Legal Tech Coach

Welcome,

I'm Thomas, a former lawyer and software designer. Here are the first 3 things to set up to start working like an AI-native law firm.

1. Stop Using AI Like a Chatbot

Most lawyers think of AI as a chatbot. You type a question, it gives an answer. Maybe it's a feature inside Westlaw or your doc review tool.

But that's not how lawyers getting real value use it. They're thinking in terms of agents—not chatbots. An agent isn't just answering questions. It can read your files, organize your research, draft documents, and work alongside you over time. It's a collaborator, not a search box.

Here's how to start: Create a folder on your computer. Put your matter files in it—the contract, the emails, your notes. Point an AI agent at that folder. Now the agent can see everything—the context, the history, the documents. You're building a world for it to operate in.

2. Connect Your Inbox

Every time you switch matters, you pay a tax. Re-reading emails. Scrolling through folders. Asking colleagues "where did we leave off?"

Lawyers lose hours each week just getting back up to speed. The context was never lost—you just can't retrieve it fast enough.

Here's the shift: Connect your agent to your communications. Not to write emails for you—to triage them. To track what you committed to. To surface what needs attention. The agent answers instantly because it never forgot.

3. Teach It How You Think

You've set up a project folder. You've connected your inbox. Now the question becomes: how do you want it to work?

This is where skills come in. A skill is an encoded workflow—a set of instructions that captures how you approach a specific type of task. A "contract review" skill that knows to check for your firm's standard terms. A "weekly summary" skill that pulls highlights from your matters.

You're not just using AI—you're shaping it. The skills encode your judgment, your preferences, your way of working. This is what it means to be AI-native.

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Claude Code for Lawyers at Suffolk LITCon 2026