AI Training for Legal Professionals

AI Training for Lawyers.
No Hype. No PhD. No Panic.

I have trained over 3,000 lawyers, from solo practitioners to AmLaw 50 firms, to use AI tools responsibly, effectively, and on their own terms. Keynotes. Workshops. Self-paced courses.

Browse Resources → Book a Keynote

3,000+

Lawyers Trained

10,000

Newsletter Subscribers

260+

Articles Published

20+

Years in Legal Strategy

Three Ways to Work With Me

Find Your Starting Point

Whether you are exploring AI for the first time or ready to train your entire organization, there is a path for you.

✉

Learn Free

A free 6-email course that cuts through the AI noise and gives you a working foundation, built from what I research and teach every day in my own practice, with practitioners, and with law students.

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📚

Go Deeper

The full playbook: frameworks, prompts, custom instructions, and templates drawn from training thousands of lawyers. Ten emails over ten days, plus two downloadable guides.

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🎤

Bring This to Your Team

Keynotes, half-day workshops, and custom training programs for law firms, bar associations, and in-house legal teams.

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Resources for the AI-Competent Lawyer

Frameworks from the classroom. Prompts from real practice. Templates you can copy, paste, and put to work today.

Free

The AI-Competent Lawyer

Six emails. No fluff. A working foundation in AI for legal practice, from how the technology actually works to the prompting techniques that matter. Built from what I teach at IU Maurer School of Law.

Free 6 emails over 6 days

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Premium

Flagship

The Pragmatic Lawyer's AI Playbook

Ten emails. Ten days. Each one builds on the last, moving you from foundational frameworks to advanced techniques used by the lawyers and firms I train. Less than five minutes to read. Everything you need to put it to work immediately.

Your 10-Day Overview

Day 1 The Five Ps: a structured framework for writing prompts that produce professional-grade work product

Day 2 Prompting techniques that push models past surface-level answers into analysis, counterarguments, and structured reasoning

Day 3 Controlling format, scope, and depth so model output matches what you would actually send to a client or partner

Day 4 Reducing hallucination: commands that force citation, flag uncertainty, and keep the model honest

Day 5 Adjusting tone and voice for different audiences: client memos, internal work product, regulatory filings

Day 6 Building persistent custom instructions so the model knows your role, standards, and preferences from the start

Day 7 Managing long conversations and large documents without losing accuracy or context

Day 8 Prompt injection, data exposure, and the security risks every lawyer using AI needs to understand

Day 9 Running AI models locally on your own machine with zero client data leaving your environment

Day 10 A complete daily workflow: integrating everything from the course into how you actually practice

Also included

✓ The Pragmatic Lawyer's AI Prompt Toolkit (45 techniques, 10 categories)

✓ Local Models Quick Start Guide (LM Studio walkthrough)

$99 one-time Course + 2 downloadable guides

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Bring Practical AI Training to Your Organization

Your people should leave the room knowing how to use AI, not just what AI is. Every engagement is built around that principle.

Engagement Formats

How We Can Work Together

Every engagement is tailored to your audience, practice areas, and goals.

Keynote

A high-energy session designed to shift how your audience thinks about AI in legal practice. No product demos. No vendor pitches. Frameworks they will use Monday morning.

45 to 90 min · Conferences, annual meetings, partner retreats

Half-Day Workshop

Hands-on training where your team builds prompts, tests models, and walks away with a working playbook tailored to their practice areas.

3 to 4 hours · Practice groups, in-house teams, bar programs

Custom Training Program

Multi-session engagements for organizations that want lasting capability, not a one-time event. Designed around your practice areas, client base, and risk profile.

Multiple sessions · AmLaw firms, corporate legal, state bars

Strategic Advisory

Fractional strategy support for firms navigating AI adoption. Policy development, tool evaluation, training design. I embed with your team and help you execute.

Ongoing retainer · Firm leadership, innovation committees

Limited Availability. I work with one firm at a time and am typically deeply embedded in an engagement. If this is of interest, please reach out early so we can discuss timing.

Signature Topics

What I Speak About

Each topic is customized to your audience. These are starting points, not rigid scripts.

Topic	As Delivered At
AI Foundations for Legal Practice	Florida Bar, Levenfeld Pearlstein, IU Maurer School of Law
Generative AI as Competitive Advantage	Bird & Bird Strategic Foresight Series
Responsible AI and Regulatory Compliance	State Bar of California (testimony)
Interactive Prompt Engineering	Ferring Pharmaceuticals CLO Event, multiple law firm trainings
Training the Next Generation of AI-Competent Lawyers	Goodwin Procter Summer Associate Series, Baker Donelson, Troutman Pepper

Get in Touch

Let's Talk About Your Event

Tell me about your audience, your timeline, and what you want your people to walk away with.

About Josh

I have spent 20 years inside the business of law as a Chief Strategy Officer for an AmLaw 100 firm, as an entrepreneur, and now as a professor at Indiana University's Maurer School of Law. I have trained over 3,000 lawyers on generative AI, from solo practitioners to partners at the world's largest firms.

Along the way, I have become one of the most sought-after voices on the impact of generative AI on the legal profession, both at the individual practitioner level and across the profession itself. My journey here did not start as a developer, an engineer, a futurist, or a cheerleader for technology. I am ruthlessly pragmatic about AI and how lawyers can use it wisely to advance their personal and professional goals. I am not out to impress anyone. I want every lawyer I work with to unlock the power of this technology in a way that is pragmatic, responsible, and built for the way they actually practice.

I have advised the State Bar of California and the Florida Bar on responsible AI use. I have built training programs for global law firms and Fortune 500 in-house teams. I wrote chapters on AI's impact on profitability and the foundations of legal AI for the book AI and the Legal Profession. And I have published 260+ articles breaking down what is actually working in this space.

When I am not teaching or writing, I serve as a fractional strategy executive for law firms that want to stop talking about innovation and start executing it.

3,000+

Lawyers Trained

10K

Newsletter Readers

260+

Articles on Legal AI

20+

Years in Legal Strategy

Recognition

Awards and Appointments

2023

Bloomberg Law Top 10 Innovation Program

Over 90 programs submitted nationally. Selected as a designated finalist.

2022

Fast Company Innovation by Design, Winner

Learning and Education category for the Legal Business Design Hub at University of Richmond.

2022

Fast Company Innovation by Design, Honoree

Enterprise category for work with Microsoft's in-house counsel team.

Current

Visiting Lecturer, Indiana University Maurer School of Law

Teaching AI and Business of Law