Put Contract AI to the Test

A practical contract AI evaluation kit with a curated set of 192 publicly available documents, 24 field definitions and benchmark data annotations

Oct 13 • Leonid Prilutskiy

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September 2026

Steve Jobs and the Power of Contract Data

How Steve Jobs used Payment Terms to Help Apple During the Early Days

Sep 16 • Leonid Prilutskiy

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Mixing AI Models to Make Contract Workflows More Efficient

To keep contract AI workflows affordable, use a stronger model to plan and a lighter one to execute

Sep 2 • Leonid Prilutskiy

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August 2026

How to Operationalize AI in Contract Workflows

8 practical ways to make AI more reliable and valuable in real-world contract workflows

Aug 26 • Leonid Prilutskiy

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Should We Apply AI to a Contract Negotiation Workflow?

A practical walkthrough of determining how AI can support an MSA negotiation

Aug 18 • Leonid Prilutskiy

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Navigating the Contract AI Minefield

7 common issues to watch out for when doing contract AI vendor diligence, with context and practical alternatives

Aug 15 • Leonid Prilutskiy

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Identifying High-Impact AI Opportunities in Contract Workflows

A framework for breaking down a contract workflow and identifying the high-impact opportunities for applying AI

Aug 8 • Leonid Prilutskiy

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The Evolving Role of AI In Legal Judgment and Execution

A 10-year retrospective along with a practical framework for breaking contract workflows down and determining where to apply legal AI

Aug 6 • Leonid Prilutskiy

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Turning Renewal Questions into Claude and Codex Skills

Claude and Codex Skills that answer common contract renewal questions

Aug 1 • Leonid Prilutskiy

July 2026

The Contract AI Moat Is Shifting

Amazon pushes Quick into legal workflows as OpenAI, Anthropic, and Google release new models and open-weight AI gains momentum

Jul 26 • Leonid Prilutskiy

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From Renewal Question to Reusable AI Workflow

How contract professionals can cut through AI hype by starting with one practical, recurring problem.

Jul 24 • Leonid Prilutskiy

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The Contract AI Vendor Diligence Checklist

46 questions to test the data, models, workflow, usability and business behind a contract AI product.

Jul 22 • Leonid Prilutskiy

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