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(37) Legal AI Live, September 2026, Part 1

Legal AI Live

This Episode’s Top 5 Takeaways:

  1. Teaching “taste” in AI-assisted legal writing matters now more than ever, as effective writing techniques like em dashes risk being abandoned because AI has co-opted them, making it harder to distinguish authentic human writing from AI output.

  2. AI can serve as a powerful oversight tool for in-house legal teams, as demonstrated by Jasmine’s custom Glean skill that scans Slack daily for data privacy and compliance risks, giving her a color-coded triage report to manage legal review at the pace of AI development.

  3. Editorial workflows are being streamlined with AI skills trained on historical edits, with both Greg (AAA’s Dispute Resolution Journal) and Nick (experts.com) building Claude skills from past redlines to automate first-pass editing, cite checking, and formatting.

  4. AI-generated contract drafts without proper context or human review are creating nonsensical counterparty redlines, raising concerns about unreviewed AI negotiations and the emerging ethical threat of prompt injection in legal documents, which would likely violate Rule 8.4’s candor and dishonesty standards.

  5. The shift to token and credit-based pricing by AI tools like Descript and Perplexity is pushing users toward alternatives, while Google’s announcement of shareable Gemini Notebooks in Workspace promises to transform how lawyers curate and share AI-assisted research with clients.

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