs, for a free weekly webinar to explore the latest strategies and best practices in contract automation.

How to Leverage AI to Negotiate Contracts

Learn how contract professionals are using artificial intelligence to improve their work.