Your firm has AI tools. Your team has questions. In episode 640 of the Lawyerist Podcast, Zack Glaser talks with Ben Schorr about helping lawyers and staff get comfortable using AI through practical, collaborative workshops called prompt-a-thons.
Ben shares what happens when people have time to work through common office tasks with AI, including prioritizing email, preparing reports, and gathering client contact information. As participants improve their prompts and compare ideas, they begin connecting what they are learning to problems they already face at work.
They explore how to organize a prompt-a-thon, why gathering people in the same room can make a difference, and how to keep the experience useful without making it a competition. The conversation also examines how colleagues can become an ongoing source of support as teams discover new ways to use AI.
If your team understands the possibilities but hesitates to try the tools, this episode offers a manageable way to move from watching demonstrations to building practical skills.
Listen to the previous episodes on AI Adoption and Team Confidence.
#624: Building Better Lawyers in the Age of AI, with April Dawson Apple | Spotify | LTN
#598: From Hype to Practice: Using Microsoft Copilot in Your Law Firm, with Ben Schorr Apple | Spotify | LTN
#597: What Lawyers Get Wrong About Teaching Clients and Teams, with Danielle Hall Apple | Spotify | LTN
#590: Innovating Without Overwhelm: Practical AI Tips for Lawyers, with Graydon Trusler Apple | Spotify | LTN
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Chapters / Timestamps
00:00 – Introduction
00:32 – How Practice Builds AI Confidence
04:11 – Meet Ben Schorr05:56 – What a Prompt-a-thon Actually Is07:30 – Choosing Everyday Tasks for AI Practice09:36 – Why AI Training Needs a Practice Session12:37 – Building a Community Around AI Use14:13 – Getting Your Inbox Under Control with Copilot15:25 – Refining Prompts for More Useful Results18:18 – Moving from Prompts to Scheduled Tasks and Agents19:44 – Connecting AI to Your Firm’s Information22:00 – Why Documented Procedures Make AI More Useful25:55 – Using AI to Simplify Monthly Reporting27:59 – Extracting Client Contact Information from Email31:35 – In Person, Hybrid, or RemotPrompt-a-thonons37:56 – Measuring Success Through Learning and Confidence39:56 – How to RuPrompt-a-thonthon in Your Firm41:52 – Closing Thoughts