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Working Like a Lawyer with Claude

Mark Pike, Legal Counsel at Anthropic, talks with Anna Gressel, Partner and Global Co-Head of AI at Freshfields, about how lawyers use Claude. They get into how legal work is changing with AI, and why the judgement call stays with the lawyer.

Mark PikehostAnna Gresselguest
Jun 8, 20263mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

How lawyers use Claude to synthesize documents and counsel clients

  1. Anthropic’s product legal team and an outside law-firm AI leader describe how legal counsel must keep pace with rapidly changing AI product specifications and engineering timelines.
  2. They argue the biggest unlock beyond chat Q&A is using Claude “Cowork” to generate real work artifacts (Word, Excel, PowerPoint) from large sets of internal and external documents.
  3. They emphasize AI’s strength in analyzing large bodies of information to spot themes across memos, roadmaps, and emerging legislation, then turning that into new, consolidated outputs.
  4. They frame the future of legal value as delivering more contextual, enterprise-fluent advice, while keeping humans “in the loop” to check and apply professional judgment.
  5. They acknowledge AI’s dual nature—significant risk and significant promise—echoing a “hold light in shade” approach to balanced adoption.

IDEAS WORTH REMEMBERING

5 ideas

The “context gap” is a primary legal risk driver in AI product work.

Specs and capabilities can change quickly, so legal advice must be continuously updated to match the current state of the product and the speed of engineering iterations.

The real productivity leap comes from artifact creation, not just chat.

Using Claude’s Cowork to produce Word docs, spreadsheets, and slides turns analysis into deliverables lawyers actually use and share.

AI is especially valuable for synthesizing sprawling information sets.

Uploading memos, product roadmaps, and new legislation enables Claude to surface themes and connections that are hard to catch manually across many sources.

High-value legal work shifts toward deeper enterprise fluency and context.

The speakers suggest differentiation will come from integrating knowledge about a client’s business goals (“hopes and dreams”) into advice, not merely reciting rules.

Human judgment remains the “rudder” in high-stakes navigation.

Junior associates may adopt AI quickly, but the firm’s value depends on disciplined checking, being in the loop, and applying seasoned judgment under uncertainty.

WORDS WORTH SAVING

5 quotes

Usually, one of the stickiest and kind of trickiest areas for us to navigate is the context gap, and understanding, like, what does the spec look like today, and the fact that it might look different tomorrow, and your engineering teams are moving at the speed of light.

Anna Gressel

If there's one thing that I feel like AI is very good at, it's making sense of large bodies of information and spotting themes across them.

Mark Pike

Everyone's asking this question: How does AI make us different in the future? Like, what does the future bring to knowledge work or otherwise? And from my perspective, you know, one of the core questions in that is, how do we add value?

Anna Gressel

The role that we play ideally for our clients is to help them sail a ship... But at the end of the day, our judgment is the thing that keeps the rudder straight.

Anna Gressel

But there's also a lot of promise.

Mark Pike

Enterprise product counseling for AI featuresContext gap and shifting specificationsCowork for creating work filesCross-document synthesis and theme detectionCentralizing firm-wide AI effortsHuman-in-the-loop review and quality controlBalancing AI risk with innovation promise

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