MTC: Why Lawyers Should Wait Before Upgrading to the iPhone 18 Pro Max and Apple Watch Ultra 4, let alone any new hardware upon release 📱⌚⚖️

Why Lawyers Should Wait Before Buying New Hardware!

I'll admit it up front. I love Apple products. 🍎 My desk, my bag, and my wrist tell that story better than I can. Every September, I feel the pull of the keynote and all the reviews that follow. This year, I'm holding back. I haven't upgraded to the iPhone 18 Pro Max or the Apple Watch Ultra 4. Two news stories explain why.

This isn't an anti-Apple column. But it is an early adoption/purchase warning! ⚠️ Apple will likely fix both issues. But lawyers don't get to treat new hardware like a hobby purchase (as much as I’d like to! 🤗). Our devices carry client secrets, court deadlines, and our professional reputations. That changes the math. ⚖️

What Happened With the iPhone 18 Pro Max 📵

Lifehacker reports that a "small number" of iPhone 18 Pro Max units on AT&T can lose cellular service and show an SOS icon. Affected phones may not be able to make cellular calls. That may include calls to 911. 🚨

Apple released iOS 27.0.1 and an AT&T carrier-settings update. Those updates are meant to prevent the problem. They do not fix a phone that has already lost its connection. According to Lifehacker, the fix for an affected phone is a free exchange through Apple or AT&T. It is treated as a hardware defect under warranty.

Think about what that means for a solo practitioner. Your phone is your office line, your two-factor authenticator, and your client hotline. If it goes dark on a hearing day, the warranty does not help you that morning.

What Happened With the Apple Watch Ultra 4 ⌚🔥

MacRumors reports that some Apple Watch Series 12 and Ultra 4 owners describe a burning sensation and redness under the sensor area. The new models check heart rate every five seconds. They also have a larger ECG electrode surface and larger green LEDs. MacRumors notes that no one yet knows whether those changes cause the irritation.

The Mac Observer adds an important caution. The reports do not establish a widespread defect, and no common cause has been confirmed. Apple's guidance points to band fit, trapped sweat, and soap. Apple also advises anyone with redness or swelling to consult a physician before wearing the watch again. 🩺

Some owners say the irritation cleared up. Others returned their watches. Either way, I'd rather not run that experiment on my own wrist during trial prep.

Rule 1.1: Competence Includes Knowing When Not to Buy 🧠

A Lawyer’s Guide to Safer hardware Upgrades.

ABA Model Rule 1.1, and Comment 8, require lawyers to keep up with the benefits and risks of relevant technology. Most of us read that as a duty to adopt. It is also a duty to evaluate. 🔍

Early adopters absorb the first wave of defects. That is a fair trade for a hobbyist. A lawyer's risk tolerance should be lower. Knowing about a known defect and buying anyway is not technology competence. It is impulse.

Rules 1.3 and 1.4: Reachability Is an Ethics Issue 📞

Rule 1.3 requires reasonable diligence and promptness. Rule 1.4 requires you to keep clients reasonably informed and to respond promptly to reasonable requests for information.

A phone stuck on SOS can't take a client's urgent call. It can't receive a text from opposing counsel about a continuance. It can't reach the court clerk. Wi-Fi calling may cover you at the office. It won't cover you in a parking garage outside the courthouse. ⏰

Rule 1.6(c): The Warranty Swap Is a Confidentiality Event 🔐

Here's the part many lawyers miss. A defective device usually ends in an exchange. An exchange means your phone leaves your custody.

Rule 1.6(c) requires reasonable efforts to prevent unauthorized access to client information. Before any device goes back to Apple or a carrier, you need a verified backup. You need to move your authenticator apps. You need to sign out of firm accounts, remove the device from management tools, and complete a secure wipe.

A dead phone makes that harder. If it won't connect, you may struggle to receive verification codes on the very device you're trying to replace. Plan for that before you buy, not after. 🧯

I covered device offboarding in MTC: Apple Upgrade Lease vs. Buying vs. Carrier Financing — Which iPhone 18 Pro Deal Actually Works for Solo and Small Firm Lawyers? That written wipe protocol matters even more when the exchange is unplanned.

The Legal and Logistical Fine Print 📜

Technology Competence Means Waiting Before Every Hardware/software Upgrade!

Defects also raise contract questions. Read them before checkout.

  • Return windows: Apple's standard return window is short. Apple’s return policy is 14 days from receipt for Apple Store purchases. Skin irritation that appears after "several days" can push you close to that line.

  • Carrier lock-in: As I noted in my financing post, some carrier promotions spread bill credits over 36 months. Leaving early can forfeit the remaining credits and leave you responsible for the unpaid balance. A defective phone does not always unwind that deal cleanly.

  • Lease condition terms: Apple Upgrade requires a return in good working condition. Know how a defect exchange affects your lease term and buyout before you sign.

  • Emergency calling: If your phone cannot reach 911, that is a safety issue first. It can also become an employment and liability issue if the firm issued the device to a staff member who travels alone. 🚨

  • Firm-issued devices: If your firm hands staff a new watch or phone, you own part of that rollout. Rules 5.1 and 5.3 require reasonable measures for the conduct of lawyers and nonlawyer staff. That includes device policies. 👥

Treat Apple and your carrier like any other vendor. My Word of the Week on vendor risk management for law firms explains the mindset. Hardware is a vendor relationship too.

A Practical "Wait and Watch" Checklist ✅

  1. Wait 30 to 60 days after launch. Let the first software patches land.

  2. Read the support forums and trusted tech outlets before buying.

  3. Confirm your return window and keep the receipt handy.

  4. Keep your current device working until the new one proves itself. 📱

  5. Back up, verify the backup, and document your authenticator transfers.

  6. Test cellular calls, including your carrier's emergency settings, on day one.

  7. Wear a new watch on a loose band at first. Stop if irritation appears. ⌚

  8. Write it down. A short device-change log shows reasonable efforts under Rule 1.6(c).

If you're still deciding which phone fits your practice, see MTC: iPhone 18 Pro vs. iPhone Duo vs. Samsung and Pixel Foldables — Which Smartphone Is Better for Lawyers? The right device is the one that supports competent, secure representation.

My Bottom Line 🎯

Wait, Watch, and Verify: A Legal Technology Upgrade Checklist!

I still expect to own both devices. Apple has a long track record of fixing launch problems. iOS 27.0.1 is already a sign of that. But "eventually fixed" is not the standard for a law practice. Reliability is. Patience, in this case, is simply good risk management. 🛡️

Let the early adopters of any new electronic hardware find the edges. Let the patches arrive. Then upgrade on your schedule, with a plan, and with your client data protected. Your clients will never thank you for being first in line. They will notice if you can't be reached. 🍎⚖️

MTC

📢 Library of Congress Recognizes The Tech-Savvy Lawyer Podcasting Guide—and the Conversation Continues at The Tech-Savvy Lawyer.Page 🎙️

Excited and honored to share that the library of congress has accepted “The Tech-Savvy Lawyer, Lawyer’s guide to podcasting” into its collection!

I am pleased to announce that the Library of Congress has accepted The Tech-Savvy Lawyer: Lawyer’s Podcasting Guide for inclusion in its collection. I am honored for this recognition. It is a meaningful milestone for the guide, for The Tech-Savvy Lawyer, and for the growing community of lawyers who use podcasting to educate, connect, and contribute to the public conversation about law and technology. 📚

Library of Congress Control Number: 2026395311.

For years, The Tech-Savvy Lawyer has focused on practical technology issues that affect real law practices. The goal has never been technology for its own sake. It has been to help lawyers make sound decisions about tools that influence client service, confidentiality, competence, communication, efficiency, and professional judgment.

The Library of Congress acceptance of the Lawyer’s Podcasting Guide recognizes that lawyer-created educational content can have lasting value. A legal podcast may begin as a conversation, an interview, or a short practical lesson. Yet it can become something more durable: a resource for lawyers, clients, students, researchers, and members of the public who want to understand how the profession responds to changing technology.

That work continues at The Tech-Savvy Lawyer.Page. 💻

The site is designed as a practical home for lawyers who want clear guidance on legal technology, AI, cybersecurity, digital communications, ethics, and law-practice management. It is written for solo practitioners, small-firm attorneys, and legal professionals who do not need another abstract discussion of innovation. They need practical analysis that respects both their intelligence and their professional obligations.

Recent coverage has examined the growing risks of autonomous and agentic AI systems in legal practice. In “MTC: Claude Can Answer Your Emails. Why Lawyers Should Not Let AI Just Send Them Unreviewed”, I addressed the danger of allowing an AI system to send substantive communications without lawyer review. The issue is not merely whether a draft is grammatically polished. It is whether the message is accurate, confidential, authorized, and appropriate for the client’s matter.

The related challenge becomes even more serious when AI tools can act through connected systems. As discussed in the recent Tech-Savvy Lawyer analysis of AI agents, these systems may browse the web, access connected accounts, retrieve information, interact with software, and take multistep actions. That potential can improve a workflow, but it also expands the lawyer’s responsibility for access controls, supervision, confidentiality, and final review. 🔒

That is why the Lawyer’s Podcasting Guide is about more than microphones, recording software, and publishing platforms. It is about professional communication. It helps lawyers think through the decisions that make a podcast sustainable and trustworthy:

The library of congress has recognized, “The Tech-Savvy Lawyer, Lawyer’s guide to podcasting” , as a national resource - get your copy today!

  • Who is the intended audience?

  • What subject can the lawyer address with genuine experience and consistency?

  • What format serves listeners without consuming an unreasonable amount of practice time?

  • How can a lawyer promote educational content without creating unjustified expectations?

  • What safeguards protect client-related information during recording, transcription, editing, hosting, and promotion?

  • How should AI-assisted production tools be evaluated before they touch confidential or sensitive material?

Those are legal-technology questions. They are also ethics questions.

ABA Model Rule 1.1 requires competent representation. Comment provides that lawyers should keep abreast of the benefits and risks associated with relevant technology. A lawyer who uses a remote-recording service, transcription platform, cloud-hosting provider, AI-generated show-notes tool, or social-media distribution service should understand enough to make responsible decisions about that tool. The lawyer does not need to be an audio engineer or software developer. The lawyer does need to understand how the technology may affect the practice. ⚖️

ABA Model Rule 1.6 is equally important. It generally prohibits revealing information relating to representation without informed consent, implied authorization, or another applicable exception. It also requires reasonable efforts to prevent unauthorized disclosure or access. That duty does not disappear because a lawyer describes a matter as an “anonymous example” on a podcast. The combination of facts, timing, location, and context may reveal more than the lawyer intended.

The best legal podcasts recognize that responsibility. They do not use client matters as raw material. They use informed analysis, carefully selected hypotheticals, public sources, interviews, and professional experience to help listeners understand an issue.

The Library of Congress recognition also arrives at an important moment for legal podcasting. Lawyers are using audio and video formats to explain developing legal issues, discuss technology, spotlight access-to-justice efforts, and connect with colleagues across practice areas and jurisdictions. The medium is accessible. A lawyer can begin with a focused topic, basic equipment, a repeatable workflow, and a commitment to quality. 🎧

But starting is not the same as sustaining.

That is why I am especially excited to connect this announcement to the Lawyer’s Podcasting Conference. The conference will bring together lawyers, legal-technology professionals, podcasters, and communications leaders to discuss how attorneys can create ethical, effective, and enduring podcasts. Participants will explore strategy, content planning, recording, interviewing, editing, publishing, promotion, accessibility, AI-assisted workflows, and the professional-responsibility issues that shape every stage of the process.

The conference is intended to be practical. It will help lawyers move from “I have been thinking about starting a podcast” to “I have a responsible plan for launching one.” It will also help established podcasters improve their process, sharpen their audience focus, and evaluate emerging technology without sacrificing lawyer oversight. 🤝

For lawyers who are AI-curious, the discussion will be particularly timely. AI can assist with transcripts, summaries, episode outlines, clip selection, metadata, and workflow organization. It cannot replace the lawyer’s duty to verify accuracy, protect confidential information, supervise the work, or exercise professional judgment. The lawyer remains accountable for what is published and how client-related information is handled.

Find “The Tech-Savvy Lawyer, Lawyer’s guide to podcasting” in congress or get your own copy today!!!

The acceptance of the Lawyer’s Podcasting Guide by the Library of Congress is an honor. More importantly, it is an invitation to keep building. The legal profession needs more thoughtful voices. It needs clearer explanations of difficult subjects. It needs lawyers who can use technology with competence, care, and a commitment to public service.

Visit The Tech-Savvy Lawyer.Page to follow the latest analysis, learn more about the Lawyer’s Podcasting Conference, and maybe buy your copy of the Lawyer's Podcasting Guide today to get a head of the conference attendees! I hope you will join the conversation!!!

MTC: Judges Will Be Hunting These AI Tricks After Brazil’s Scandal

it is hard to believe that judges will be happy if lawyer insert “code” into their online filings!

Recently, Brazilian court officials uncovered something that should make every tech‑savvy lawyer sit up straight. In a labor court, staff discovered a filing that looked ordinary to the human eye—until they examined it more closely. Hidden in the document was text written in white font on a white background, invisible to anyone casually reading the PDF but fully legible to the court’s AI system.

That invisible text was not a typo. It was an instruction—what technologists call a “prompt injection”—telling the court’s AI software to review the case only superficially and not to challenge the evidence submitted. In other words, the filing was designed to trick the judiciary’s own AI tools into rubber‑stamping a favorable outcome by smuggling in commands that humans would never see.

Fortunately, court staff caught the scheme before it affected the proceedings. But Brazilian authorities immediately recognized the incident as a new species of digital fraud and began discussing safeguards: automatic detection of invisible text, formatting checks before AI processing, and stronger human oversight at every stage. They also raised the prospect of stricter ethics rules and sanctions for lawyers who try to manipulate court AI systems.

For our purposes, the Brazil case does three important things:

  1. It confirms that AI now sits inside judicial workflows—not just law firm workflows.

  2. It shows that some lawyers will try to game those systems if they think they can get away with it.

  3. It gives us a concrete example of what not to do and what to watch for as courts in the U.S. and elsewhere adopt similar tools.

From an ABA perspective, a “white‑text prompt injection” is not clever lawyering—it’s a direct collision with Model Rule 3.3 (candor toward the tribunal) and Model Rule 8.4(c)’s prohibition on conduct involving dishonesty, fraud, deceit, or misrepresentation. And because the Brazil incident exploits the very AI tools that the judiciary is using, it also implicates Model Rule 1.1 and Comment 8: the duty of technology competence now includes understanding how these systems can be abused.

So let’s unpack what we should learn from Brazil—starting with what not to do.

What Not To Do: Hidden Instructions and “Clever” Hacks

The Brazil case is a textbook on the wrong way to think about AI in litigation.

  • Do not embed hidden commands in filings (through white‑on‑white text, metadata, or other tricks) with the intent to influence how a court’s AI tools process your case.

  • Do not treat court‑side AI as just another system to be “SEO‑optimized” or hacked. Unlike a marketing algorithm, this is part of the machinery of justice; trying to tilt it in your favor crosses a bright ethical line.

  • Do not assume that “if the judge doesn’t see it, it doesn’t count.” Malicious prompts aimed at judicial AI are still part of your submission to the tribunal, and they reflect directly on your candor and honesty under Model Rules 3.3 and 8.4.

In short: if you would never say it to the judge in plain black‑and‑white text, you should not whisper it to the court’s AI in invisible text.

What To Watch For: How to Recognize This Behavior

lawyers need to be prepared to vet opposing counsel’s filings for ai injection!

The harder question is how you, as a solo or small‑firm lawyer, can spot similar tactics when others use them—especially when you don’t control the court’s systems.

Here are practical signals and questions:

  • Suspicious formatting in PDFs or Word files. Odd spacing, unexpected blank pages, or inconsistent fonts can sometimes signal hidden layers of text. While you won’t always spot white‑on‑white content, unusual formatting should prompt closer inspection.

  • Metadata anomalies. If you routinely examine document properties, look for multiple authors, unusual editing histories, or automation tags that do not match the face of the document. These can indicate heavy automated processing or embedded instructions.

  • Patterns in AI‑mediated decisions. If certain filings—often from the same party—seem to sail through automated queues or receive unusually favorable, boilerplate orders, you may be seeing the downstream effect of prompt manipulation or aggressive “AI‑targeted” drafting.

Because you usually won’t have direct access to the court’s internal AI, you may need to raise these concerns procedurally: requesting clarification on how filings are screened, asking whether AI systems were involved in certain steps, or moving for relief if you believe your client’s matter was prejudiced by automated processing.

How To Protect Yourself and Your Clients:

Brazil’s experience is a warning shot—not just about bad actors, but about what a healthy response should look like.

Here’s how to translate that into a practical “do this, not that” playbook for your own practice:

1. Assume courts will adopt AI—and plan for it:

Brazil’s judiciary uses AI to prioritize cases, draft reports, and propose decisions in response to massive backlogs. U.S. courts are already experimenting with similar tools, even if not as publicly. Competence under Model Rule 1.1 now includes staying informed about these trends and understanding their implications.

2.     Build “AI integrity” into your litigation strategy.

  • Treat any automated system that touches your filings—court e‑filing portals, online forms, AI‑assisted triage tools—as part of the tribunal.

  • Resolve that you will never include hidden instructions, misleading metadata, or manipulative formatting in documents submitted to those systems.

3.     Advocate for transparent safeguards.

  • In Brazil, authorities responded by exploring automatic detection of invisible text and stronger human oversight.

  • When U.S. courts announce AI pilots or tools, comment on proposed rules, advocate for clear notice when AI is used, and request mechanisms for lawyers to challenge AI‑influenced outcomes.

4.     Document your own good‑faith use of AI.

it may be deemed a “fruad upon the court” if a lawyer injects ai into their electronic filings.

  • If you rely on AI to format or generate parts of your filings, keep internal records of prompts, outputs, and human review.

  • This documentation will help if a court or disciplinary body later asks how you ensured candor and accuracy, especially in a world where Brazil‑style abuses are making judges more skeptical.

Final Thoughts

AI isn’t just something we use; it’s now part of the institutional environment—just like e‑filing, CM/ECF, or digital signatures. The line between legitimate technology use and unethical manipulation is not about whether you use AI, but how you use it and whether you’re honest about it.

MTC

MTC: ChatGPT, Work Product, and Waiver: New Lessons from Tate Group Automotive ⚖️🤖

Tech‑savvy lawyerS need to be able to defend ChatGPT work product before Texas Business Court.

On June 3, 2026, the Business Court of Texas issued a minute entry in Tate Group Automotive, LLC v. Legacy Automotive Capital, LLC that every tech‑curious lawyer should know about. As of today, this is one of the first reported decisions to tackle whether a non‑lawyer’s ChatGPT conversations are protected attorney work product and, if so, whether using a public AI tool waives that protection.

The court’s answer is nuanced but important: generative AI does not automatically destroy work‑product protection, at least where the disclosure is not made to an adversary under Texas Rule of Civil Procedure 192.5(a)(1). For solos and small firms experimenting with AI tools, this is both reassuring and sobering.

What Happened in Tate Group Automotive?

The case arises from a dispute in the Texas Business Court’s Eleventh Division, in which Tate Group Automotive sued Legacy Automotive Capital, The Reynolds and Reynolds Company, and individual defendants. During discovery, the plaintiff withheld “Kris Tate–ChatGPT conversations” on the basis of attorney work‑product protection and submitted them to the court for in camera review.

Defendants challenged that claim. They argued that attorney work‑product protection does not extend to a non‑lawyer’s chats with an AI tool, or alternatively, that any protection was waived when Kris Tate used ChatGPT. They also asked the court to order the plaintiff to identify all discovery materials Mr. Tate or Tate Group had shared with ChatGPT.

Judge Grant Dorfman acknowledged that the issue was “novel,” noting that all case law cited by the parties dated from 2026 and that at least one opinion called the question “a first impression nationwide.” Against that backdrop, he evaluated the ChatGPT conversations under Texas Rule of Civil Procedure 192.5(a)(1), which defines work product and addresses waiver.

The key takeaway from the minute entry—based on the Minerva summary—is that the court concluded a non‑lawyer’s chats with ChatGPT did not automatically waive work‑product protection because the disclosure was not made to an adversary. That is a narrow holding, but it marks a significant moment in the emerging law of AI and privilege.

Why This Ruling Matters for Lawyers Using AI

At first glance, Tate Group may look like a niche discovery dispute. In reality, it answers a question many lawyers have quietly asked: “If my client uses ChatGPT, have we blown work product?”

The court’s answer is “not necessarily.” By focusing on whether the disclosure was made to an adversary, Judge Dorfman signaled that the waiver analysis for AI platforms should track the familiar contours of work‑product doctrine, at least in Texas. That gives practitioners a framework instead of a panic button.

At the same time, this is a minute entry in a specific context—not a blanket blessing for all AI use. The court still treated the issue as novel, still conducted in camera review, and still scrutinized how the AI tool was used. For lawyers, that means AI usage is now part of the discovery and privilege landscape, and courts will expect thoughtful, documented positions—not hand‑waving about “just using a tool.”

From an ABA perspective, this aligns with Model Rule 1.1 and Comment 8: competence now includes understanding the “benefits and risks associated with relevant technology,” including how generative AI intersects with privilege and work product. Model Rule 1.6 (confidentiality) and Rules 5.1/5.3 (supervision of lawyers and non‑lawyers) also come into play when clients or staff use tools like ChatGPT in ways that touch litigation strategy.

Lesson 1: Treat Client AI Use as Discoverable Reality, Not a Side Note

One of the most striking aspects of Tate Group is procedural: the court required in camera review of the ChatGPT conversations and entertained requests that plaintiff identify all discovery materials shared with ChatGPT. That tells us courts are prepared to treat AI interactions as real, reviewable artifacts in discovery.

If your clients or internal teams use AI to draft, summarize, or analyze case materials, those interactions can become part of the discovery conversation, just as drafts, notes, and emails have always been. Under Model Rules 1.1 and 1.6, you cannot stay competent or protect confidentiality if you do not know whether and how AI is being used on your matters.

Practically, that means:

  • Ask clients early whether they have used tools like ChatGPT or other AI services to “get help” on their case.

  • Document the scope and purpose of any AI use, especially if it involves draft pleadings, strategy, or privileged communications.

  • Be prepared to defend or adjust your privilege and work‑product positions in light of those uses, as plaintiff did in Tate Group by asserting work‑product and submitting chats for in camera review.

Lesson 2: Public AI Platforms Are Not Automatic Waiver Machines

Solo attorneys need to protect their privileged work product from risky AI tools.

Defendants in Tate Group argued that a non‑lawyer’s chats with an AI tool either are not work product at all or, at minimum, effect a waiver. The court rejected the idea that simply using ChatGPT automatically destroys protection under Texas Rule 192.5(a)(1) when there is no disclosure to an adversary.

That matters, because there has been a real fear—sometimes stoked by vendors—that “if anyone touches ChatGPT, all privilege is gone.” This ruling shows courts can adopt a more nuanced view, at least under a work‑product framework.

For ABA‑Model‑Rules lawyers, this should not be read as a free pass. Model Rule 1.6 still requires reasonable efforts to prevent unauthorized disclosure of client information, and using a public AI platform can create confidentiality risk even if work product is technically preserved. But Tate Group suggests that waiver analysis will still look to core principles like whether disclosure reached an adversary.

In practice:

  • You should not assume that any AI use destroys work product, but you should be ready to explain why your use did not involve disclosure to an adversary or the public.

  • Engagement letters and internal policies should clarify whether and how you will use AI tools and what safeguards you apply, consistent with Model Rules 1.1, 1.4, and 1.6.

Lesson 3: In Camera Review Will Become Common for AI Disputes

The court’s process—ordering in camera review of the ChatGPT conversations before ruling—signals a likely pattern for AI‑related privilege disputes. Judges will want to see how AI was used, not just hear generalities, before deciding whether protection applies or has been waived.

That has three implications for practicing lawyers:

  • You should assume that AI‑related materials can be reviewed by courts under appropriate safeguards.

  • You need internal workflows to collect and present those materials when necessary without scrambling through chat histories.

  • You should approach AI use with the expectation that a judge, someday, may read the raw prompts and outputs and ask whether your supervision met the standards of Model Rules 5.1 and 5.3.

This is a shift from treating AI as a “black box” helper to treating it as a discoverable component of your litigation process.

Lesson 4: Non‑Lawyers and AI Need Clear Supervision

In Tate Group, the conversations at issue were between Kris Tate—a non‑lawyer—and ChatGPT, yet they were withheld under an attorney work‑product theory. The court’s willingness to consider work‑product protection in that context underscores a point many of us have made: non‑lawyers can participate in the creation of protected material if they are acting at the direction of counsel.

But it also heightens the importance of supervision. Model Rule 5.3 requires lawyers to ensure that non‑lawyer assistants’ conduct is compatible with the lawyer’s professional obligations. When non‑lawyers use AI tools on client matters, they are effectively acting as an extension of the legal team.

Practical steps include:

  • Training non‑lawyers on what they may and may not share with AI platforms.

  • Setting clear rules about which tools are approved, for what purposes, and under whose supervision.

  • Reviewing AI outputs and underlying prompts when they feed into litigation strategy, to ensure accuracy and compliance with Model Rules 3.3 and 4.1.

As we have discussed in episodes of The Tech‑Savvy Lawyer podcast, AI is not just a “lawyer tool”; it is often a staff and client tool. Your ethical obligations follow it wherever it goes. 💼🤖

Lesson 5: This Is Only the Beginning—But You Can Prepare

Texas judges along with others will be weighing ChatGPT privilege and waiver in generative AI era.

Judge Dorfman noted that all the case law cited by the parties dated from 2026 and that one authority called its ruling a “question of first impression nationwide.” That means we are at the very start of AI‑and‑privilege jurisprudence, not the end.

Every new decision—whether from Texas Business Courts or elsewhere—will refine the analysis. Some may take a stricter view of waiver for public AI tools; others may distinguish between work product and attorney‑client privilege. Regardless, Model Rule 1.1’s technology‑competence requirement demands that we follow these developments and integrate them into our practice.

You do not need to become an AI engineer, but you do need a plan:

  • Inventory where AI is used in your matters (by you, your staff, your clients).

  • Align that usage with your duties of competence, confidentiality, and supervision.

  • Be prepared for in camera review of AI‑related materials, as in Tate Group.

  • Update your engagement letters and internal policies to reflect reality, not wishful thinking.

If you approach AI as you approached email, e‑filing, and cloud storage when they were “new,” you will be ahead of many peers—and aligned with the spirit of both the ABA Model Rules and emerging case law.

MTC

Why Macstock 2026 Should Be on Every Tech-Savvy Lawyer’s Calendar (and How to Save $50 with My Code) ⚖️💻

macstock 2026 will be held july 10, 11 & 12, 2026!

If you’re a solo, small-firm, or AI‑curious lawyer who lives in the Apple ecosystem, Macstock 2026 is one of the few conferences that genuinely respects both your time and your tech stack. It’s a three‑day, community‑driven, Apple‑centric event where you can sharpen your skills with your Mac, iPhone, and iPad, and walk away with workflows you can actually deploy on Monday morning.

This year, I’m honored to be speaking at Macstock X on “Podcasting with Apple: From Idea to Launch Using the Gear You Already Own.” We’ll take a practical walk through planning, recording, and publishing a professional‑quality podcast using the same devices you already carry into court, client meetings, and your home office. Whether you want to build a niche show for veterans’ benefits, family law, or small‑business compliance—or simply become a more confident guest on other podcasts—this session is designed to be accessible, concrete, and repeatable. 🎙️

What Makes Macstock Different (and Why Lawyers Should Care)

Macstock isn’t a generic tech expo with a handful of Apple sessions bolted on; it’s an independent, Apple‑focused conference built for people who actually use Apple gear every day. The attendees range from first‑time Mac users to seasoned creators, but everyone shares a common goal: get more from Apple hardware and software without drowning in jargon.

For attorneys, that matters. You’re not trying to become an IT professional. You want to:

  • Capture and organize evidence more efficiently on your iPhone. 📱

  • Draft, annotate, and sign documents on your iPad when you’re away from the office.

  • Automate repetitive tasks on your Mac so you can spend more time on advocacy and less on admin.

learn how to use your mac to podcast!

Macstock’s sessions, hallway conversations, and Creator Camp tracks are all geared toward real‑world workflows—exactly the kinds of workflows I talk about on The Tech-Savvy Lawyer podcast and blog, including episodes like “Ethical AI, Paperless Practice, and Smart Hardware Choices with ABA LTRC Chair Alan Klevan ⚖️🤖” and similar deep‑dives into ethical tech use.

A Time-Sensitive Deal: Save $50 and Support The Tech-Savvy Lawyer

Let’s talk about timing and value. You can use my code TECHSAVVYLAWYER at checkout to save $50 on your Macstock Weekend Pass or Creator Camp Bundle. If you’ve been thinking, “I should go to Macstock one of these years,” this is that year.

For every person who uses the code, Macstock provides me a $25 referral fee. That means:

  • You pay $50 less for a weekend of Apple‑centric, workflow‑rich content.

  • You directly support The Tech-Savvy Lawyer blog and podcast, including future episodes and tutorials.

The code TECHSAVVYLAWYER is not case‑sensitive and is valid through July 8, 2026.

How Macstock Helps You Meet Your Ethical Tech Duties

your The Tech-Savvy Lawyer.Page Blogger and podcaster will be presenting at Macstock x!

Macstock is not marketed as a legal tech conference, but it naturally supports your professional obligations under the ABA Model Rules.

  • Competence — Model Rule 1.1 (Comment 8): You have a duty to keep abreast of the benefits and risks associated with relevant technology. Learning how to securely use Apple devices for uses like document management, client communication, and evidence handling goes directly to your duty of technological competence.

  • Confidentiality — Model Rule 1.6: Many sessions at Macstock touch on system settings, backups, and secure workflows. Understanding how to configure your Apple devices to minimize unauthorized access, especially when using cloud sync and third‑party apps, strengthens your compliance with confidentiality obligations.

  • Communication — Model Rule 1.4: Clear, timely communication often depends on your ability to reach clients where they are—email, secure messaging, or even video updates. The more confidently you use your Apple tools, the more reliably you can keep clients informed.

If there is not a session directly addressing your questions, there are many enthusiastic, friendly attendees and speakers happy to try to help you and your Apple computer needs! 🤗

On The Tech-Savvy Lawyer blog and podcast, we frequently link these ethics points to real tools and scenarios—just as we did in episodes exploring AI, deepfakes, and metadata in digital evidence—and Macstock is a natural extension of that mindset.

Why Lawyers Should Care About Podcasting with Apple

Podcasting can be more than a marketing buzzword. Done right, it can be:

  • A client education channel that answers common questions before they become billable emergencies.

  • A way to build authority in a niche practice area—veterans’ benefits, immigration, special education, you name it.

  • A platform to interview judges, experts, and colleagues in a way that strengthens professional relationships.

My Macstock session, “Podcasting with Apple: From Idea to Launch Using the Gear You Already Own,” is focused on practical, lawyer‑friendly steps. We’ll talk about using your iPhone as a primary microphone, recording with your Mac, organizing episodes in iCloud, and editing in approachable tools—no audio engineering degree required. If you enjoy my conversations with guests on The Tech-Savvy Lawyer podcast, this session will show you what it takes to stand behind the mic yourself.

Community, Not Just Content

One of the things I appreciate most about Macstock is the community. People go back year after year not only because the sessions are strong, but because the hallway track, shared meals, and evening conversations provide real, candid problem‑solving time.

For lawyers—especially solos and small‑firm practitioners—this kind of peer‑to‑peer exchange is invaluable. You’ll find people who:

  • Have already solved a workflow you’re struggling with.

  • Are willing to share templates, shortcuts, and practical advice.

  • Understand the pressure of balancing client work, marketing, and a life outside the office.

If you’ve listened to episodes like my MacVoices “Road to Macstock” appearance in 2024, you’ve heard how much I value that human side of legal tech and Apple tech events.

Ready to Join Me at Macstock?

If you’re serious about making your existing Apple gear work harder for your practice—without overwhelming your staff or your budget—Macstock 2026 is worth the trip. You’ll return with actionable workflows, renewed confidence, and a clearer sense of how to align your technology use with your ethical obligations.

Just don’t wait:

  • Sign up at https://macstockconferenceandexpo.com/register/

  • Use code TECHSAVVYLAWYER (not case‑sensitive) for $50 off your Macstock Weekend Pass or Creator Camp Bundle.

  • For every use of the code, I receive a $25 referral fee that helps sustain The Tech-Savvy Lawyer content you rely on.

I look forward to seeing you at Macstock X— and hopefully hearing your voice in the podcasting space soon. 🎧⚖️

MTC: Summer Vacation Cybersecurity for Lawyers: Essential Tech Tips to Protect Client Data on the Go 🌴💻

Lawyers: Never Skip Your VPN — Even on Vacation!

For many lawyers, “summer vacation” now means answering client emails from the beach house, reviewing drafts on the cabin deck, and jumping into Zoom hearings from hotel rooms. 🌞📶 Work rarely stays at the office, and our laptops and phones have become permanent carry‑ons even when we swear we are taking real time off. That always‑on reality turns every summer trip into a rolling cybersecurity and ethics test.

When you travel with devices that touch client matters, you are also traveling with privileged information, trade secrets, and personal data that fall squarely under ABA Model Rules 1.1 and 1.6. Competent representation now includes understanding the benefits and risks of the tech you use, and reasonable efforts to protect client confidentiality do not pause when you turn on your out‑of‑office message. The goal is not to shame lawyers for working on vacation; it is to make sure that when you inevitably do, your tech setup supports both your ethics and your relaxation. 😎

Pack Light: A “Minimum Data” Mindset for Vacation

The safest client data is the data that never leaves your office or your secure cloud in the first place. 1Password’s travel guidance and broader cybersecurity advice emphasize carrying only what you truly need when you hit the road. For summer trips, this translates into a deliberate “minimum data” mindset.

Before you leave, decide which matters genuinely might need your attention while you are away and which can safely wait until you return. Archive or unsync closed files and non‑urgent matters from your travel devices so they are not riding along to the resort, rental home, or national park lodge. For some practices, this may not be feasible when your current work may rely on prior drafts in similar cases.  But when feasible, consider using a “travel profile” or even a separate, cleaner laptop with access only to essential tools and a limited subset of client documents.

This approach directly supports your duty under Model Rule 1.6(c) to make reasonable efforts to prevent unauthorized access to client information by reducing the amount of sensitive material that could be exposed if a device is lost, stolen, or inspected. It also makes vacation feel less like moving your entire office to a different ZIP code, allowing you to focus on what really needs to be done and hopefully enjoy your vacation a little more.

Smart Lawyers Activate Travel Mode Before Every Flight.

Password Managers and Travel Mode: Your “Vacation Vault”

Strong, unique passwords are non‑negotiable for lawyers, and summer vacation does not change that. 1Password and similar tools exist precisely so you do not reuse easy‑to‑type passwords while you juggle boarding passes, sunscreen, and kids at the gate. (Note: I am a paying user of 1Password and have used their product for many years!  Also, I may earn a commission on any link used from this blog.)

Use a reputable password manager to generate and store complex, unique passwords for all your accounts—email, practice management, cloud storage, airlines, hotels, and rental car services. Store digital copies of your ID, bar card, and key travel documents in a secure vault instead of leaving them scattered across your inbox or photo roll. That saves time on the road and keeps sensitive personal and professional information encrypted.

For summer travel, 1Password’s Travel Mode is particularly valuable. You can mark certain vaults as “safe for travel” and remove more sensitive vaults from your devices with a single toggle before you leave. If your phone or laptop is inspected at a border or compromised in a crowded tourist spot, the most sensitive client logins and documents are simply not there. From an ethics perspective, that is a concrete, defensible step toward preserving client confidentiality.

Vacation Wi‑Fi, VPNs, and Hotspots: Don’t Trust the Beach House Network

The Wi‑Fi at your beach rental, resort, or lakeside Airbnb may be convenient, but it is rarely secure. Past guests often know the password, routers may be poorly configured, and attackers sometimes target popular tourist areas with rogue access points. For lawyers who are logging into email, document systems, or court platforms from these networks, that is a serious problem.

Secure Client Data Anywhere — Use Your Phone's Hotspot!

A Virtual Private Network (VPN) should be standard equipment for any lawyer working on vacation. A good VPN encrypts your traffic between your device and the VPN provider, making it much harder for eavesdroppers or compromised networks to capture sensitive information. Legal tech sources and security professionals consistently recommend that lawyers use reputable VPN providers with strong encryption and clear no‑logs policies.

In practice, treat any shared vacation Wi‑Fi as hostile. Turn on your VPN before accessing client email, cloud storage, or remote desktop tools. Better yet, follow The Tech‑Savvy Lawyer’s advice and rely on your smartphone’s hotspot for truly sensitive work; modern cellular networks often provide stronger encryption and a more reliable, if not many times faster, performance than hotel or rental Wi‑Fi. This level of care is rapidly becoming part of what “reasonable efforts” and basic technology competence mean for a traveling lawyer.

Device Hardening for Summer Travel: Encryption, Passcodes, and Biometrics

Summer travel is chaotic. Devices slide between airplane seat cushions, get forgotten in rideshares, or are grabbed from café tables. Full‑disk encryption and strong authentication are your last lines of defense when something goes wrong.

Know Your Rights when crossing international boarders: Encrypted Devices Protect Client Privilege

Make sure full‑disk encryption is enabled on every device you bring—FileVault on macOS, BitLocker on Windows, and built‑in encryption on modern iOS and Android devices. Use a long, alphanumeric passcode rather than a short PIN, and configure automatic locking after a brief period of inactivity so a phone left by the pool does not stay unlocked.

When you are approaching international borders, consider temporarily disabling biometrics so that unlocking your device requires a passcode instead of a fingerprint or facial scan. 1Password’s Travel Mode can again help by ensuring that the most sensitive client vaults are not present on the device at all if a border search occurs. If agents request access, clearly state that the device contains privileged material and that you are an attorney, in line with guidance that privilege should trigger additional care. These steps show you are actively trying to protect client confidentiality, not ignoring the issue.

Two-Factor Authentication and Account Hygiene on Holiday

Account compromise can ruin a vacation as quickly as a lost suitcase. Enable two‑factor authentication (2FA) on your critical accounts—email, practice management, document repositories, and your password manager—before you leave. App‑based authenticators and hardware keys are generally more reliable and secure than SMS codes, especially when you are roaming internationally or in areas with spotty service.

Review account recovery options in advance so that a locked‑out account does not turn into an emergency while you are halfway around the world. Monitor sign‑in alerts from your major accounts during and after the trip so you can quickly respond to any unfamiliar activity. This sort of “account hygiene” supports your duties of competence and confidentiality and gives you practical peace of mind while you try to enjoy some downtime.

A Simple Summer Travel Checklist for Lawyers

For lawyers with limited to moderate tech skills, the key is a repeatable routine rather than a complex security project. A short checklist before each summer trip can go a long way:

Every Traveling Lawyer should use a Pre-Trip Security Checklist!

  • Backup all devices, apply pending updates, and confirm full‑disk encryption is enabled.

  • Clean your devices by removing non‑essential client data and logging out of unused accounts.

  • Configure your password manager, mark travel‑safe vaults, and turn on Travel Mode if available.

  • Install and test your VPN, and verify you know how to enable your phone’s hotspot.

  • Confirm 2FA works from where you will be, especially if traveling abroad.

This checklist supports the ABA’s technology competence expectations and makes your vacations less stressful because you are not improvising security on hotel Wi‑Fi at midnight. It respects the reality that today’s lawyers must often take their work—and their devices—with them, while still honoring their core obligations to clients.

Summer is supposed to be restorative. With a bit of planning, smart use of tools like VPNs and 1Password’s Travel Mode, and an eye on your Model Rule duties, you can protect client data and your own peace of mind at the same time. 🌴🔐

Save Travels!!! 🌴💼✈️

MTC

TSL Labs 🧪 Bonus: Deep Dive on our April 27, 2026, Editorial, MTC: Smart Recording, Client Secrets, and HeyPocket: What Every Lawyer Needs to Know in 2026 📱⚖️

📌 To Busy to Read This Week’s Editorial?

Join us for an AI-powered deep dive into the ethical challenges facing legal professionals in the age of generative AI. 🤖 In this episode, we unpack how AI note takers and “always-listening” devices can quietly route client secrets to third-party vendors, why that matters under the ABA Model Rules, and how a 2026 federal decision out of the Southern District of New York turned one defendant’s AI chats into discoverable evidence. Whether you are a solo practitioner, in-house counsel, or a tech-curious professional in another field, this conversation will help you balance convenience with confidentiality and avoid turning your favorite AI assistant into your biggest evidentiary risk.

👉 Before your next client meeting, listen to this episode, check out our editorial, and run your current AI tools through the checklist we outline—then subscribe and share with a colleague who is still “just trusting the app.” 🎧

In our conversation, we cover the following:

  • 00:00 – The “ambient microphone” problem: phones, smart speakers, wearables, and connected cars as a continuous surveillance layer around client conversations.

  • 01:00 – How technology competence has shifted from locking file cabinets to understanding data custody, cloud routing, and API-driven services.

  • 02:30 – What makes AI note takers like HeyPocket different from passive telemetry and why capturing the spoken “payload” changes the threat model.

  • 04:00 – The invisible “third party in the room”: routing privileged audio through external AI models and the malpractice risk of default “Allow” clicks.

  • 05:30 – Applying ABA Model Rules 1.1 and 1.6 to AI workflows: competence, confidentiality, and “reasonable efforts” in a world of automated transcription.

  • 07:00 – Risk-based analysis from ABA Formal Opinions 477R and 498: weighing sensitivity, likelihood of disclosure, and available safeguards before using AI.

  • 08:30 – Why secretly recording clients or opponents with AI tools can implicate Rule 8.4(c), even in one‑party consent jurisdictions.

  • 10:00 – Inside United States v. Heppner (SDNY 2026): how public generative AI platforms destroyed privilege and work-product protections for a criminal defendant.

  • 12:00 – How AI training and tokenization work, why “military‑grade encryption” does not save privilege if terms of service allow internal data use.

  • 14:00 – Treating every AI note taker like an outsourced e‑discovery vendor: NDAs, retention policies, security audits, and data destruction timelines.

  • 16:00 – Practical minimization strategies: defaulting to no recording, segmenting AI-generated content by matter, and restricting access via role‑based controls.

  • 17:30 – Establishing bright-line “no‑AI” categories (criminal defense, internal investigations, sensitive family/immigration, high‑value trade secrets).

  • 18:30 – Counseling clients not to “prep their case” with public chatbots after Heppner and why this is now part of competent representation.

  • 19:30 – Building a simple vendor-vetting checklist for law firms and professional practices adopting AI note takers.

  • 20:00 – Looking ahead: when failure to use secure, vetted AI may itself become a competence issue due to inefficiency and overbilling.

  • 21:00 – Rethinking privilege in a world where an algorithmic “third party” is always in the room and devices are never truly off

RESOURCES

Mentioned in the episode

📢 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! ⚖️