Checklist

7 Questions to Ask Every Legal Tech Vendor About AI

A trade show floor guide. You have five minutes at a booth and every vendor says they have AI. Seven questions, what a good answer sounds like for each, and a Strong / Okay / Weak score box so you can decide on the spot.

One-page PDF · September 2026 · Craig Raeburn
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The Legal Scorecard Series

Three pieces that build on each other. The ebook designs the one-page Scorecard and makes the case for it. The Blueprint turns the design into a build guide. The Workbook is Track C from the Blueprint, made real in Excel, and the fastest way to have a real page this month. All three are free, with no form.

Videos

LegalOperator in Action

Thirteen short videos, three to five minutes each. Four real use cases and eight product walkthroughs, from visa intake in Slack to Iris answering the legal team's own questions. No sign-up.

Video hub · September 2026 · Watch the videos ›

Coming soon

The AI-Native Legal Tech Checklist, the 46-item long-form version of the seven questions. For the thinking behind all of these, read the blog.