On-Demand

Because Probable Isn’t Proven: High-Stakes Work in an Age of AI

Where AI risk actually lives across a matter, and how to adopt it without exposing your reputation

AI mistakes grow riskier toward the end of a matter because each stage builds on the last. A probable answer that is tolerable in a first draft becomes a liability in a redline, a redaction, or a closing set.

A redline misses a changed indemnification clause. A redaction leaves privileged metadata in the file. A closing set goes out built on the wrong executed version. Each output looked finished. None was checked closely enough, and by the time anyone notices, the work carries the firm’s name.

As Generative AI (GenAI) moves deeper into the practice of law, accountability stays with the lawyer. The consequences land on lawyers and firms, not on the tools they used. Clients notice, and a firm that can’t stand behind its outputs puts its client relationships and its next matter at risk.

Litera is trusted Legal AI that best unifies the practice and business of law. Built on 30 years of legal expertise, it combines purpose-built, proprietary and generative AI so lawyers get speed without sacrificing confidence in high-stakes work. Litera Compare shows the difference, with its proprietary redline algorithm delivering more accurate document comparison than general-purpose LLMs. Kira brings the same legal-first approach to contract review, combining traditional search, 1,400+ built-in smart fields trained with 45,000+ lawyer hours, and generative AI to deliver consistent, traceable insights across large document sets.

This masterclass brings together Litera experts to explore how firms use AI to raise the value of human judgment instead of replacing it.

Why Do AI Mistakes Get Riskier Toward the End of a Matter?
The cost of an error rises as work moves from drafting through review, redlining, protection, and closing. Early mistakes can be corrected. Late mistakes ship.

What Is Deterministic Accuracy, and Why Does It Matter?
Deterministic tools follow defined rules and return the same result every time. Probabilistic tools return the most likely answer. On high-stakes work, “most likely” is not the standard a lawyer can sign.

What the Session Covers:

  • Why the risk of a probable answer rises from drafting through closing
  • Where probabilistic tools introduce real risk, and where deterministic accuracy protects the work
  • How to rethink entire workflows instead of speeding up existing processes
  • What responsible AI governance looks like in practice

You’ll leave knowing where AI risk lives across a matter, and how to adopt AI in a way that strengthens your lawyers’ judgment and your clients’ trust.

Speakers:
Jenisha Sabaratnam, Legal Product Consultant, Litera
Mike Trusca, Solutions Sales Executive, Litera

FAQ

Who should watch this masterclass?
Managing Partners, Chief Operating Officers (COOs), and practice leaders who are accountable for how their firm adopts AI.

Does this session argue against using AI?
No. It examines how to use AI where it adds value and where human judgment and deterministic tools must lead.

How long is the recording?
This on-demand Masterclass is 60 minutes long.

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Choose the Package That Fits Your Firm

Litera brings the whole practice of law together on one connected platform, with specialist tools available for the complex work that transactional work requires. Your firm can start with the workflow that matters most today, then add more as your needs grow. It all runs where your lawyers already work, in Microsoft Word, Outlook, the web, Google Workspace, and on iOS.

The Practice Package

Master the craft of the document, from first word to final PDF.

  • Start from a first draft that is already right: build from approved templates, curated content, and numbering instead of a blank page
  • Redline and compare with confidence: a verifiable, readable redline across any file type, so you catch every real change and never rely on an AI summary
  • Move fast through negotiation: pull every reviewer's comments and markups into a clean next draft
  • Make done mean done: proofing that catches missed references, defined terms, and citation gaps
  • Deliver a polished document every time: advanced formatting, repair, and PDF workflows, including binders and court documents
  • Share securely: clean hidden data from attachments before they ever leave the firm
  • Bind quickly: convert to PDF, edit, redact, and collate to deliver client-ready work, faster

HS_Jessica_Davis.png
Jessica Davis
Director, Matter Performance & Service Innovation, McCarter & English LLP
HS_Jessica_Davis.png
Jessica Davis
Director, Matter Performance & Service Innovation, McCarter & English LLP
HS_Jessica_Davis.png
Jessica Davis
Director, Matter Performance & Service Innovation, McCarter & English LLP
HS_Jessica_Davis.png
Jessica Davis
Director, Matter Performance & Service Innovation, McCarter & English LLP
HS_Jessica_Davis.png
Jessica Davis
Director, Matter Performance & Service Innovation, McCarter & English LLP
HS_Jessica_Davis.png
Jessica Davis
Director, Matter Performance & Service Innovation, McCarter & English LLP

Watch the Recording

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Litera brings the whole practice of law together on one connected platform, with specialist tools available for the complex work that transactional work requires. Your firm can start with the workflow that matters most today, then add more as your needs grow. It all runs where your lawyers already work, in Microsoft Word, Outlook, the web, Google Workspace, and on iOS.


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