
Learning AI by Doing, Not Watching, with Ben Schorr
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 Have thoughts about today’s episode? Join the conversation on LinkedIn, Facebook, Instagram, and X! If today's podcast resonates with you and you haven't read The Small Firm Roadmap Revisited yet, get the first chapter right now for free! Looking for help beyond the book? See if our coaching community is right for you. Access more resources from Lawyerist at lawyerist.com. Chapters / Timestamps 00:00 – Introduction 00:32 – How Practice Builds AI Confidence 04:11 – Meet Ben Schorr 05:56 – What a Prompt-a-thon Actually Is 07:30 – Choosing Everyday Tasks for AI Practice 09:36 – Why AI Training Needs a Practice Session 12:37 – Building a Community Around AI Use 14:13 – Getting Your Inbox Under Control with Copilot 15:25 – Refining Prompts for More Useful Results 18:18 – Moving from Prompts to Scheduled Tasks and Agents 19:44 – Connecting AI to Your Firm’s Information 22:00 – Why Documented Procedures Make AI More Useful 25:55 – Using AI to Simplify Monthly Reporting 27:59 – Extracting Client Contact Information from Email 31:35 – In Person, Hybrid, or RemotPrompt-a-thonons 37:56 – Measuring Success Through Learning and Confidence 39:56 – How to RuPrompt-a-thonthon in Your Firm 41:52 – Closing Thoughts


















