Episode 022: The Jetsons Vacation In Florida

Most lawyers think the hard part of going AI-native is picking the right tool. Leisa Wintz, a Florida family law attorney who built her firm's entire practice around AI, says the hard part is everything that comes before the tool — teaching it what your firm already knows. This episode breaks down what that teaching actually looks like, why Claude's own legal skills didn't make her cut, and why most firms aren't ready for AI at all.

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Show Notes

How much work has to happen before AI can actually help a law firm?

Everyone wants an AI-native practice, but almost nobody asks what has to be true before the AI can do anything useful. This episode answers that question with someone who's already built the answer from the ground up: Leisa Wintz, a Florida family law attorney and founder of Legal Authority Lab, whose firm runs on AI from intake to final judgment — not because she bought a product, but because she spent years teaching her systems everything she knows.

In this episode:

  • Why the hardest part of AI adoption isn't the AI — it's teaching the firm what it already knows

  • How Leisa built Legal Authority Lab out of her own Florida family law practice, and where it's expanding next (real estate and title)

  • The difference between AI "users" and AI "builders" — and why builders are the rare exception

  • Why Leisa ran Anthropic's Claude legal skills against her own systems and concluded they were too generic to adopt

  • How her firm delivers AI as Claude skills tied to a GitHub repository, rather than as a standalone app

  • Using Claude as a de facto case management system — and the one thing it still can't do well (a visual dashboard)

  • How Leisa evaluates whether a "Flintstone" firm is even ready for AI, and what she builds first when it isn't

  • Florida's new statewide AI-use disclosure rule, and how it compares to New York's

  • The UAE's AI system for judges, and whether courts are the next frontier for legal AI

  • Week four of the show's AI Build series: turning firm knowledge into Markdown so AI can actually use it

We also discuss:

  • Leisa's husband, a computer engineer, joining Legal Authority Lab as a technical partner

  • Discovering and evaluating unfamiliar tools like GoHighLevel on the fly

  • A Reddit "AITA" post about a lawyer paid $100/hour to evaluate AI's legal answers

  • Florida's PDF/A and OCR e-filing requirements, and what they mean for AI-ready documents

  • Whether courts might someday accept Markdown-formatted pleadings

  • Leisa's do-it-yourself legal coaching app for pro se litigants in Florida family court

Free Download: AI Build Series — Markdown Examples (
Sample markdown-formatted documents from the show's AI Build series, showing how to turn firm knowledge into a format AI can actually use.

  • Examples of a client intake process rewritten in markdown

  • Templates for Flintstones, Simpsons, and Jetsons-level starting points

  • Guidance on pairing markdown with a clean PDF reference for better AI performance

Key Takeaway

An AI-native firm isn't built by adding AI — it's built by capturing everything the firm already knows in a form AI can actually use. The bottleneck was never the model. It's the spreadsheet: the categories, the naming conventions, the workflow logic that has to exist before any tool can be useful.

Flintstones lawyers shouldn't skip straight to AI — Leisa's first move with an unready firm is basic infrastructure like lead forms and intake, not a chatbot. Simpsons lawyers are the ones already dabbling who need to formalize what they know into structured documents. And Jetsons lawyers — the rare builders like Leisa — are the ones who can package their own systems into reusable skills, and in her case, into a business.

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