Squared & Settled
In this episode of Squared & Settled, Ashley Jones, Sr. Counsel at LinkSquares, sits down with Hayley McNeill, Director of Legal Operations at Zywave, to discuss how to handle AI adoption pressure, establish a starting point, build prompt libraries, and keep humans in the loop.
Watch the episode to discover:
- Asking "why" before you buy: New AI capabilities drop faster than most teams can evaluate them. Hayley shares the two questions she always asks during new tool evaluations.
- Building prompt libraries your team will actually use: Without structure, AI chats become the new "save to desktop"—siloed, inconsistent, and impossible to scale. Hayley champions department-level prompt libraries and regular share-out sessions to keep the whole team pulling in the same direction.
- Human in the loop—no exceptions: Legal work lives in the gray. Hayley explains why fully automated bots answering legal questions without human review are a risk, not a solution.
- Starting small and building from there: Pick one low-stakes, repeatable task, like having AI summarize a long email chain, and let that be your initial win. Small steps compound. Ashley adds a reminder to tap your network: someone in your circle has already found the shortcut you're looking for.
Whether you're a GC, run legal ops, or help keep an in-house team moving, this conversation is for you. Hayley and Ashley hand you a practical playbook for navigating AI adoption. Get the insights you need to cut through the noise, choose the right tools for you, build AI habits your whole team can share, and keep humans where they belong: in the loop. Watch now!
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