The Legal AI Simplification Playbook 2026

Stop Guessing 

Where to Deploy AI.

The definitive guide to automating the grunt work, elevating human judgment, and finally answering the question: “What should AI actually do for us?”
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AI can be overwhelming. Let’s make it simple.

Every in-house legal team is facing the same critical dilemma: How do you apply AI strategically without over-automating risk or under-utilizing technology?.

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The fear is real: "Will AI replace us?"

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The reality is better: AI doesn't replace lawyers—it liberates them.

What you’ll find inside:

We’ve structured this guide to walk you through the essential stages of legal ops transformation:

01

The Rule-Pattern-Judgment Framework
Segment work into Rules, Patterns, and Judgment to stop guessing and start automating the right tasks

02

The Strategic Decision Matrix
A strategic map to determine which workflows are ready for AI and which need human oversight.

03

Real-World Implementation Guides
Real-world workflows showing how teams cut NDA turnaround by 80% and analyze portfolios in hours.

04

The ROI & Business Case Builder
Use our ROI calculator and formulas to prove time savings and build a winning business case for leadership.

05

Critical Guardrails & Pitfalls
Critical guardrails to avoid the "Over-Automation Trap" and ensure data security, accuracy, and trust.

“Treat your legal function like a product. Understand your users, collect feedback, iterate often, and measure results. That mindset changes how you prioritise and how the business perceives you”
Smiling woman with wavy brown hair, wearing gold hoop earrings and a beige top, against a blue circular background.
Sarah Irwin
Founder and Community Builder, ITGC
“The biggest shift is moving from a ‘tool-first’ mindset to a ‘problem-first’ one... AI isn’t magic dust; it’s a strategic enabler that amplifies good processes and exposes weak ones.”
Smiling woman with long dark hair against a blue circular background.
Alessandra Colaci
CEO and Founder, Legal +AI
“A fancy CLM or AI system will merely automate whatever process you've got - good or bad. The real competitive advantage comes from smart process design, clear roles, and aligning legal and business teams before technology.”
Smiling woman with curly blonde hair against a blue circular background.
Lucy Bassli
Former AGC, Microsoft
“ROI starts with identifying the exact pain point you want to solve — deal velocity, risk calibration, visibility, or business enablement. Without that clarity, you're fishing in the dark, no matter how shiny your tools are.”
Smiling bald man with glasses wearing a black jacket against a bright blue background.
Akshay Verma
Chief Operating Officer, SpotDraft

Learn how to make your work truly AI-assisted in 2026