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Can you trust public AI with legal work?

Every AI vendor promises accuracy; few can prove it — before your legal department relies on AI for real work, ask the six questions that separate a capable system from a trustworthy one

Your legal department's most valuable asset is judgment. Business leaders count on you to separate manageable risk from unacceptable risk and to catch problems before they become crises.

AI changes that. Generative and agentic tools draft, summarize, and recommend in confident, polished language. That confidence is the problem — AI speaks with certainty almost 100% of the time, but sounding right isn't the same as being right. 

What you’ll learn

Four-time general counsel Sterling Miller lays out the six concerns every legal leader should weigh before trusting AI with legal work:

  • Where the legal knowledge comes from. Proprietary, curated content beats a data dump.
  • Whether editorial expertise still shapes the output. AI has no judgment of its own — humans supply it.
  • Whether you can verify what the AI tells you. An answer you can't trace back to authority is an answer you can't defend.
  • Whether the tool fits how your team works. The best AI meets lawyers inside their existing workflows.
  • How the platform treats your data. What happens to your prompts, your documents, and your confidential information after you hit enter.
  • Whether the vendor will still matter in five years. You're not just buying software; you're choosing a long-term partner.

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