When AI Falls Short - What Legal Professionals Must Know Before Relying on Microsoft Copilot and Similar Embedded AIs.

AI Errors in Legal Practice Demand Vigilant Attorney Oversight!

Any reader of my blog should realize by now that artificial intelligence is no longer a novelty in law practice; it is embedded in research platforms, document automation, e‑discovery, and now in tools like Microsoft Copilot that appear inside the same Microsoft 365 ecosystem lawyers already live in. Yet Copilot’s own terms of use long described it as being “for entertainment purposes only,” while Microsoft has simultaneously marketed it as an enterprise‑grade productivity assistant and is now backing away from prominent Copilot buttons in several Windows 11 apps. For lawyers who must live under the ABA Model Rules of Professional Conduct, this tension is not an amusing footnote; it is an ethics problem waiting to happen. 

Microsoft’s Copilot terms have advised that the service “can make mistakes,” “may not work as intended,” and should not be relied on for important advice. At the same time, Microsoft has begun removing or rebranding Copilot buttons from Notepad, Snipping Tool, Photos, and Widgets in Windows 11, framing this move as an effort to reduce “unnecessary Copilot entry points” and be “more intentional” about where AI shows up. The features, or at least the underlying AI, are not disappearing entirely; they are simply becoming less conspicuous. For the practicing lawyer, the message is clear: powerful AI is being woven into everyday tools, but its creators still do not want you to rely on it the way you rely on a human associate. 🤖

when AI falls short, it is the lawyer—not the software vendor—who will have to answer to clients, courts, and regulators.

⚠️

when AI falls short, it is the lawyer—not the software vendor—who will have to answer to clients, courts, and regulators. ⚠️

That is precisely where the ABA Model Rules step in. Model Rule 1.1 requires competent representation and, through Comment 8, includes a duty to keep abreast of the benefits and risks of relevant technology. Using AI in law practice is increasingly seen as part of that competence obligation, but competence does not mean blind trust in unvetted outputs from a system whose own terms warn you not to rely on it. A lawyer who treats Copilot’s draft as a finished research memo, brief, or contract without independent verification risks violating the duty of competence every bit as much as a lawyer who never learned to use electronic research tools in the first place.

Model Rule 1.6 on confidentiality presents a second, and in many ways more pressing, concern. Generative AI systems may store, log, or otherwise use prompt content for analysis and improvement, which means uncritical copying and pasting of confidential client information into Copilot can create a non‑trivial risk of exposure. The ABA and commentators have emphasized that before entering client data into a generative AI tool, lawyers must assess whether that data could be disclosed or accessed by others, including through unintended re‑use in future outputs to different users. That risk analysis is not optional; it is part of your obligation to make reasonable efforts to prevent unauthorized access or disclosure.

Fake Citations from AI Tools can Threaten Accuracy and Legal Ethics!

Model Rules 5.1 and 5.3, which govern the responsibilities of partners, managers, supervisory lawyers, and non‑lawyer assistants, also apply to AI use. When you deploy Copilot in your firm, you are functionally introducing a new category of “assistant” whose work product must be supervised like that of a junior lawyer or paralegal. Policies, training, and review procedures are needed so that AI‑drafted content is consistently checked for accuracy, bias, hallucinations, and improper legal conclusions before it ever reaches a client, court, or counterparty. Ignoring Copilot’s disclaimers and Microsoft’s own hedging around reliability is, in effect, ignoring red flags that any reasonable supervising attorney would address.

Model Rule 1.4 on communication adds yet another dimension: transparency with clients about how you are using AI in their matters. Authorities interpreting the Model Rules have stressed that lawyers should keep clients reasonably informed, which includes explaining when and how AI tools are utilized to assist in their cases. This is particularly important where AI may affect cost, turnaround time, or the nature of the work performed, such as using Copilot to generate a first draft instead of assigning that task to an associate. Engagement letters and fee agreements are increasingly incorporating language about AI use, both to set expectations and to align with evolving ethical guidance.

The “for entertainment purposes only” language is more than a curiosity; it is a signal about allocation of risk. Microsoft’s disclaimer mirrors language historically used by psychic hotlines and other services seeking to avoid responsibility for inaccurate advice. When such a disclaimer is attached to a tool you might be tempted to use for legal analysis, the tool is telling you that you assume the risks of errors. Under the Model Rules, those risks ultimately translate into potential malpractice, sanctions, or disciplinary action if AI‑generated errors make their way into filed documents or client counseling.

Recent real‑world incidents involving lawyers who submitted briefs containing AI‑fabricated citations demonstrate how quickly misuse of generative AI can cross ethical lines. In those cases, the core problem was not that AI was used; it was that the lawyers failed to verify the content and then misrepresented fictitious cases as genuine authority to the court. That behavior implicates Model Rules 3.3 (candor toward the tribunal) and 8.4 (misconduct) along with competence. Copilot’s warnings about possible mistakes do not excuse a lawyer from the duty to check every citation, quote, and legal conclusion that AI produces before relying on it.

lawyers must assess whether that data could be disclosed or accessed by others

⚠️

lawyers must assess whether that data could be disclosed or accessed by others ⚠️

For practitioners with limited to moderate technology skills, the answer is not to abandon AI entirely, but to approach it with structured safeguards. A practical workflow might involve using Copilot to outline a research plan or draft a first pass at a contract clause, followed by standard legal research in trusted databases and rigorous review by a human lawyer before anything is finalized. Firms should configure Copilot and other AI tools in ways that minimize data exposure, such as disabling cross‑tenant learning, a feature that lets the system learn from patterns across multiple organizations’ environments, where possible, and restricting which matters and users can access certain features. Training sessions can focus less on technical jargon and more on concrete do’s and don’ts tied directly to the Model Rules, which is the language most lawyers already speak. 🧠

alawys Protect Client Confidentiality When Using AI in Modern Law Practice!

Governance is also essential. Written AI policies should address acceptable use cases, prohibited content for prompts, mandatory review standards, logging and auditing of AI‑assisted work, and incident response if an AI‑related error is discovered. These policies should be backed by regular training and by leadership that models appropriate use, rather than quietly delegating AI experimentation to the most tech‑savvy associates. Vendors’ evolving terms of use—including Microsoft’s move to revise its “entertainment purposes” language and adjust Copilot integration in Windows—should be monitored and incorporated into risk assessments over time.

In short, when AI falls short, it is the lawyer—not the software vendor—who will have to answer to clients, courts, and regulators. Copilot and similar tools can be valuable allies in a modern legal practice, but only if they are treated as fallible assistants whose work must be checked, not as oracles. The ABA Model Rules already provide the framework: competence, confidentiality, supervision, and honest communication. The task for today’s legal professionals is to apply that framework thoughtfully to AI, recognizing both its promise and its very real limitations before letting it anywhere near client work or court filings. ⚖️🤖

Podcasting for Lawyers: The Truth Behind the Mic at ABA TECHSHOW 2026 🎙️⚖️

🎧 Watch the ABA TECHSHOW 2026 panel: “Podcasting for Lawyers: The Truth Behind the Mic”

Podcasting has become one of the most powerful ways for lawyers to build authority, strengthen client relationships, and stand out in a crowded online marketplace—if it is done strategically and ethically. I recently had the privilege of serving on the March 26, 2026, ABA TECHSHOW panel, “Podcasting for Lawyers: The Truth Behind the Mic,” alongside moderator Ruby Powers and fellow panelists Gyi Tsakalakis and Stephanie Everett. Together, we walked through how attorneys can use podcasting, video, and legal technology to create consistent, professional content that supports real‑world business development while staying compliant with confidentiality and bar‑advertising rules. 🎧

In this post, you’ll find the recording of our ABA TECHSHOW 2026 session, a brief overview of the topics we covered, and links to tools and resources that can help you start—or sharpen—your own law‑firm podcast.

Brief Outline

1. Why podcasting makes sense for lawyers in 2026

  • How podcasting fits into modern law‑firm marketing and thought leadership.

  • The role of podcasts in SEO, GEO, and building long‑term visibility in your practice area.

  • Why authenticity, consistency, and a clear audience matter more than fancy production tricks.

2. Choosing your podcast’s audience and goals

  • Deciding whether you’re speaking to potential clients, referral sources, or other lawyers.

  • Aligning topics, interview guests, and episode formats with your business and reputational goals.

  • Avoiding the “variety show” trap and staying focused on the problems your audience actually cares about.

3. Building a realistic podcast tech stack for busy attorneys

  • Microphones and basic audio gear that deliver professional sound without breaking the bank.

  • Recording tools such as Zoom, Riverside, and StreamYard to capture both audio and video.

  • Hosting and workflow tools like Libsyn, Descript, Calendly, and Buffer that help you publish consistently and repurpose content efficiently.

4. Ethics, professionalism, and “the truth behind the mic”

  • Key confidentiality and advertising issues to consider when discussing client work or legal topics.

  • How to think about disclaimers, legal information vs. legal advice, and jurisdictional concerns.

  • Why podcasting is not just marketing content but also a professional reflection of how you communicate and practice law.

5. Making podcasting sustainable (and enjoyable) over time

  • Scheduling systems that keep you ahead on episodes without overwhelming your calendar.

  • Guest strategies that expand your network and add value for your audience.

  • How to measure success: client feedback, referrals, and qualitative signals—not just download counts.

Resources

  • 🌐 Session description on ABA TECHSHOW
    https://www.techshow.com/sessions/podcasting-for-lawyers-the-truth-behind-the-mic/

  • 💻 The Tech‑Savvy Lawyer.Page – blog and podcast
    https://www.TheTechSavvyLawyer.page

  • 🎙️ Tools and services mentioned

    • Buffer – https://buffer.com

    • Calendly – https://calendly.com

    • Descript – https://www.descript.com

    • Libsyn – https://libsyn.com

    • Riverside – https://riverside.fm

    • StreamYard – https://streamyard.com

    • Zoom – https://zoom.us

Suggested call‑to‑action paragraph

If you’re a lawyer or legal professional considering a podcast—or looking to refine the one you already have—I invite you to watch the full ABA TECHSHOW 2026 session and explore the resources above. Then connect with me at MichaelDJ@TheTechSavvyLawyer.Page to share what you’re building, ask questions about podcasting workflows and ethics, or suggest future topics you’d like to hear covered. 🎙️⚖️

📢 Special Shout-Out and Thank You to Ruby Powers for the invitation and Gyi and Stephanie for being great co-panelists!

📢 Your Tech-Savvy Lawyer Blogger and Podcaster, Michael D.J. Eisenberg, Announces His Upcoming Talk on Ethical AI Use in Legal Practice at the 2026 AI Legal Practice Summit!

Saturday, April 18, 2026 | Capital University Law School

As technology continues to transform legal practice, I’m honored to announce that I’ll be speaking at the 2026 AI Legal Practice Summit, hosted by my alma mater, Capital University Law School, in Columbus, Ohio. This event brings together attorneys, educators, and technologists to explore how artificial intelligence is reshaping the legal field — not just operationally, but ethically and professionally as well.

My presentation, “Smart Practice, Smarter Ethics: Navigating AI Tools Under the ABA Model Rules,” focuses on a topic that’s both timely and critically important: how lawyers can use emerging AI technologies responsibly while meeting their professional obligations under the ABA Model Rules of Professional Conduct.

👉 Learn more and view the full schedule at law-capital.libguides.com/2026_AI_Legal_Practice_Summit.
🎟️ Register today through Eventbrite: eventbrite.com/e/ai-legal-practice-summit-tickets-1986544900273.

Through my work on The Tech-Savvy Lawyer.Page blog and podcast, I’ve had countless conversations with practitioners who want to use AI to streamline tasks such as research, document drafting, and client management — yet remain uncertain about compliance, bias, and confidentiality. Law practice is evolving rapidly, but our ethical foundations must remain strong.

In my session, I’ll walk through key aspects of how the ABA Model Rules, including Rules 1.1 (Competence), 1.6 (Confidentiality of Information), and 5.3 (Responsibilities Regarding Nonlawyer Assistance), apply in an age of intelligent automation. These rules guide us in assessing not just what technology can do, but how and when it should be used.

Your faculty!

We’ll discuss:

  • Reviewing the tech stack you already own;

  • How to vet and implement AI-powered tools while maintaining confidentiality.

  • Questions to ask vendors about data handling and bias;

  • How to document best practices for firm-wide ethical compliance;

  • Ways to blend human legal judgment with algorithmic assistance; and

  • Managing client expectations about AI-enabled legal work.

My goal is to help attorneys approach technology with confidence — to experiment, adopt, and adapt responsibly. Being a “tech‑savvy lawyer” isn’t about mastering every gadget or platform; it’s about understanding how technology fits within the ethical framework of our profession.

The conversation around technological competence has matured since Comment 8 to Rule 1.1 was introduced. It’s no longer optional. Attorneys must understand the benefits, risks, and limitations of relevant technology to provide competent representation. Artificial intelligence highlights that reality better than any emerging tool before it.

Whether you’re a solo practitioner looking to automate administrative tasks, working for a government agency, or part of a large firm implementing AI-assisted legal research or document review, I’ll share specific practices you can adopt immediately.

If you’re attending and seeking Ohio CLE credit, please contact Jenny Wondracek at jwondracek@law.capital.edu for details.

PRogram description of my presentation.

The 2026 AI Legal Practice Summit will feature leading scholars, ethics experts, and seasoned practitioners. I’m looking forward to exchanging ideas, testing assumptions, and continuing a dialogue that helps ensure AI becomes a responsible partner—never a replacement—in the practice of law.

Let’s move forward together, with competence, curiosity, and care.

Learn more about the Summit at law-capital.libguides.com/2026_AI_Legal_Practice_Summit.
Register today: eventbrite.com/e/ai-legal-practice-summit-tickets-1986544900273.

I look forward to seeing you there! ⚖️

MTC: Hidden AI, GEO, and the ABA Model Rules: What Every Lawyer Needs to Know Before Their Next Client Finds Them Online ⚖️🤖

Generative AI is already talking about you, your law firm, and your practice area—even if you have never opened ChatGPT. 😳 Clients ask AI tools legal questions in natural language, and those systems answer by pulling from whatever content they trust online. For lawyers, that raises two intertwined issues: “hidden AI” inside everyday tools and the rise of Generative Engine Optimization (GEO). Together, they sit squarely in the path of your duties under the ABA Model Rules.

Legal Ethics Meets GEO and Hidden AI!

Hidden AI is everywhere in modern law practice tools. Microsoft 365 suggests text, summarizes long email threads, and drafts documents. Zoom transcribes and sometimes “enhances” meetings. Practice‑management platforms now market AI assistants that review documents, summarize matters, and even suggest next steps. Much of this AI runs quietly in the background, so it is easy to forget it exists—or to assume it is “just another feature.” Yet under ABA Model Rule 1.1, technological competence now includes understanding the benefits and risks of the technology you choose for your clients’ work. You cannot competently supervise what you do not even realize is there.

At the same time, AI tools sit on the front end of client development. When a potential client types, “How does a New Jersey divorce work and when should I hire a lawyer?” into an AI chatbot, that system gives an answer based on content it considers reliable. GEO—Generative Engine Optimization—is about making your content understandable, quotable, and safe for those systems to lift into the response. Where SEO asks, “How do I rank in Google’s blue links?”, GEO asks, “How do I become the answer AI gives when someone in my jurisdiction asks a real client question?” 🧠

Where the ABA Model Rules Fit

GEO and hidden AI are not just marketing trends; they are ethics issues.

  • Model Rule 1.1 (Competence). Comment 8 extends competence to relevant technology. ABA guidance on AI (including Formal Opinion 512) explains that lawyers must understand how AI tools work in broad strokes, their limitations, and their failure modes. If you expect clients to find you through AI‑generated answers, you should know what those systems are likely to say about your area of law and how your own content feeds into that ecosystem. ⚖️

  • Model Rule 1.6 (Confidentiality). You do not need to paste client facts into AI tools to do GEO. Good GEO content relies on hypotheticals and public law, not on confidential stories. But when you use AI inside Word, your practice platform, or a browser‑based assistant, you must know where the data goes, whether it is used for training, and whether additional client consent or stronger safeguards are required. 🔐

  • Model Rule 1.4 (Communication). When AI tools materially affect how you handle a matter—such as drafting, research, or review—you may need to explain that to clients in clear, non‑technical terms. In marketing, that same communication duty supports honest disclaimers: your GEO‑optimized articles must state that they are general information, not legal advice, and that AI summaries of your content are no substitute for a direct attorney‑client consultation.

  • Model Rules 7.1–7.3 (Advertising and Solicitation). GEO content must still be truthful and non‑misleading. You cannot let AI‑targeted content slide into promises of “guaranteed results” or vague claims of being “the best.” The fact that you are writing for AI as well as humans does not relax your duties under the advertising rules—it amplifies them, because misstatements can get replicated and amplified by AI tools. 📢

Handled thoughtfully, GEO can actually help you satisfy these rules. It encourages you to publish accurate, current, and jurisdiction‑specific explanations that educate the public and reduce confusion. Done poorly, it can push you into ethically dangerous territory where AI retells your overbroad claims to countless readers you never see.

What Is “Hidden AI” in Law Practice?

How AI Shapes Legal Ethics and Client Discovery

For many lawyers with limited or moderate tech skills, the biggest risk is not exotic AI research—it is quiet defaults.

Examples:

  • Word processors that turn on AI‑assisted drafting by default.

  • Email services that summarize conversations using third‑party models.

  • Cloud DMS, i.e., a cloud-based document management system, or practice platforms that offer “smart” suggestions based on client documents.

These tools can be legitimate productivity boosts, but under Rules 1.1 and 1.6, you must understand enough about them to decide when and how to use them. That includes asking:

  • Does this feature send client content to an external provider?

  • Is that provider training on my data?

  • Can I turn that training off?

  • Is there a business or enterprise version with better confidentiality terms?

You do not need to become a software engineer. You do need to know the basic data‑flow story well enough to make an informed risk judgment and to explain that judgment if a client or disciplinary authority asks. 🙋‍♀️

Moving from SEO to GEO—Ethically

Traditional SEO still matters. You still want clear titles, descriptive meta tags, fast and mobile‑friendly pages, and basic schema markup so search engines can understand your site. GEO builds on that foundation and asks you to go one step further: write in a way that large language models can safely quote.

GEO‑friendly legal content usually has:

✅   An answer‑first summary at the top: a short, plain‑English overview of the main question.

✅   Strong jurisdiction signals: repeated references to the state, province, or country, relevant courts, and applicable statutes.

✅   Specific client questions: headings written in the same conversational style clients use (“How long do I have to sue after a car accident in Ohio?”).

✅   Trust signals: bylines, credentials, bar memberships, links to statutes and court sites, and recent update dates.

For example, if you serve veterans in disability benefits work, your GEO page might be titled “How VA Disability Claims Work for [Your State] Veterans” and open with a five‑sentence, answer‑first summary in plain English. You would clearly note that you practice in specific jurisdictions, link to the VA and governing statutes, and spell out when someone should seek legal counsel. An AI system looking for a safe, jurisdiction‑clear answer is more likely to treat that content as a reliable source.

From an ethics standpoint, this structure helps you:

  • Stay in your lane (Rule 1.1) by emphasizing your actual jurisdiction and practice scope.

  • Provide accurate, non‑misleading information (Rules 7.1–7.3).

  • Communicate clearly about what your content is—and is not (Rule 1.4).

Practical First Steps for Non‑Techy Lawyers

You do not need to rebuild your entire site this week. A focused, incremental approach works well, especially if you are still building your tech confidence. Here is a practical sequence that maintains compliance with the Model Rules:

Legal Ethics Meets GEO and Hidden AI

  1. Audit your “hidden AI.” With your IT provider or vendor reps, identify where AI is already in use in your stack: Microsoft 365, Google Workspace, Zoom, your case‑management system, research tools, and any browser extensions. Turn off any features you cannot yet explain to yourself in basic terms. 🛠️

  2. Pick one practice area to GEO‑optimize. Choose the area that drives most of your matters. List the 10 most common client questions you actually hear. Those are the headings for your first GEO page.

  3. Write answer‑first, jurisdiction‑specific content. Use short paragraphs and plain language, and embed jurisdiction cues and citations to official sources. Include clear disclaimers about general information, no legal advice, and the need for a consultation.

  4. Refresh and expand over time. Revisit that page whenever law or practice changes, add FAQs, and link related posts. This keeps content current for both search engines and AI tools.

  5. Document your choices. If you decide to use specific AI tools in drafting content or in client work, note your reasoning: confidentiality safeguards, vendor terms, and how you supervise outputs. This helps show that you approached AI use thoughtfully under Rules 1.1, 1.4, 1.6, 5.1, and 5.3. 📚

The core message is simple: you do not have to master every technical detail to be a tech‑savvy lawyer, but you do have to stop pretending that AI is optional. Your clients are already using it; your vendors are already embedding it; and AI systems are already shaping how clients find you. Taking a deliberate, ethics‑aware approach to hidden AI and GEO is no longer extra credit—it is part of protecting your clients, your reputation, and your license. 🚀⚖️

MTC

Word(s) of the Week: Understanding the Evolution of Artificial Intelligence: From AI to Generative AI to AI LLMs — and Why It Matters for Today’s Legal Professionals ⚖️🤖

lawyers need to understand what AL LLM can and can’t do!

Artificial Intelligence (AI) is transforming the legal industry, yet confusion still exists about what different terms mean — and why they matter. Terms like AI, Generative AI, and AI LLM (Large Language Model) are often used interchangeably, but they describe very different levels of capability. Understanding these distinctions is essential for attorneys navigating new professional responsibilities and compliance expectations under the ABA Model Rules. Let’s break down what each term means, why the progression matters, and what the next step—AI LLMs—means for legal practice.

AI: The Foundation of Machine Intelligence

Traditional AI refers to systems designed to perform tasks that require human-like intelligence. These tasks include pattern recognition, data sorting, predictive analytics, and document classification. For example, early e-discovery tools that identify relevant documents in large datasets use AI algorithms to flag patterns.

In legal practice, this type of AI boosted efficiency but remained narrow in function. Lawyers controlled the inputs and closely supervised the outcomes. Under ABA Model Rule 1.1 (Competence), using such tools responsibly required understanding their purpose and reliability, not their coding. Attorneys had to ensure that outputs were accurate and ethically sound.

Generative AI: Creating, Not Just Sorting

As technology evolved, so did AI’s capabilities. Generative AI differs from basic AI because it creates content instead of just classifying it. These models generate text, images, code, and even legal-style drafts based on training data. Tools like ChatGPT, which fall under this category, can draft letters, summarize cases, or brainstorm argument strategies.

Generative AI introduces profound efficiency benefits. A solo practitioner, for example, can use AI to prepare first drafts of client letters or marketing content quickly. The risk, however, is accuracy. Because these models generate content probabilistically, they can “hallucinate” — producing incorrect or fabricated information that sounds authoritative.

Generative ai is great at creating contENt - just watch out for hallucinations!

Under ABA Model Rule 5.3 (Supervision of Nonlawyer Assistants), lawyers must exercise oversight over tools like these since they function similarly to an assistant. Lawyers must verify all AI-generated output before use, maintaining professional independence and ethical standards.

AI LLMs: The Next Step in Practice Intelligence

AI LLMs — large language models — represent the next and most transformative step. Unlike earlier forms of AI, LLMs process massive datasets and can understand nuance, intent, and context in human language. This allows them to perform legal research, summarize filings, analyze contracts, and even simulate case strategies.

The key difference is scale and sophistication. LLMs learn not only from pre-set instructions but also by understanding the relationships between words and concepts. This contextual learning enables attorneys to interact with these systems conversationally. For example, an LLM-based research assistant can respond to a query such as, “Find Illinois cases interpreting non-compete clauses after 2023,” and then produce accurate summaries or citations.

Yet with great capability comes heightened responsibility. ABA Model Rule 1.6 (Confidentiality) applies when attorneys input client data into online tools. If the platform is public or cloud-based, lawyers must assess data handling, encryption, and privacy policies. Additionally, per Model Rule 1.1, competence now includes understanding how LLMs generate and manage information.

Why the Distinction Matters

The distinction between AI, Generative AI, and AI LLMs matters because it affects how attorneys use the technology within ethical, secure boundaries. A misstep in understanding can result in breached confidentiality, inaccurate filings, or ethical violations.

✅ AI assists.
✅ Generative AI creates.
✅ AI LLMs reason and interact.

In practical terms, lawyers need to update policies, train staff, and disclose use of these tools when appropriate. Law firms that adopt LLM-based platforms responsibly will gain a competitive advantage through increased efficiency and improved client service — without compromising professional duties.

Looking Ahead

Lawyers who use ai llms can save hours of menial work - always check your work!

AI LLMs are not replacing lawyers; they are amplifying their insight and reach. Attorneys who stay informed and practice technological competence will thrive in this next phase of digital legal service. The evolution from AI to Generative AI to LLMs represents not just a technological shift, but a professional one — requiring careful balance between innovation, ethics, and human judgment. ⚖️

🎙️ Ep. #134 — AI-Powered Legal Writing: How BriefCatch Helps Lawyers Write Smarter, Not Harder with Ross Guberman.

My next guest is Ross Guberman — founder of BriefCatch, nationally recognized legal writing trainer, and author of several acclaimed books on persuasive legal writing. Ross has trained thousands of lawyers and judges across the country. After years of teaching the craft of legal writing, he channeled that expertise into building BriefCatch — a purpose-built AI writing tool that lives right inside Microsoft Word and Outlook, scanning your legal documents using roughly 17,000 rules to help you write cleaner, sharper, and more persuasive work product. Whether you're a solo practitioner or part of a large firm, Ross brings insights that are immediately practical — no matter your tech comfort level. 🚀

Join Ross Guberman and me as we discuss the following three questions and more!

  1. 🏆 From your vantage point — having trained thousands of lawyers and judges and now running BriefCatch — what are the top three ways lawyers can leverage AI-driven writing tools like BriefCatch inside Word and Outlook to measurably improve the quality and persuasiveness of their briefs without sacrificing their own voice or judgment?

  2. ⚖️ For a tech-curious but time-strapped practitioner, what are the top three everyday workflows beyond traditional brief writing where lawyers are leaving the most value on the table by not using tools like BriefCatch and other legal tech?

  3. 🔮 Looking ahead five years, what are the top three technology competencies every lawyer must develop — not just "nice to have" skills — to collaborate effectively with AI, stay ethically compliant, and turn technology into a genuine competitive advantage rather than a source of risk?

In our conversation, we cover the following:

  • [00:30] 💻 Ross's current tech setup — MacBook Pro M4 Max, macOS, and iPhone 16

  • [01:30] 🔄 Why keeping your OS updated matters — security and performance

  • [03:00] 🖥️ External monitors, portable screens, and traveling with tech

  • [07:00] 📱 Using your iPad as an external monitor via Apple Sidecar

  • [08:30] 🎪 Bonus Question #1 - Ross’s experience in the ABA TECHSHOW Startup Alley

  • [11:00] ✍️ Question #1 — Top 3 ways to use AI writing tools to improve briefs without losing your voice

  • [12:00] 🧑‍⚖️ Using AI to role-play as a skeptical judge or opposing counsel to pressure-test your brief

  • [13:00] 📊 Transforming fact sections into timelines and case law into comparison charts

  • [14:00] 📝 Using AI as a self-check for hyperbole, redundancy, and tone

  • [15:30] 📲 How judges now read briefs on iPads — and what that means for your writing style

  • [17:00] 📂 Using Text Expander to store and deploy your best prompts

  • [18:30] 🎙️ Google Notebook LLM as a learning and podcast creation tool

  • [20:00] 🧩 Bonus Question #2 — What is BriefCatch and why use purpose-built legal AI over general tools?

  • [21:00] 🚀 The origin story of BriefCatch — from side hustle in 2018 to funded legal tech startup

  • [22:30] ⚙️ Workflow, ethics rules, and attorney-specific conventions — why legal-specific AI wins

  • [24:30] 📋 Question #2 — Top 3 underused everyday workflows for lawyers using AI

  • [25:00] 📧 Using AI with your email to surface unanswered messages and unresolved threads

  • [25:45] 📁 Mining your past work product for patterns, style, and reusable language

  • [26:30] 📅 Having AI review your calendar and correspondence for efficiency insights

  • [27:00] 🔒 Data privacy, security settings, and the risks of default AI configurations

  • [28:30] 🏛️ New York State's data protection approach and what more states should do

  • [29:30] 🤖 Question #3 — Top 3 technology competencies every lawyer must master in the next five years

  • [30:00] 🧠 Understanding how LLMs actually "think" — reading the AI's reasoning chain

  • [30:45] 🖊️ Making AI output sound like you — the human voice in an AI-generated world

  • [31:30] 🔧 Integrating AI into your daily workflow while preserving human judgment

  • [32:00] 👏 Closing thoughts and where to find Ross and BriefCatch

RESOURCES

🔗 Connect with Ross Guberman

  • 📧 Email: ross@briefcatch.com

  • 🌐 Website: https://www.briefcatch.com

  • 💼 LinkedIn: Search "Ross Guberman" on LinkedIn at https://www.linkedin.com

📌 Mentioned in the Episode

🖥️ Hardware Mentioned in the Conversation

☁️ Software & Cloud Services Mentioned in the Conversation

BOLO: Gone (Almost) Phishin’: What a Sophisticated Apple Scam Teaches Lawyers About Cybersecurity, Client Confidentiality, and ABA Ethical Duties 🚨📱

Lawyers Face Sophisticated Apple Phishing Scam Cybersecurity Risks!

A recent real‑world phishing attempt against a well‑known technology CEO offers an important warning for lawyers and law firms about how modern scams now convincingly mimic “legitimate” security workflows. This attack did not rely on laughable grammar, obvious fake domains, or clumsy social engineering; instead, it weaponized Apple’s genuine password‑reset system, real support case IDs, and realistic phone support to try to compromise the victim’s Apple ID. For lawyers who increasingly rely on mobile devices, cloud services, and multi‑factor authentication for client communications, this kind of scam is not hypothetical—it's a direct threat to client confidentiality and professional responsibility.

In the incident, the victim’s Apple Watch, iPhone, and Mac all began displaying unexpected prompts to reset the Apple ID password, despite the user running Apple’s Lockdown Mode on all devices. The prompts were not generated by malware on the devices, but by an attacker repeatedly triggering Apple’s legitimate password reset flow, thereby flooding the user with authentic-looking notifications. From the perspective of a busy lawyer, such prompts might be dismissed as an annoyance or, worse, acted upon in haste. Either reaction, without careful verification, can create risk. 📲

The scam escalated when the attacker called, posing as “Alexander from Apple Support,” referencing a real Apple support case that they had opened themselves by impersonating the victim. Because Apple’s own systems generated a valid case ID and corresponding emails, the communications appeared fully authentic; no spam filter or “phishing awareness” toolbar would have flagged them as suspicious. The caller began with correct, even prudent, security advice—check your account, verify nothing has changed, consider updating your password—which is precisely the kind of guidance many lawyers expect from legitimate support channels. This blend of real security language with a fraudulent goal is what makes the scam so dangerous. 🧠

Phishing Lessons for Lawyers Using Apple Devices and Cloud Tools!

The critical moment came when “Alexander” sent a text with a link to “audit-apple.com,” a pixel‑perfect imitation of Apple’s site that displayed the real case ID and even a fake transcript of the attackers’ prior “chat” with Apple. At the bottom of the page sat a “Sign in with Apple” button, intended to harvest the victim’s credentials under the guise of closing a fraudulent request. Only after poking at the site and noticing that any case ID produced the same result did the victim confirm it was a scam and confront the attacker. Many lawyers, particularly those with only moderate comfort with technology, might not test the site this way and could be persuaded by the case ID and realistic presentation. 🕵️‍♂️

For legal professionals, the ethical implications are significant. ABA Model Rule 1.1 on competence requires lawyers to understand the benefits and risks associated with relevant technology, including the ability to recognize and respond to sophisticated phishing. The duty of confidentiality under Rule 1.6 requires taking reasonable steps to prevent unauthorized access to client information, which includes protecting accounts and devices that store or access client files, email, and messaging. If a lawyer’s Apple ID or similar account is compromised, attackers may gain access to privileged communications, document repositories, calendar entries, and even secure messaging apps that sync via the device.

Model Rule 5.3 extends these obligations to nonlawyer assistants, including staff and outside vendors who may handle client data or access firm systems. If partners and associates are vulnerable to such scams, staff and contractors are as well; firm leadership must implement policies, training, and incident‑response procedures that recognize the new generation of phishing where everything “looks right” until you inspect the URL or underlying flow. This aligns with recognized best practices: anti‑phishing training, simulated phishing exercises, and clear escalation paths for suspicious security communications.

Key practical lessons for lawyers from this incident include:

  • Do not approve unexpected password‑reset prompts; instead, go directly to your device or account settings via a known‑good path (e.g., Settings → Apple ID on your device).

  • Treat unsolicited “support” calls with extreme skepticism, even when they reference real case IDs or recent activity; major vendors like Apple will not call you out of the blue to fix a security issue.

  • Always verify the URL before entering credentials; for Apple, support should live on apple.com or getsupport.apple.com, not look‑alike domains.

  • Establish a firm‑wide rule: no one—IT, vendors, or support—will ever ask for passwords, one‑time codes, or sign‑in via a link sent in an unsolicited message; any such request must be verified through a separate, trusted channel.

Apple Scam Warning for Lawyers Protecting Client Confidentiality

From an ethical‑risk perspective, a successful attack of this kind could trigger duties to notify clients, insurers, and regulators, depending on your jurisdiction’s breach‑notification regime and professional‑conduct rules. Even an “almost‑breach,” like the one described in this article, is a valuable opportunity for firms to revisit incident‑response plans, document what would happen if a lawyer’s Apple ID or smartphone were compromised, and rehearse the steps for containing damage. Doing so not only supports compliance with Model Rules 1.1 and 1.6 but also demonstrates to clients and courts that the firm takes cybersecurity governance seriously. ✅

The story also underscores that even highly technical users can be momentarily convinced by a well‑crafted scam, which should encourage humility rather than embarrassment among lawyers who worry they are “not technical enough.” The correct response is not shame, but systems: layered security controls, clear verification procedures, and regular training that turn individual vigilance into institutional resilience. Ultimately, as phishing attacks become more sophisticated and exploit real security workflows, lawyers must elevate their cybersecurity awareness to meet their ethical obligations and preserve the trust at the core of the attorney‑client relationship. 💼

📰 ABA TECHSHOW 2026 Recap: From AI Hype to LLM Reality, Google Workspace, and Ethical Lawyering in the Age of Bots ⚖️🤖

The Real Story Behind ABA TECHSHOW 2026

The techshow is the conference to go to keep your pulse on the technology lawyers should be using every day!

Walking into ABA TECHSHOW 2026 this year, I wasn’t thinking about shiny gadgets; I was thinking about competence, client service, and what it will mean to practice law in an era dominated not just by “AI,” but by large language models (LLMs) quietly shaping almost everything we see and share online. During my work on The Tech-Savvy Lawyer.Page blog and podcast, I keep running into the same pattern: lawyers know they should understand legal technology, yet they worry they’ll break something, breach a rule, or look foolish in front of their staff. TECHSHOW 2026 aimed directly at that anxiety — but this year, the conversation needs to go beyond what AI and generative AI can do and toward how LLMs and search bots are already shaping our professional identities online and offline. ⚖️💻

Keynotes: The “AI Dividend” and Your Time

The keynote lineup captured the tension between promise and risk. Legal market analysts highlighted what some called the “AI Dividend”: when machines take over routine drafting and research, lawyers gain time to think, advise, and advocate at a higher level. The real question — one I’ve been hammering on The Tech-Savvy Lawyer.Page for years — is what you will do with the time technology gives back (some of that time should include reviewing your work, e.g., your case citations). Tech-savvy speakers pushed attendees to look past vendor hype and focus on the broader digital environment, where consumer-facing tools, search engines, and recommendation algorithms are setting new expectations for speed, transparency, and availability.

Practical AI in the Sessions

Inside the conference rooms, the “Taming the Machines” and related AI tracks met baseline concerns (some with hands-on workshops) focused on realistic use cases: assisted drafting, pattern spotting in discovery, and summarizing voluminous documents. These sessions were built for lawyers who live in Word, Outlook, Google Workspace, and practice management systems and who simply want to stop retyping the same paragraphs. The faculty hammered home a critical point: generative AI is an assistant, not a decision-maker; you remain the lawyer, responsible for accuracy, judgment, and ethics under the ABA Model Rules. 🤖📄

Google Workspace, Microsoft 365, and Using What You Already Own

Mathew Krebis’ session on Google Workspace drove that message home in very practical terms. He showed how many firms are only scratching the surface of tools they already pay for: shared Drives with well-structured permissions, real-time collaboration in Google Docs, Gmail automation for intake and follow-up, and Google Calendar combined with Tasks to keep matter timelines under control. When you layer in emerging AI features in Workspace — smart replies, document summaries, suggested outlines — you see how even modest use of these tools can dramatically reduce friction in daily practice, and the tools Mathew discussed are not isolated to “law practice management” systems.

The takeaway was powerful: before you chase a new platform, fully exploit the ecosystem you already have. For many firms, “being more tech-savvy” starts with properly configuring their Google Workspace, Microsoft 365, or other SaaS platform, rather than buying yet another service.

Podcasting, Social Media, and LLM-Driven Visibility

Meanwhile, one other yet important frontier — and one that still feels underexplored — is what happens when LLMs and search bots become the primary lens through which clients, colleagues, and even opposing counsel discover you. That’s where my panel, 🎧 Podcasting for Lawyers: The Truth Behind the Mic, came in.

Ruby L. Powers, Gyi Tsakalakis, Stephanie Everett, and I discussed podcasting and social media not just as marketing channels, but as structured signals fed into LLM-driven engines that are constantly indexing, ranking, and inferring who is an authority on a given topic. Whether you talk about appellate practice, family law, or even a hobby outside the law, your content becomes training data for Generative Engine Optimization/LLM bots that decide which voices surface first when someone types a question into an AI chatbox. 🎙️🌐

In other words, your digital footprint is no longer static. It is being interpreted, reassembled, and presented as answers — often without you ever seeing the intermediate steps. That reality raises a new layer of ethical questions under the ABA Model Rules. Model Rule 7.1’s prohibition on false or misleading communications about the lawyer or the lawyer’s services takes on a new twist when LLMs remix snippets of your posts, podcasts, Google Workspace–hosted client alerts, and blog articles into composite “advice.”

You might be scrupulously accurate in your content, but if an LLM mischaracterizes it or presents it out of context, what then? TECHSHOW 2026 addressed traditional risks like hallucinated case citations, but there is room for a deeper, explicit conversation about how LLM-driven discovery intersects with advertising, communication, and competence duties.

EXPO Hall: Tools, Timekeeping, and Vendor Reality Checks

The EXPO Hall, as always, served as a laboratory of possibilities. Practice management platforms, billing tools, document automation, and a wave of AI-enhanced products competed for attention. Timekeeping tools that automatically capture activity across devices and applications and then propose draft time entries have grown dramatically since last year. For lawyers still reconstructing their days from memory and sticky notes, this is more than a marginal upgrade; it directly affects revenue, work-life balance, and accuracy.

But the fair warning comes here: make sure vendors are showing you what their product can do today, not what they hope it will do someday. In the LLM era, marketing decks are often several steps ahead of deployed reality. 🧾⏱️

Remember, you have an obligation under Model Rule 1.1 (competence) and Model Rule 5.3 (responsibilities regarding non-lawyer assistance) to understand the capabilities and limitations of any tech you “delegate” work to. Asking hard questions about current functionality, data handling, and audit trails is not being difficult; it is part of your duty of care.

Cybersecurity, Confidentiality, and LLM Risk

networking oppOrtunities like the taste of tecHshow” is a great way to talk with and learn from other lawyers about using tech in the practice of law.

The sessions on cybersecurity and confidentiality continued to do vital work. Under Model Rule 1.6, our obligation to protect client information extends to cloud storage, email, video conferencing, and the mobile devices we casually use in airport lounges. The “Guardians of the Data” track walked through practical checklists rather than abstract fearmongering: password managers, multi-factor authentication, properly configured backups, and vendor due diligence.

For firms running on Google Workspace, that translated into concrete steps: enforcing two-step verification, tightening Drive sharing settings, using client-specific shared Drives instead of ad hoc personal folders, and monitoring admin logs for suspicious access. The move from generic “AI” to LLM-powered services on any platform increases data risk, because many tools rely on ingesting your content — sometimes including client information — to improve their models. If you don’t understand where your data is going and how it is used, you cannot credibly say you are meeting confidentiality obligations. 🔐☁️

Competence, Human-in-the-Loop, and Everyday Workflows

You have an obligation under Model Rule 1.1 (competence) and Model Rule 5.3 (responsibilities regarding non-lawyer assistance) to understand the capabilities and limitations of any tech you “delegate” work to. Asking hard questions about current functionality, data handling, and audit trails is part of your duty of care.

Balancing this skepticism, though, is an equally important truth: becoming proficient with AI and LLM-based tools is not a spectator sport. You cannot satisfy your duty of technological competence from the sidelines. You have to use the tools first on a small scale, then progressively in more critical workflows, always with appropriate supervision and verification.

That might mean piloting an AI drafting feature in Google Docs and Microsoft Word for internal templates, or testing structured intake forms and automations inside Google Workspace or Microsoft 365 before rolling them out firm-wide. Ignoring AI because it feels uncomfortable is no longer the safer option. In some practices, failing to integrate it intelligently — while peers and opposing counsel do — may itself raise competence concerns as expectations evolve in courts and among clients. 🧩📈

Saturday Sessions: From “Use AI” to “Use AI Responsibly”

On Saturday, the 9 a.m. conversation among ABA President Michelle A. Behnke, Immediate Past President William R. “Bill” Bay, and President-Elect Barbara J. Howard, underscored how all of this ties into the rule of law and access to justice, framing AI as something lawyers now have a responsibility to actually use, not simply watch from the sidelines. The 10 a.m. session with Judge Timothy S. Driscoll then shifted the focus from “use AI or be left behind” to “use AI responsibly,” making it clear that judges, too, are integrating AI into their work and that they are not immune from mistakes when they rely on it.

The message for everyone in the courtroom ecosystem was simple and blunt: “Review, review, and review” any work touched by AI, because AI is a non‑infallible tool that does make errors and can mislead the unwary. Together, these sessions acknowledged the growing digital divide: lawyers and clients who can’t or won’t adopt technology risk falling out of the mainstream of legal services, while those who adopt it recklessly risk eroding confidence in both their own work and the justice system as a whole.

We are not merely debating convenience; we are deciding who gets effective representation and who is left out because the lawyer they might have hired never appeared in their LLM‑driven search results — or appeared with AI‑boosted visibility but poor ethical judgment. Technology, in this sense, is not optional; it is one of the few levers we have to expand meaningful access to legal help, provided we wield it with intent, humility, and rigorous human review. ⚖️🧠

LLM Literacy: The Next Core Competency

That balance — between caution and experimentation — is where TECHSHOW 2026 both excelled and showed its next frontier. Many sessions made AI approachable, breaking down concepts for lawyers with limited to moderate tech skills and providing concrete workflows they could apply on Monday. What I would like to see more explicitly next year is programming that treats LLM literacy as a core competency: understanding how LLMs are built, how they index and surface information, how your content feeds into them, and how that affects everything from client intake to reputation, whether you are working in Microsoft 365, Google Workspace, or a specialized legal platform.

From my vantage point as a legal tech ambassador at The Tech-Savvy Lawyer, the most successful sessions respected that many lawyers are highly capable professionals who simply haven’t had the time or guidance to modernize their workflows. They don’t need to become prompt engineers. They need guardrails, roadmaps, and clear examples of how to align AI, LLM tools, and mainstream platforms like Microsoft 365 and Google Workspace with the ABA Model Rules and local bar guidance. When faculty focused on incremental steps — tightening cybersecurity configurations, adding a layer of AI-assisted drafting under strict human review, building a consistent content strategy that LLMs can reliably recognize — the room should lead in.

A Tough-Love Takeaway for Lawyers

If you are a lawyer who still feels behind, here’s the core message I took away from TECHSHOW 2026, with a bit of tough love: you don’t need to chase every new tool, but you can’t afford to ignore LLM-driven AI and the platforms you already live in, like Microsoft 365 and Google Workspace, any longer. Understand the basics; pilot one or two well-vetted tools to start improving your efficiency without sacrificing the need for a true human-in-the-loop.

SEE YOU IN CHICAGO FOR ABA TECHSHOW 2027!!!

Read your jurisdiction’s ethics opinions on AI and technology. Build habits that protect client data by default. Use your own content — whether blog posts, newsletters, or podcasts — to train the bots to see you as a trusted authority rather than a digital afterthought. Ultimately, your bar license may be at more risk from not engaging with AI than from engaging with it carefully and intelligently.

The future of legal practice will not wait until we are all comfortable; it is here now, embedded in the search boxes, recommendation engines, and tools your clients already use. TECHSHOW 2026 made that clear. The next move is yours. 🚀⚖️

MTC

📓 Word of the Week: GEO (Generative Engine Optimization)

Generative Engine Optimization empowers modern lawyers with AI-driven legal marketing!

In legal marketing, GEO—Generative Engine Optimization—is the next evolution beyond traditional SEO. GEO focuses on making your content understandable, trustworthy, and quotable by generative AI systems like ChatGPT, Gemini, Copilot, Perplexity, and Google’s AI experiences. 🧠

Traditional SEO was about ranking in a list of blue links. GEO is about becoming the source that AI tools cite when a potential client asks a legal question in natural language. For lawyers, this means writing clear, jurisdiction-specific, client‑focused answers that AI can safely lift into its responses.

Under ABA Model Rule 1.1, technological competence now includes understanding the benefits and risks of AI tools you use in practice and in marketing. 📚 GEO is not optional “extra credit” anymore, it is part of staying reasonably up to date with “the benefits and risks associated with relevant technology.”

From SEO to GEO for Lawyers

SEO still matters. You still need solid titles, meta descriptions, and clear on‑page structure so Google and other search engines can crawl and index your site. What changes with GEO is the audience for your content expands from humans and search bots to large language models that want direct, conversational, and well‑structured answers.

Think of it this way:

  • SEO asks, “How do I rank for ‘divorce lawyer Toronto’?”

  • GEO asks, “How do I become the answer when someone asks, ‘How does divorce work in Ontario and when should I call a lawyer?’ in an AI chat box?” 🇨🇦

  • Effective GEO content for law firms tends to share these traits:

    • Answer‑first summaries at the top of the page.

    • Clear jurisdiction and practice‑area signals.Plain‑English explanations of specific client questions.

    • Updated timestamps and trustworthy citations to statutes, rules, and court sites.

For attorneys with limited or moderate tech skills, this is less about learning code and more about tightening how you explain your work online. GEO rewards the same skills you already use in client communications: clarity, precision, and staying within your lane. ✅

GEO and the ABA Model Rules ⚖️

Ethical AI use strengthens confidentiality, competence, and trust in legal practice!

GEO strategy touches several ABA Model Rules that govern how you use AI and publish legal content:

  • Model Rule 1.1 – Competence. ABA guidance on AI (e.g., Formal Opinion 512) explains that competence includes understanding how AI tools work, their limitations, and their failure modes. If you expect clients to find you through AI answers, you should understand what those systems are likely to say about your practice area and how your content feeds into them.

  • Model Rule 1.6 – Confidentiality. GEO does not require you to feed client facts into AI systems. You can build GEO‑optimized content using hypotheticals and public information. When you do use AI tools to draft or refine content, you must confirm how the tool handles data, whether it trains on your prompts, and whether additional client consent is needed. 🔐

  • Model Rule 1.4 – Communication. When AI tools materially affect how a matter is handled, ABA guidance suggests you may need to discuss that with clients. In marketing, that translates to accurate disclaimers: clearly state that your GEO‑friendly pages are “general information, not legal advice,” and that an AI‑generated summary is no substitute for a direct consultation.

  • Model Rules 7.1–7.3 – Advertising and Solicitation. GEO content must remain truthful, non‑misleading, and consistent with advertising rules. Avoid guarantees, avoid puffery about being “the best,” and ensure that AI‑oriented content still reflects actual experience and jurisdictional limits.

Handled well, GEO can support your ethical duties: it helps you publish accurate, current, and educational information that clients and AI tools can rely on.

Practical GEO Steps for Law Firms

Difference between SEO and GEO shapes modern legal marketing and AI visibility.

Here are concrete ways to start moving from SEO to GEO without overhauling your entire site:

  1. Rewrite key pages with answer‑first structures. Open with a 3–5 sentence plain‑English answer to the main question, then expand with headings and FAQs.

  2. Add jurisdiction markers everywhere it matters. Include the province or state, city, and court level on your practice pages and FAQs.

  3. Build detailed FAQ hubs around real client questions in your niche, using conversational phrasing that mirrors how people talk to AI tools. 💬

  4. Strengthen E‑E‑A‑T signals: list credentials, publications, bar memberships, and awards; link to reputable external sources; keep author bylines current.

  5. Maintain technical SEO basics: fast, mobile‑friendly pages with clear title tags, meta descriptions, headings, and schema markup (e.g., for FAQs and legal services).

  6. Regularly refresh high‑value pages to keep them current with legal changes and to signal freshness to both search engines and AI systems. 🔁

  7. You do not need to do everything at once. Start with one practice area, identify the ten most common questions, and create a GEO‑optimized resource page that you would be comfortable seeing quoted by an AI tool.

Exclusive ABA TECHSHOW 2026 Offer 🎙️⚖️ — $5 Off The Lawyer’s Guide to Podcasting (On-Site Only, While Supplies Last!) + Join Our Live Sessions on Podcasting and Video Presence

Hey ABA TECHSHOW 2026 Attendees! 🎉

I’m thrilled you’re joining us in Chicago to explore how technology can elevate modern law practice. ABA TECHSHOW is one of my favorite spaces for real-world conversations about legal tech, and this year I’m especially excited to connect with those of you who want to put your voice — and your expertise — to work through podcasting and video.

ABA TECHSHOW 2026 attendees get your discounted LTG: The Lawyer’s Guide to podcasting at the techshow while supplies last!!!

To celebrate TECHSHOW and support lawyers who are podcast-curious but not necessarily “tech experts,” I’m offering a special, in-person-only discount on my book, The Lawyer’s Guide to Podcasting. 📚🎙️ During ABA TECHSHOW 2026, attendees can purchase a physical copy on-site for $19.99, which is $5 off the regular $24.99 price, on-site only and while supplies last.

This book is written for lawyers with limited to moderate technology skills who want a clear, practical, ethics-aware roadmap to launching and sustaining a podcast. You don’t need a production team or a studio; you need a realistic workflow, the right level of tech, and an understanding of how the ABA Model Rules apply when your voice becomes part of your marketing and client-education strategy.

Join Me and My Co-Hosts at ABA TECHSHOW 2026 🎤

You’ll find me on the ABA TECHSHOW 2026 program in two sessions that sit right at the intersection of technology, communication, and professional responsibility.

🎧 Podcasting for Lawyers: The Truth Behind the Mic

In this session, I’ll be joined by a powerhouse group of legal podcasters and marketers:

  • Ruby L. Powers – A board-certified immigration attorney, law firm owner, legal innovator, and host of the Power Up Your Practice podcast, Ruby brings deep experience in law firm leadership, remote practice, and legal tech adoption.

  • Gyi Tsakalakis – A well-known legal marketing professional and podcast host, Gyi focuses on helping lawyers understand how digital marketing, SEO, and content (including podcasts) drive real-world client development.

  • Stephanie Everett – Co-author of The Small Firm Roadmap Revisited and host of The Lawyerist Podcast, Stephanie works with small firms on strategy, operations, and building sustainable, client-centered practices.

Together, we’ll discuss how, in a world crowded with blogs and social media, podcasting gives lawyers a unique way to build authority and connect with audiences on a more personal level. You’ll hear from lawyers and experts who actively run podcasts and work with law firms, and we’ll share the exact steps we’ve used to create compelling legal content that resonates, supports branding, and respects ethical boundaries.

🎥 Camera Ready Anywhere: Mastering Video Meetings with Clients, Courts, and Colleagues

In this session, I’ll be co-presenting with Temi Siyanbade:

  • Temi Siyanbade – An attorney, speaker, and author of Show Don’t Tell: How Lawyers Can Use Video to Stand Out, Create More Value, and Revolutionize Their Firms, Temi helps legal professionals strategically use video to build trust and communicate more effectively.

Virtual communication is now a permanent part of practice, whether you’re meeting with clients, negotiating with opposing counsel, or appearing before the court. In this session, Temi and I will share practical best practices for using Microsoft Teams and Zoom, including audio, video, lighting, framing, and on-screen presence, so your tech setup supports — rather than undermines — your advocacy and client service.

Ethics, ABA Model Rules, and Tech Competence ⚖️

Find me at the techshow to get your onsite discount and take home a great guide to get your podcast started!

Podcasting and video both touch directly on your professional responsibilities. In The Lawyer’s Guide to Podcasting, I connect the practical steps of planning, recording, and publishing to the ABA Model Rules of Professional Conduct, including:

I walk through how to use clear disclaimers, separate legal information from legal advice, and avoid inadvertently revealing confidential or identifying information. The goal is to help you become tech-savvy in a way that is realistic, ethical, and sustainable.

What You’ll Get from The Lawyer’s Guide to Podcasting 📘

Inside the book, you’ll find:

  • Plain-language tech guidance: realistic microphone, software, and hosting recommendations for busy lawyers.

  • Step-by-step workflows: planning, recording, editing, and publishing made manageable for your schedule.

  • Ethical “checkpoints”: where to pause and consider confidentiality, advertising rules, and jurisdiction-specific requirements.

  • Integration tips: how to embed your podcast on your website, share it in newsletters, and repurpose episodes for SEO and client education.

This is not a book about becoming a sound engineer; it’s about becoming a tech-savvy lawyer who uses podcasting thoughtfully.

On-Site Only, While Supplies Last 🛍️

Because this offer is tied to ABA TECHSHOW 2026, the $5 discount is available only for on-site purchases by attendees and only while physical copies last. I wanted this to be a tangible benefit for those who make the trip — and a practical next step if one of our sessions sparks your interest in podcasting.

Here’s how to take advantage of it:

  • Add “Podcasting for Lawyers: The Truth Behind the Mic” and “Camera Ready Anywhere: Mastering Video Meetings with Clients, Courts, and Colleagues” to your TECHSHOW schedule.

  • Bring your questions about tech, ethics, workflows, and content.

  • Find me on-site after the sessions or around the conference to pick up your discounted, signed copy of The Lawyer’s Guide to Podcasting for $19.99 (regularly $24.99), on-site only and while supplies last. 📚✍️

SEE YOU AT THE TECHSHOW!!!

ABA TECHSHOW is about practical innovation and ethical implementation. Podcasting and video live right at that intersection — modern tools that, when used thoughtfully and in line with the ABA Model Rules, can enhance your competence, your communication, and your client relationships.

If you’ve been thinking about starting a legal podcast — or want a structured way to decide whether podcasting fits your goals — I’d love for you to join our sessions and pick up the book during the show. 🎧⚖️