Brief Encounters

S2: E9 | Nate Kostelnik | How to start using AI for contract review, one clause at a time


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How do you start using AI for contract review - without overwhelming your team or your tech stack?

In this episode of Brief Encounters, Juro’s Richard Mabey talks to Nate Kostelnik, attorney and one of LinkedIn’s most original voices on AI in contracting.

Nate explains why “playbook maximalism” holds teams back, how to approach AI reviews one clause at a time, and why thoughtful setup matters more than scale.

They cover:

  • What “further apart faster” means for negotiation

  • The “drafter’s” and “reviewer’s dilemmas” of AI contracting

  • Why fairness and context still matter - even with automation

  • The future of AI-to-AI negotiation

If you’re exploring how AI fits into your legal workflow, this one’s for you.

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Brief EncountersBy Richard Mabey