🎙️ Ep. #125: Transforming Law Practice: Allison Johs on Legal Tech Productivity, AI Ethics & Automation Strategies.

My next guest is Allison Johs, former Chair of the ABA Legal Technology Resource Center and founder of Legal Ease Consulting. 🎯 Allison has spent nearly two decades helping law firms prevent "lawyer meltdown" by guiding them through digital transformation, boosting productivity, and providing practical tech solutions for modern legal professionals. With 15 years of practicing law and experience growing a firm from 15 to over 50 attorneys, Allison brings real-world expertise to the challenges lawyers face when balancing technology adoption with successful client service.

Join Allison Johs and me as we discuss the following three questions and more! 🤔

  1. What are the top three foundational mistakes lawyers make when implementing new legal technology, and how can solo and small firms avoid these pitfalls to ensure their technology investments actually improve their practice rather than just create additional complexity?

  2. What are your top three recommendations for lawyers who want to responsibly integrate AI into their practice while maintaining ethical compliance and ensuring client confidentiality?

  3. What are the top three technology-driven strategies lawyers can implement immediately to automate routine tasks and reclaim billable hours?

In our conversation, we cover the following: ⏱️

  • [00:00:00] – Episode introduction and guest welcome

  • [00:01:00] – Allison's current tech setup: Dell laptop, HP all-in-one desktop, Logitech Brio webcam, Microsoft 365

  • [00:02:00] – Discussion of portable monitors (INNOCN) and dual-screen productivity setups

  • [00:03:00] – Document scanning workflow with ScanSnap scanner and going paperless

  • [00:04:00] – OCR considerations for different practice areas, Adobe Acrobat for occasional OCR needs

  • [00:05:00]Mistake #1: Not considering roles of all people who will use the technology in the firm

  • [00:06:00] – Including staff input during technology selection and implementation

  • [00:07:00] – Coaching resistant employees through technology adoption

  • [00:08:00] – Addressing legitimate objections vs. fear of change; demonstrating value to staff

  • [00:09:00]Mistake #2: Not checking how new technology integrates with existing systems

  • [00:10:00] – Hidden costs of technology transitions: running parallel systems for 6-8 months

  • [00:11:00] – Budgeting for duplicate CRM/LPM subscriptions during migration

  • [00:12:00]Mistake #3: Failing to appropriately invest in ongoing training

  • [00:13:00] – Training new hires and keeping up with subscription software updates

  • [00:14:00]AI Recommendation #1: Thoroughly investigate how AI tools handle data, security, and training

  • [00:15:00]AI Recommendation #2: Setting and strictly enforcing AI usage policies; mandatory human review

  • [00:16:00] – The importance of reviewing AI outputs—lawyers should know precedents in their practice area

  • [00:17:00]AI Recommendation #3: Start with non-client-facing AI work (internal processes, marketing, financials)

  • [00:18:00] – Ethical considerations: using AI on published court decisions for legal analysis

  • [00:19:00] – Using AI to find contrary precedents and distinguishing cases

  • [00:20:00] – Duty to supervise: real-world consequences when AI use goes wrong

  • [00:21:00]Automation Strategy #1: Appointment booking tools (Calendly, Microsoft Bookings)

  • [00:22:00]Automation Strategy #2: Templates, document assembly, AI chatbots for client intake

  • [00:23:00]Automation Strategy #3: Automated time tracking and AI-powered billing review

  • [00:23:30] – Text Expander discussion: saving 2-5 hours weekly on repetitive typing

  • [00:24:00] – Allison's top automation tools: Calendly, Microsoft Power Automate, Microsoft Bookings

  • [00:25:00] – Discovering hidden features in Microsoft 365 (Ben Schorr webinar reference)

  • [00:26:00] – Using AI for travel planning: Google AI for trip itineraries, Perplexity AI for route optimization

  • [00:27:00] – Maximizing productivity during travel and conference attendance

  • [00:28:00] – Where to find Allison: websites, social media, and YouTube channel

Resources 📚

Connect with Allison Johs:

Mentioned in the Episode:

  • 📖 ABA Legal Technology Resource Centeramericanbar.org/groups/departments_offices/legal_technology_resources

  • 📖 How to Do More in Less Time (2nd Edition, 2023) – ABA Law Practice Division book co-authored by Allison Johs - https://www.amazon.com/How-More-Less-Time-Productivity/dp/1639052283

  • 📖 Make LinkedIn Work for You: A Practical Handbook for Lawyers and Other Legal Professionals – Co-authored with Dennis Kennedy - https://www.amazon.com/Make-LinkedIn-Work-You-Professionals/dp/1734076321

  • 👤 Ben Schorr – Microsoft 365 expert, now with Affinity Consulting Group - https://www.affinityconsulting.com/team/ben-m-schorr/

  • 🏛️ Universal Migrator – CRM/LPM data migration tool - https://www.universalmigrator.com/

Hardware Mentioned in the Conversation:

  • 💻 Dell Laptop - https://www.dell.com/en-us/shop/dell-laptops/scr/laptops?_gl=1*78tbrz*_up*MQ..*_gs*MQ..&gclid=EAIaIQobChMIgerxro6QkQMVdUpHAR0BUBUOEAAYASAAEgJ_R_D_BwE&gclsrc=aw.ds

  • 🖥️ HP All-in-One Desktop Computer - https://www.hp.com/us-en/shop/vwa/desktops/form=All-in-One

  • 🖥️ INNOCN Portable Monitor (1080p mobile screen) – innocn.com

  • 📷 Logitech Brio Webcam (4K with built-in microphone) – logitech.com/brio

  • 🖨️ HP Printer - https://www.hp.com/us-en/shop/vwa/printers

  • 📄 Fujitsu ScanSnap Scanner (duplex document scanner) – scansnap.com

Software & Cloud Services Mentioned in the Conversation:

🎁 The Ultimate 2025 Tech Gift Guide for Attorneys: Expert-Curated Gadgets and Tools Every Lawyer Needs

Are you ready to the lawyers in your life a great holiday tech gift!

As we approach the holiday season, finding the perfect gift for that tech-savvy attorney in your life can feel like preparing for a complex motion hearing. Drawing from this year's episodes of The Tech-Savvy Lawyer Page Podcast and the cutting-edge discussions featured throughout 2025 on The Tech-Savvy Lawyer.Page blog, I've curated a comprehensive gift guide that spans every budget range and technology ecosystem.

The legal profession has undergone an unprecedented technological transformation this year. Artificial intelligence has moved from experimental novelty to courtroom necessity, cloud-based practice management has become the standard rather than the exception, and the ethical duties surrounding technological competence have never been more critical. This gift guide reflects these seismic shifts while maintaining focus on practical tools that enhance daily practice rather than collecting digital dust.

Whether you're shopping for a solo practitioner juggling client intake while traveling between courthouses, a BigLaw associate drowning in document review, or a tech-curious partner finally ready to embrace the digital age, this guide delivers thoughtfully selected recommendations organized by price point and technology platform. Each suggestion comes with direct purchase links and represents tools that real attorneys use to build more efficient, profitable, and balanced practices.

Important Note: All prices listed are subject to change and represent current manufacturer suggested retail pricing. The holiday shopping season typically brings significant discounts and special offers, so readers will likely find even better deals than those reflected here.

Gifts Under $25: Small Investments, Major Impact 💻⚖️

Apple & Third-Party Related

  • OWC Thunderbolt 4 USB-C Cable 0.7m ($19.99) https://eshop.macsales.com/item/OWC/CBLTB4C0.7M/
    Every iPhone and MacBook-carrying attorney needs quality connectivity cables. The OWC Thunderbolt 4 Cable delivers up to 40Gb/s data transfer speeds, supports up to 100W power delivery, and works flawlessly with all Thunderbolt 3, Thunderbolt 4, USB-C, and USB4 devices. This universal cable eliminates guesswork about compatibility.

  • AirTag Single Pack (Apple, $24) https://www.apple.com/shop/buy-airtag/airtag
    Attach this to briefcases, laptop bags, or case files to track important items. The peace of mind alone makes this essential for traveling attorneys.

  • Apple Lightning to USB Cable 1m ($19) https://www.apple.com/shop/product/MXLY2AM/A/lightning-to-usb-cable-1-m
    For attorneys still using older iPhones and iPads with Lightning ports, having reliable charging and sync cables remains essential for daily practice.

Windows & Third-Party Related

  • Logitech Pebble M350 Wireless Mouse ($19.99) https://www.logitech.com/en-us/shop/p/pebble-2-m350s-wireless-mouse.910-007022?sp=1&searchclick=Logitech
    This silent, compact mouse works seamlessly with Windows laptops and tablets. Perfect for attorneys working in quiet courtrooms or shared office spaces where traditional mouse clicks would prove disruptive.

  • Anker 341 USB-C Hub 7-in-1 Multi-Port Adapter ($19.99) https://www.anker.com/products/a8346
    Surface Pro and modern Windows laptop users need expanded connectivity. This Anker 7-in-1 hub adds HDMI 4K output, USB-A data ports, USB-C Power Delivery charging, microSD and SD card slots—all in one compact adapter perfect for courtroom presentations and document transfers.

Google/Android & Third-Party Related

  • Anker PowerCore Slim 10000 PD ($24.99) https://www.anker.com/products/a1229
    Android-using attorneys need portable power. This slim battery pack provides fast charging for Pixel phones and Galaxy devices during long court days.

  • Google Chromecast with Google TV ($20 on sale) https://store.google.com/product/chromecast_google_tv
    Transform any hotel TV into a presentation screen or entertainment center. Ideal for attorneys who travel for depositions, mediations, and conferences.

  • USB-C to HDMI Cable ($12.79) https://www.amazon.com/dp/B075V5JK36
    Essential for Android device users who need to connect phones or tablets to external displays for client presentations or courtroom exhibits.

AI-Related Tools

  • ChatGPT Plus One-Month Gift Subscription ($20) https://openai.com/chatgpt/pricing
    While not a physical gift, a month of ChatGPT Plus provides access to GPT-4 for legal research assistance, document drafting support, and productivity enhancement. Many attorneys use this for initial case assessment and client communication templates.

Accessories & Productivity Enhancers

Gifts $100 or Less: Professional-Grade Tools 💼📱

Apple & Third-Party Related

There some great tech gifts under $25 that you can get anyone whether they are in legal field or not!

Windows & Third-Party Related

Google/Android & Third-Party Related

  • Samsung Galaxy Buds FE ($99.99) https://www.samsung.com/us/mobile/audio/galaxy-buds-fe
    Android attorneys deserve quality wireless earbuds. These provide active noise cancellation, long battery life, and seamless integration with Galaxy devices.

  • Anker MagGo Wireless Charging Station (Foldable 3-in-1) (on sale for $72.99) https://www.anker.com/products/b2568
    Qi-compatible charging pads work across Android devices, AirPods, and smartwatches. This eliminates cable clutter on attorney desks while providing convenient simultaneous device charging.

AI-Related Tools

  • Grammarly Premium Annual Subscription ($96 when on sale) https://www.grammarly.com/upgrade
    AI-powered writing assistance helps attorneys improve brief quality, catch errors before filing, and maintain consistent tone across client communications. The plagiarism checker provides additional value.

Accessories & Productivity Enhancers

Find something that will enhance the lawyer-in-your life’s holiday!

Important Reminder: Prices listed are subject to change. The holiday shopping season brings exceptional deals, particularly on tech accessories and productivity tools. The AirTag 4-pack mentioned above frequently drops to $64-69 during sales events—watch for these bargains.

Gifts Over $100: Premium Technology for Serious Practitioners 🚀⚖️

Apple & Third-Party Related

  • AirPods Pro 3 ($249) https://www.apple.com/airpods-pro
    The latest AirPods Pro feature unprecedented active noise cancellation, heart rate sensing during workouts, and extended eight-hour battery life. Perfect for attorneys taking depositions, conducting virtual hearings, and maintaining focus during complex document review.

  • iPad Air (M3, $599) https://www.apple.com/ipad-air
    This represents the sweet spot for attorney tablets. Powerful enough for document review, video conferencing, and note-taking, yet more affordable than the iPad Pro. The M2 chip handles demanding legal applications effortlessly.

  • Apple Magic Keyboard for iPad Pro ($349) https://www.apple.com/shop/product/MJQJ3LL/A/magic-keyboard-for-ipad-pro-11-inch-m4-us-english-black
    Transforms iPads into laptop replacements. The floating cantilever design, backlit keys, and integrated trackpad create professional typing experiences during brief writing and client communications.

  • Apple Watch Series 11 ($399) https://www.apple.com/apple-watch-series-10
    Health monitoring, notification management, and quick communication access help attorneys maintain work-life balance. The larger display improves message readability during client emergencies.

  • MacBook Air M4 ($999) https://www.apple.com/shop/buy-mac/macbook-air
    The perfect attorney laptop balances portability, performance, and battery life. Handles document drafting, legal research, video conferencing, and case management software with ease.

CONSIDER SUPPORTING YOUR FAVORITE BLOG WITH A TSL.PP MUG: https://www.thetechsavvylawyer.page/shop/mug

🎁

CONSIDER SUPPORTING YOUR FAVORITE BLOG WITH A TSL.PP MUG: https://www.thetechsavvylawyer.page/shop/mug 🎁

Windows & Third-Party Related

Google/Android & Third-Party Related

Accessories & Productivity Enhancers

  • Herman Miller Aeron Chair ($1,351.00) https://www.hermanmiller.com/products/seating/office-chairs/aeron-chairs
    Quality seating prevents back pain during long days of document review and client meetings. Adjustable lumbar support and armrests accommodate different attorney body types with industry-leading ergonomics.

  • LG 34" Ultrawide Monitor 5K2K ($1,315.35) https://www.amazon.com/LG-34WK95U-W-34-Class-UltraWide/dp/B07FT8ZBMR
    Expanded screen real estate transforms document comparison, legal research, and multi-tasking productivity. Replaces dual monitor setups with cleaner desk aesthetics and seamless workflow.

  • Remarkable 2 Digital Notebook ($399) https://remarkable.com/store/remarkable-2
    Paper-like digital writing experience for attorneys who prefer handwritten notes. Converts handwriting to text and syncs across devices without distracting notifications.

  • Logitech C922 Pro Stream Webcam ($74.99) https://www.logitech.com/en-us/products/webcams/c922-pro-stream-webcam.960-001087.html
    Superior 1080p/30fps video quality for depositions, client consultations, and court appearances. Auto-focus and light correction ensure professional presentation during virtual proceedings.

  • Logitech Brio 4K Ultra HD Webcam ($159.99) https://www.logitech.com/en-us/products/webcams/brio-4k-hdr-webcam.html
    The premium upgrade for attorneys who demand the best video quality. The Brio delivers true 4K resolution at 30fps or 1080p at 60fps with HDR, RightLight 3 technology for challenging lighting conditions, and Windows Hello facial recognition support. Features adjustable field of view (65°/78°/90°), 5x digital zoom, and dual omnidirectional microphones with noise cancellation. Essential for attorneys conducting high-stakes virtual hearings, depositions with court reporters, and client presentations where image quality matters.

  • Samsung T7 Portable SSD 1TB ($109.99) https://www.amazon.com/dp/B0874XN4D8
    The Samsung T7 provides fast, portable storage for case files, discovery materials, and backup documents with transfer speeds up to 1,050 MB/s. Essential for attorneys handling large litigation matters and encrypted data protection.

Making the Right Choice: Strategic Gift Selection 🎯

Still can’t think of the right gift to give that lawyer in your life: Why not a The Tech-Savvy Lawyer.Page Podcast Mug?!

Selecting the perfect technology gift requires understanding the recipient's practice area, existing technology ecosystem, and daily workflow challenges. Solo practitioners benefit most from all-in-one solutions that maximize portability and minimize complexity. BigLaw associates thrive with premium productivity tools that streamline document-intensive work. Government attorneys and public defenders appreciate cost-effective solutions that deliver professional results within budget constraints.

Consider the recipient's technology platform before purchasing. Apple users invest in ecosystem integration—AirPods work seamlessly with iPhones, iPads sync notes with MacBooks, and AirTags leverage the Find My network. Windows attorneys rely on Microsoft 365 integration across Surface devices and traditional laptops. Android users appreciate Google Workspace connectivity and cross-device synchronization.

Accessories matter more than attorneys initially realize. Quality headphones transform noisy environments into focused workspaces. Ergonomic peripherals prevent repetitive stress injuries that sideline productive careers. External storage protects critical case files and discovery materials from device failures. Cable management and charging solutions reduce desktop chaos while ensuring devices remain powered during crucial client communications.

*Pricing Reminder: All prices listed throughout this guide are subject to change and represent current manufacturer suggested retail pricing or recent observed pricing. The holiday shopping season consistently delivers exceptional discounts and promotional offers across virtually every product category featured here. Savvy shoppers will find deals significantly below the prices mentioned—particularly during Black Friday, Cyber Monday, and throughout December as retailers compete for holiday sales. The AirTag 4-pack, for example, regularly drops from $99 to $64-69 during sales events, representing tremendous value. Watch for similar discounts on webcams, headphones, keyboards, mice, storage devices, and accessories that can stretch your gift-giving budget considerably further.

This holiday season, give gifts that demonstrate understanding of legal practice realities while supporting technological competence—an ethical obligation every attorney carries. Whether spending $25 on quality OWC Thunderbolt cables or $1,000 on practice-transforming AI subscriptions, thoughtful technology gifts invest in the recipient's professional success, client service excellence, and work-life balance. The attorneys in your life deserve tools that work as hard as they do while making difficult work more manageable and rewarding.

❄️❅☃️❆❄️ Have a Happy Holiday Season!❄️❅☃️❆❄️

MTC

🎙️TSL Labs! MTC: The Hidden AI Crisis in Legal Practice: Why Lawyers Must Unmask Embedded Intelligence Before It's Too Late!

📌 Too Busy to Read This Week's Editorial?

Join us for a professional deep dive into essential tech strategies for AI compliance in your legal practice. 🎙️ This AI-powered discussion unpacks the November 17, 2025, editorial, MTC: The Hidden AI Crisis in Legal Practice: Why Lawyers Must Unmask Embedded Intelligence Before It's Too Late! with actionable intelligence on hidden AI detection, confidentiality protocols, ethics compliance frameworks, and risk mitigation strategies. Artificial intelligence has been silently operating inside your most trusted legal software for years, and under ABA Formal Opinion 512, you bear full responsibility for all AI use, whether you knowingly activated it or it came as a default software update. The conversation makes complex technical concepts accessible to lawyers with varying levels of tech expertise—from tech-hesitant solo practitioners to advanced users—so you'll walk away with immediate, actionable steps to protect your practice, your clients, and your professional reputation.

In Our Conversation, We Cover the Following

00:00:00 - Introduction: Overview of TSL Labs initiative and the AI-generated discussion format

00:01:00 - The Silent Compliance Crisis: How AI has been operating invisibly in your software for years

00:02:00 - Core Conflict: Understanding why helpful tools simultaneously create ethical threats to attorney-client privilege

00:03:00 - Document Creation Vulnerabilities: Microsoft Word Co-pilot and Grammarly's hidden data processing

00:04:00 - Communication Tools Risks: Zoom AI Companion and the cautionary Otter.ai incident

00:05:00 - Research Platform Dangers: Westlaw and Lexis+ AI hallucination rates between 17-33%

00:06:00 - ABA Formal Opinion 512: Full lawyer responsibility for AI use regardless of awareness

00:07:00 - Model Rule 1.6 Analysis: Confidentiality breaches through third-party AI systems

00:08:00 - Model Rule 5.3 Requirements: Supervising AI tools with the same diligence as human assistants

00:09:00 - Five-Step Compliance Framework: Technology audits and vendor agreement evaluation

00:10:00 - Firm Policies and Client Consent: Establishing protocols and securing informed consent

00:11:00 - The Verification Imperative: Lessons from the Mata v. Avianca sanctions case

00:12:00 - Billing Considerations: Navigating hourly versus value-based fee models with AI

00:13:00 - Professional Development: Why tool learning time is non-billable competence maintenance

00:14:00 - Ongoing Compliance: The necessity of quarterly reviews as platforms rapidly evolve

00:15:00 - Closing Remarks: Resources and call to action for tech-savvy innovation

Resources

Mentioned in the Episode

Software & Cloud Services Mentioned in the Conversation

MTC: The Hidden AI Crisis in Legal Practice: Why Lawyers Must Unmask Embedded Intelligence Before It's Too Late!

Lawyers need Digital due diligence in order to say on top of their ethic’s requirements.

Artificial intelligence has infiltrated legal practice in ways most attorneys never anticipated. While lawyers debate whether to adopt AI tools, they've already been using them—often without knowing it. These "hidden AI" features, silently embedded in everyday software, present a compliance crisis that threatens attorney-client privilege, confidentiality obligations, and professional responsibility standards.

The Invisible Assistant Problem

Hidden AI operates in plain sight. Microsoft Word's Copilot suggests edits while you draft pleadings. Adobe Acrobat's AI Assistant automatically identifies contracts and extracts key terms from PDFs you're reviewing. Grammarly's algorithm analyzes your confidential client communications for grammar errors. Zoom's AI Companion transcribes strategy sessions with clients—and sometimes captures what happens after you disconnect.

DocuSign now deploys AI-Assisted Review to analyze agreements against predefined playbooks. Westlaw and Lexis+ embed generative AI directly into their research platforms, with hallucination rates between 17% and 33%. Even practice management systems like Clio and Smokeball have woven AI throughout their platforms, from automated time tracking descriptions to matter summaries.

The challenge isn't whether these tools provide value—they absolutely do. The crisis emerges because lawyers activate features without understanding the compliance implications.

ABA Model Rules Meet Modern Technology

The American Bar Association's Formal Opinion 512, issued in July 2024, makes clear that lawyers bear full responsibility for AI use regardless of whether they actively chose the technology or inherited it through software updates. Several Model Rules directly govern hidden AI features in legal practice.

Model Rule 1.1 requires competence, including maintaining knowledge about the benefits and risks associated with relevant technology. Comment 8 to this rule, adopted by most states, mandates that lawyers understand not just primary legal tools but embedded AI features within those tools. This means attorneys cannot plead ignorance when Microsoft Word's AI Assistant processes privileged documents.

Model Rule 1.6 imposes strict confidentiality obligations. Lawyers must make "reasonable efforts to prevent the inadvertent or unauthorized disclosure of, or unauthorized access to, information relating to the representation of a client". When Grammarly accesses your client emails to check spelling, or when Zoom's AI transcribes confidential settlement discussions, you're potentially disclosing protected information to third-party AI systems.

Model Rule 5.3 extends supervisory responsibilities to "nonlawyer assistance," which includes non-human assistance like AI. The 2012 amendment changing "assistants" to "assistance" specifically contemplated this scenario. Lawyers must supervise AI tools with the same diligence they'd apply to paralegals or junior associates.

Model Rule 1.4 requires communication with clients about the means used to accomplish their objectives. This includes informing clients when AI will process their confidential information, obtaining informed consent, and explaining the associated risks.

Where Hidden AI Lurks in Legal Software

🚨 lawyers don’t breach your ethical duties with AI shortcuts!!!

Microsoft 365 Copilot integrates AI across Word, Outlook, and Teams—applications lawyers use hundreds of times daily. The AI drafts documents, summarizes emails, and analyzes meeting transcripts. Most firms that subscribe to Microsoft 365 have Copilot enabled by default in recent licensing agreements, yet many attorneys remain unaware their correspondence flows through generative AI systems.

Adobe Acrobat now automatically recognizes contracts and generates summaries with AI Assistant. When you open a PDF contract, Adobe's AI immediately analyzes it, extracts key dates and terms, and offers to answer questions about the document. This processing occurs before you explicitly request AI assistance.

Legal research platforms embed AI throughout their interfaces. Westlaw Precision AI and Lexis+ AI process search queries through generative models that hallucinate incorrect case citations 17% to 33% of the time according to Stanford research. These aren't separate features—they're integrated into the standard search experience lawyers rely upon daily.

Practice management systems deploy hidden AI for intake forms, automated time entry descriptions, and matter summaries. Smokeball's AutoTime AI generates detailed billing descriptions automatically. Clio integrates AI into client relationship management. These features activate without explicit lawyer oversight for each instance of use.

Communication platforms present particularly acute risks. Zoom AI Companion and Microsoft Teams AI automatically transcribe meetings and generate summaries. Otter.ai's meeting assistant infamously continued recording after participants thought a meeting ended, capturing investors' candid discussion of their firm's failures. For lawyers, such scenarios could expose privileged attorney-client communications or work product.

The Compliance Framework

Establishing ethical AI use requires systematic assessment. First, conduct a comprehensive technology audit. Inventory every software application your firm uses and identify embedded AI features. This includes obvious tools like research platforms and less apparent sources like PDF readers, email clients, and document management systems.

Second, evaluate each AI feature against confidentiality requirements. Review vendor agreements to determine whether the AI provider uses your data for model training, stores information after processing, or could disclose data in response to third-party requests. Grammarly, for example, offers HIPAA compliance but only for enterprise customers with 100+ seats who execute Business Associate Agreements. Similar limitations exist across legal software.

Third, implement technical safeguards. Disable AI features that lack adequate security controls. Configure settings to prevent automatic data sharing. Adobe and Microsoft both offer options to prevent AI from training on customer data, but these protections require active configuration.

Fourth, establish firm policies governing AI use. Designate responsibility for monitoring AI features in licensed software. Create protocols for evaluating new tools before deployment. Develop training programs ensuring all attorneys understand their obligations when using AI-enabled applications.

Fifth, secure client consent. Update engagement letters to disclose AI use in service delivery. Explain the specific risks associated with processing confidential information through AI systems. Document informed consent for each representation.

The Verification Imperative

ABA Formal Opinion 512 emphasizes that lawyers cannot delegate professional judgment to AI. Every output requires independent verification. When Westlaw Precision AI suggests research authorities, lawyers must confirm those cases exist and accurately reflect the law. When CoCounsel Drafting generates contract language in Microsoft Word, attorneys must review for accuracy, completeness, and appropriateness to the specific client matter.

The infamous Mata v. Avianca case, where lawyers submitted AI-generated briefs citing fabricated cases, illustrates the catastrophic consequences of failing to verify AI output. Every jurisdiction that has addressed AI ethics emphasizes this verification duty.

Cost and Billing Considerations

Formal Opinion 512 addresses whether lawyers can charge the same fees when AI accelerates their work. The opinion suggests lawyers cannot bill for time saved through AI efficiency under traditional hourly billing models. However, value-based and flat-fee arrangements may allow lawyers to capture efficiency gains, provided clients understand AI's role during initial fee negotiations.

Lawyers cannot bill clients for time spent learning AI tools—maintaining technological competence represents a professional obligation, not billable work. As AI becomes standard in legal practice, using these tools may become necessary to meet competence requirements, similar to how electronic research and e-discovery tools became baseline expectations.

Practical Steps for Compliance

Start by examining your Microsoft Office subscription. Determine whether Copilot is enabled and what data sharing settings apply. Review Adobe Acrobat's AI Assistant settings and disable automatic contract analysis if your confidentiality review hasn't been completed.

Contact your Westlaw and Lexis representatives to understand exactly how AI features operate in your research platform. Ask specific questions: Does the AI train on your search queries? How are hallucinations detected and corrected? What happens to documents you upload for AI analysis?

Audit your practice management system. If you use Clio, Smokeball, or similar platforms, identify every AI feature and evaluate its compliance with confidentiality obligations. Automatic time tracking that generates descriptions based on document content may reveal privileged information if billing statements aren't properly redacted.

Review video conferencing policies. Establish protocols requiring explicit disclosure when AI transcription activates during client meetings. Obtain informed consent before recording privileged discussions. Consider disabling AI assistants entirely for confidential matters.

Implement regular training programs. Technology competence isn't achieved once—it requires ongoing education as AI features evolve. Schedule quarterly reviews of new AI capabilities deployed in your software stack.

Final Thoughts 👉 The Path Forward

lawyers must be able to identify and contain ai within the tech tools they use for work!

Hidden AI represents both opportunity and obligation. These tools genuinely enhance legal practice by accelerating research, improving drafting, and streamlining administrative tasks. The efficiency gains translate into better client service and more competitive pricing.

However, lawyers cannot embrace these benefits while ignoring their ethical duties. The Model Rules apply with equal force to hidden AI as to any other aspect of legal practice. Ignorance provides no defense when confidentiality breaches occur or inaccurate AI-generated content damages client interests.

The legal profession stands at a critical juncture. AI integration will only accelerate as software vendors compete to embed intelligent features throughout their platforms. Lawyers who proactively identify hidden AI, assess compliance risks, and implement appropriate safeguards will serve clients effectively while maintaining professional responsibility.

Those who ignore hidden AI features operating in their daily practice face disciplinary exposure, malpractice liability, and potential privilege waivers. The choice is clear: unmask the hidden AI now, or face consequences later.

MTC

🎙️ Ep. # 124: AI Governance Expert Nikki Mehrpoo Shares the Triple E Protocol for Implementing Responsible AI and Legal Practice While Maintaining Ethical Compliance and Protecting Client Data.

My next guest is Nikki Mehrpoo. She is a nationally recognized leader in AI governance for law practices, known for her practical, ethical, and innovation-focused strategies. Today, she details her Triple-E Protocol and shares key steps for safely leveraging AI in legal work.

Join Nikki Mehrpoo and me as we discuss the following three questions and more!

  1. Based on your pioneering work with “Govern Before You Automate,” what are the top three foundational steps every lawyer should take to implement AI responsibly, and what are the top three mistakes lawyers make with AI?

  2. What are your top three tips or tricks when using AI in your work?

  3. When assessing the next AI platform from a service provider, what are the top three questions lawyers should be asking?

In our conversation, we cover the following:

  • 00:00:00 – Welcome and guest’s background 🌟

  • 00:01:00 – Current tech setup and cloud-based workflows ☁️

  • 00:02:00 – Privacy and IP management, not client confidentiality 🔐

  • 00:03:00 – Document deduplication with Effingo 📄

  • 00:04:00 – Hardware: HP Omni Book 7 Laptop, HP monitors, iPhone 💻📱

  • 00:05:00 – Efficiency tools: Text Expander, personal workflow shortcuts ⌨️

  • 00:06:00 – Balancing technology innovation and risk management ⚖️

  • 00:07:00 – Adapting to change, ongoing legal tech education 🧑‍💻

  • 00:08:00 – Triple-E Framework: Educate, Empower, Elevate 🚀

  • 00:09:00 – Governance, supervision duties, policy setting 🛡️

  • 00:10:00 – Human verification as a standard for all legal AI output 🧑‍⚖️

  • 00:12:00 – Real-world examples: AI hallucinations, bias, and due diligence ⚠️

  • 00:13:00 – IT vs. AI expertise, communicating across teams 🛠️

  • 00:14:00 – Chief AI Governance Officer, governance in legal innovation 🏛️

  • 00:15:00 – Global compliance, EU AI Act, international standards 🌐

  • 00:16:00 – Hidden AI in legacy software, policy gaps 🔎

  • 00:17:00 – Education as continuous legal responsibility 📚

  • 00:18:00 – Better results through prompt engineering 🔤

  • 00:19:00 – Verify, verify, verify: never trust without review ✔️

  • 00:20:00 – ABA Formal Opinion 512: standards for responsible legal AI 📜

  • 00:21:00 – Nikki’s Triple-E Protocol, governance best practices 📊

  • 00:22:00 – Data origin, bias, and auditability in legal AI systems 🧩

  • 00:23:00 – Frameworks for “govern before you automate” in legal workflows 🔒

  • 00:24:00 – Importance of internal hosting and zero retention policies 🏢

  • 00:25:00 – Maintaining confidentiality with third-party AI and HIPAA compliance 🤫

  • 00:26:00 – Where to find Nikki and connect 🌐

Resources

Connect with Nikki Mehrpoo

Mentioned in the episode

Hardware mentioned in the conversation

Software & Cloud Services mentioned in the conversation

📖 Word ("Phrase") of the Week: Mobile Device Management: Essential Security for Today's Law Practice 📱🔒

Mobile Device Management is an essential concept for lawyers.

Mobile Device Management (MDM) has become essential for law firms navigating today's mobile-first legal landscape. As attorneys increasingly access confidential client information from smartphones, tablets, and laptops outside traditional office settings, MDM technology provides the security framework necessary to protect sensitive data while enabling productive remote work.

Understanding MDM in Legal Practice

MDM refers to software that allows IT teams to remotely manage, secure, and support mobile devices used across an organization. For law firms, this technology provides centralized control to enforce password requirements, encrypt data, install security updates, locate devices, and remotely lock or wipe lost or stolen devices. These capabilities directly address the ethical obligations attorneys face under the ABA Model Rules of Professional Conduct.

Ethical Obligations Drive MDM Adoption

The legal profession faces unique ethical requirements regarding technology use. ABA Model Rule 1.1 requires lawyers to maintain technological competence, including understanding "the benefits and risks associated with relevant technology". Rule 1.6 mandates that lawyers "make reasonable efforts to prevent the inadvertent or unauthorized disclosure of, or unauthorized access to, information relating to the representation of a client".

ABA Formal Opinion 498 specifically addresses virtual practice considerations. The opinion cautions that lawyers should disable listening capabilities of smart speakers and virtual assistants while discussing client matters unless the technology assists the law practice. This guidance underscores the importance of thoughtful technology implementation in legal practice.

Core MDM Features for Law Firms

Device encryption forms the foundation of MDM security. All client data should be encrypted both in transit and at rest, with granular permissions determining who accesses specific information. Remote wipe capabilities allow immediate data deletion when devices are lost or stolen, preventing unauthorized access to sensitive case information.

Application management enables IT teams to control which applications can access firm resources. Maintaining an approved application list and regularly scanning for vulnerable or unauthorized applications reduces security risks. Containerization separates personal and professional data, ensuring client information remains isolated and secure even if the device is compromised.

Compliance and Monitoring Benefits

lawyers, do you know where your mobile devices are?

MDM solutions help law firms maintain compliance with ABA guidelines, state bar requirements, and privacy laws. The systems generate detailed logs and reports on device activity, which prove vital during audits or internal investigations. Continuous compliance monitoring ensures devices meet security standards while automated checks flag devices falling below required security levels.

Implementation Best Practices

Successful MDM implementation requires establishing clear policies outlining device eligibility, security requirements, and user responsibilities. Firms should enforce device enrollment and compliance, requiring all users to register devices before accessing sensitive systems. Multi-factor authentication enhances security for sensitive data access.

Regular training ensures staff understand security expectations and compliance requirements. Automated software updates and security patches keep devices protected against evolving threats. Role-based access controls prevent unauthorized access to corporate resources by assigning permissions based on job functions.

MDM technology has evolved from optional convenience to ethical necessity. Law firms that implement comprehensive MDM strategies protect client confidentiality, meet professional obligations, and maintain competitive advantage in an increasingly mobile legal marketplace.

Keep Your Practice Safe - Stay Tech Savvy!!!

🎙️ Ep. 123: Former Federal Prosecutor Reveals How AI Levels the Playing Field in Criminal Defense 🎙️⚖️🤖

My next guest is Lance Kennedy. Lance is a former federal prosecutor who now operates a tech forward criminal defense practice in Texas. He combines his prosecutorial experience with cutting edge AI and automation tools to compete against well-resourced government teams, helping criminal defense attorneys leverage technology for data analytics, digital forensics, and case management across both federal and state courts.

Join Lance Kennedy and me as we discuss the following three questions and more! 🎯

  1. What are the top three ways criminal defense attorneys can leverage technology to level the playing field against well-resourced prosecution teams? And how has your prosecutorial experience informed your approach to implementing these tools?

  2. With your experience handling both federal cases and state Texas matters, what are the top three technological tools or approaches that criminal defense attorneys should prioritize differently when managing federal cases versus state cases? And how can technology help attorneys navigate the distinct procedural and evidentiary challenges of each system?

  3. What are the top three ethical and practical considerations criminal defense attorneys must address when implementing AI tools in their practice? And how can lawyers ensure they maintain the 'human in the loop' while maximizing AI's benefits for client representation?

In our conversation, we cover the following ⏱️

00:00:00 - Introduction

00:01:00 - Guest's Current Tech Setup

00:05:00 - Top Three Ways Criminal Defense Attorneys Can Leverage Technology

00:08:00 - Federal vs State Technology Tools and Approaches

00:10:00 - Top Three Tech Tools Better Than Government Systems

00:13:00 - Data Privacy and PII Protection in AI Tools

00:14:00 - Ethical and Practical Considerations for AI Implementation

00:16:00 - Where to Find Lance Kennedy

RESOURCES 📚

Connect with Lance Kennedy 🤝

Mentioned in the Episode 💡

Hardware Mentioned in the Conversation 💻

Software & Cloud Services Mentioned in the Conversation ☁️

TRANSCRIPT

Introduction

Michael D.J. Eisenberg: Episode 123 former federal prosecutor reveals how AI levels the playing field in criminal defense.

My next guest is Lance Kennedy. Lance is a former federal prosecutor who now operates a tech forward criminal defense practice in Texas. He combines his prosecutorial experience with cutting edge AI and automation tools to compete against well-resourced government teams, helping criminal defense attorneys leverage technology for data analytics, digital forensics, and case management across both federal and state courts.

All this and more, enjoy.

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Michael D.J. Eisenberg: Have you been enjoying the Tech Savvy lawyer.page podcast? Consider giving us a five star review on Apple Podcasts or wherever you get your podcast feeds.

Lance, welcome to the podcast. Thanks for having me on. I appreciate you being here. [00:01:00] And to get things started, please tell us what your current tech setup is.

Our Guest's Current Tech Setup!

Lance Kennedy: Well, you know, it really has evolved since I started my practice, but currently I do have, a MacBook Pro that I use kind of as my normative computer.

I do use Mac almost exclusively along with a dual sim. iPhone 17 Pro Max. Mm-hmm. Which has two different lines. One for business, one for personal use, so it can kind of consolidate it into one. And then on my actual desk, which I actually use a, standing desk. Really, it makes it nice to be able to adjust along with a gaming chair.

'cause I think that was actually the most comfortable, best. Chair that Define was actually a gaming chair, and its Secret Lab is the company, so Yep. You're looking for a good one. That's, my recommendation. And then of course, extended monitors, because we use so many different systems, so that's more of the hardware setup.

In terms of software though, we, I use of course, Gmail interface for our firm along with our website, which is managed by Scorpion, one of , the ad companies. And then other software that we utilize are matics for our [00:02:00] CRM and my case for our client management portal, along with some other intake software that we utilize.

So I'm gonna ask, which MacBook Pro do you have? That's a good question. So I bought it a little bit, but it's the, you know, it has , the M two chip in it. Okay. 16 gig MacBook Air. So I've had it for about a year and a half and Excellent.

Michael D.J. Eisenberg: Really

Lance Kennedy: well for me.

Michael D.J. Eisenberg: Yep. And of course you have a Apple store.

Business account, right? I do. Yeah, of course. Excellent. And what about your monitors? Do you have a particular brand?

Lance Kennedy: Well, the monitors I currently am using , are, curved Samsung monitors. Mm-hmm. They, and then I have a articulating arm that I have them on just so I can kind of maneuver them.

I still use my, my laptop for most things with the laptop screen, and then use the extended monitors to kind of host documents or platforms that I'm utilizing.

Michael D.J. Eisenberg: For your curve monitors, do you have more than one on your desk? I have two. And so the curve monitor, my understanding of the concept is to kind of keep your eyes on the screen so that you don't lose anything.

You [00:03:00] know, moving from left to right, you know, I've got a three monitor set up, main one and two FLA flanking left and right. They say that having a curve monitor is better because you need, again, you keeping your eyes on the screen. Do you find to have any conflict with that, given that you have two curved monitors?

Lance Kennedy: I don't find any real issue with it. I mean, they're not the most extreme, you know, curved monitors. Some of them are, have a, I dunno if it's concave or convex, but point is, is that they do have a little bit more of an angle to them. Right. These are almost flat, but they do have a slight curve and I really haven't found an issue with, it, it just, it works for me and I kind of have them set up on opposite sides of my deck and

Michael D.J. Eisenberg: that's all that matters.

Your iPhone 17 pro. Is it a pro promax or pro promax? And did you get the orange? I did get

Lance Kennedy: the orange. How do you like that? It's all right, but I have a OtterBox, one of the defender. Mm-hmm. OtterBox cases. And I know some people think the Promax versions are a little large, and then I add a, an additional right kind of bulk to it.

But I figured if I'm gonna have that expensive of a piece of hardware, [00:04:00] I'm gonna get the most rugged. Protective system that I could get, which is the defender.

Michael D.J. Eisenberg: I do the same thing, and I agree with you. I've got some sort of, I have a knockoff case for my iPhone, PROMAX 17, but the nice thing about it is it has a little kickstand built.

It's really nice. So that comes in handy, like when you're, elsewhere, you wanna just prop it up, whether you're in the kitchen, dining room table or at a Starbucks and you only have your phone with you. That's been a little trick that I found out from my last anchor case that I had for my 16.

I'm on the annuals recycle program with Apple, so I get the new phone every year. Well let's get into the questions.

Q?#1:  What are the top three ways criminal defense attorneys can leverage technology to level the playing field against well-resourced prosecution teams?And how has our guest's prosecutorial experience informed your approach to implementing these tools?

Michael D.J. Eisenberg: Question number one. Lance as a former federal prosecutor who now runs a tech forward criminal defense practice. What are the top three ways criminal defense attorneys can leverage technology to level the playing field against well-resourced prosecution teams?

And how has your prosecutorial experience informed your approach to implementing

Lance Kennedy: these tools? Yeah, those are great questions. And so what I would say on the outset, as you know, particularly with the new AI revolution, I [00:05:00] think we're at the onset of it. It still has, you know, a lot to go. We'll see where it takes us.

But really with these technological changes, what I see in at least our market, and I think it's probably in any practice area, it's becoming. More key is you're g you're really gonna have firms that take advantage of the full weight of technology available to them. And those that don't, and the ones that don't, are just gonna be left behind because they're not able, they're not gonna be able to leverage their time and resources in the same way.

Mm-hmm. And it goes to, you know, the different ways we're utilizing technology, I mean, the first would be data analytics and, and case management with all the AI tools available. You know, you have to, of course, make sure you're following bar rules and not sharing PII in places. Right. Utilizing AI either on your own server or running it without sharing data has been a game changer because what you can do is you can organize discovery and spotting consistencies or quickly cross-reference evidence and you know, which is really critical when you're going against prosecution teams with more manpower.

Whenever you, you know, you're up against the federal government or a state government, [00:06:00] they have almost unlimited resources available to them, investigators, analysts, experts and and whatnot. And so having that ability to quickly analyze data and spotting consistencies is key. The next would be digital forensic tools.

You know, by employing such like forensic software or utilizing experts that have access to forensic software, like cell tower data, digital communication or, or different types of video analysis, we've been able to really. Bolster our client's defense. And part of that is my prosecutorial background, particularly with the Department of Justice, , taught me how the government's gonna build a case against you.

Mm-hmm. So we want to utilize the same tools to, to be able to dismantle a case, or at least provide the best defense to our clients. And in our area, of course, is criminal defense. Most of this is gonna be done though through experts that have, you know, either DEC decryption tools or other analytic tools.

And, and starting to leverage again, the same forensic opportunities that the, the state or government has. And then finally, I kind of touched on this with data analytics is really AI and automation. This is, you [00:07:00] know, things such as automated receptionist, document review, legal research. All of these have, we've been able to successfully offload to AI platforms.

And that does free up bandwidth for our team to focus on, strategy rather than just paperwork. So those would be the three ways, categories of the ways we're utilizing technology.

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Michael D.J. Eisenberg: Pardon the interruption. I hope you're enjoying the Tech Heavy Layer page podcast. As much as I enjoy making them consider buying us a cup of coffee or two to help toray some of the production costs, thanks and enjoy.

Q?#2: What are the top three technological tools or approaches that criminal defense attorneys should prioritize differently when managing federal cases versus state cases? And how can technology help attorneys navigate the distinct procedural and evidentiary challenges of each system? system. .

Michael D.J. Eisenberg: So let's move on to question number two. With your experience handling both federal cases and state and Texas state matters, what are the top three technological tools or approaches that criminal defense attorneys should prioritize differently when managing federal cases versus state cases? And how can technology help attorneys navigate the distinct procedural and evidentiary challenges of each

Lance Kennedy: system. Great question. So I'll take these kind of separately because federal and state work are, are somewhat distinct, albeit both [00:08:00] kind of deal with the same subject matter, federal cases and, and the federal system. Of course, you have a, you have a unified online platform, ECF case, sir.

And then of course you have box, which is the, the typical way that evidence is shared with you from, you know, the agency's DOJ, the prosecutor to you as the attorney. And so when it comes to utilizing technology with federal cases, particularly those that are, you know, again, very, have a very large amount of discovery such as white collar cases, wire fraud, things of that nature.

We utilize and leverage, for instance, like co-counsel with Westlaw to be able to, to create trial books and really look at the discovery and help us manage our, the vast amount of discovery. I mean, you know, a small white collar case could have 10, 15,000. Exhibits or files, they're white collar cases that go into hundreds of thousands, if not millions of documents.

So, mm-hmm. You know, quickly being able to utilize AI rather than have to have, you know, an associate comb through those and really look for things has, is a, is definitely something that you should leverage if you're [00:09:00] not doing that already. In terms of, you know, state practice things, you know, 'cause criminal practices and state work, you're dealing with a lot of volume of clients such as, UIs, assaults, drugs, right.

And the like. So utilizing AI and, and other automated technologies for rapid response call tracking, text automation, even like case management software mm-hmm. You know, are very helpful. And that's just because state cases can move pretty quickly. Or involve high client volume. And so you want to be able to utilize automation as much as possible.

So that's what we do as well. And then finally, the technol technological advantage you get by utilizing all these different platforms. You know, like for instance, using dashboards to track procedural deadlines or evidentiary issues really enables you to, to stop things from slipping through the cracks.

Michael D.J. Eisenberg: So my question to you, going back to the first, and, course the second question. As you mentioned that you wanna be using the same platforms as the government does, whether it's state or federal. Have you found, say, maybe three [00:10:00] pieces of tech or software. That you find to be better than what the state or federal government uses.

Lance Kennedy: I mean, you don't have access to their internal systems. Right. And then mm-hmm. In terms of like state, the state, and I'm speaking of particularly the federal system that, the state prosecution, depending on the county, can be fairly antiquated. You know, because we work throughout Texas. My firm Lance Kennedy law, we work through all the major metros of the Texas Triangle, but also rural counties with five, 6,000 people. Right? And so you see a wide discrepancy between tools that they're using. And so what I would say is you may have access, for instance, to like Westlaw, which they're gonna be utilizing. Mm-hmm. In preparation as well. But I would venture to say that if you're a tech savvy defense attorney, like in my position, you're gonna have access to more platforms and be willing to use , more platforms, right.

In the state or feds. And that's just because. You know, they're not gonna go outta their way to purchase a software that's not being provided for them. Right. Whereas, if you're running your own business, you can select [00:11:00] the best software possible to help your clients. Are you willing to share your top three?

Yeah, I would say, I mean, the easiest for me is chat. GPTI do have a pro account that would be top of the list. There's just so many features available with the new agents that they've rolled out. Deep research functionality, copy editing, replying, you know, for instance, making sure that whatever communication is compliant with whatever rules of professional conduct or Texas Code of Criminal procedure, you can really utilize, you know, AI in that capacity to shore up your communication, even if it's merely looking at, what you're typing , or research question or the like.

The next one would be Westlaw, the AI enabled Westlaw with co-counsel. Just because it makes, you know, when I, when I went into law school, we were still learning how to, , and granted it was still, it was antiquated at this point, but they were still making us learn how to pull cases from the volumes in the library.

Right. I've never done that actually, in practice. It was a waste of time, but then of course, we were using Westlaw, but you had to use some of , the connectors and you had to [00:12:00] be really adept at the coding of how you phrased a question. Now, that's not even , a question. You can literally type in any search query and sort it by case, like, how does XJ judge handle this matter?

And it leverages the entire Westlaw database. And then finally, I would say a really easy one to utilize is Grammarly. And so , my team is Grammarly integrated in all of our platforms that enables us to. Make sure that our copy is clear and professional and gets the right tone. And when you're dealing with criminal clients, many times you're gonna get a client screed, you can't even understand it's gonna be, you know, run on sentences , and stream of consciousness.

So to be able to quickly utilize AI to interpret it and then respond with a proper tone , is incredible as well. So I'd say those were my top three.

Michael D.J. Eisenberg: Excellent. Excellent. I appreciate you sharing that, but I'm gonna focus on one, which is gonna bleed into our third question. Talked about chat, GPT Pro. Now, is the information that you put into that system at that tier, is that still protected or are you [00:13:00] worried get to be wary of your PII?

Lance Kennedy: Yeah, that, that's a, that's kind of a real open question right now. So most of the LMS and other platforms are gonna enable you to turn off data sharing. Mm-hmm. And so that should, for, for all intents and purposes, protect your data. But, but really ensure, you know, you're doing what is compliant with your bar.

The next thing is you can actually host your own, you know, server with mm-hmm. AI on it and just kind of keep it in a closed ecosystem. So that's the safer method. But I think probably both of them meet the criter and confidentiality. The issue is you just don't want PII getting onto the internet some way, somehow inadvertently, and I think as long as it's not being shared.

That should prevent that from ever occurring. But again, you know, that's just my opinion and you have to kind of figure it out. I think the issue , is that, you know, state bars are, you know, and I would say advertising committees, there are government workers or individuals mm-hmm. That never run a business. And there's Right, they know impetus for them to move quickly on these types of issues or be sensible or reasonable. And so. [00:14:00] I would just say be a smart practitioner and don't put yourself in any type of harm's way. And for our last question,

Q?#3: What are the top three ethical and practical considerations criminal defense attorneys must address when implementing AI tools in their practice? And how can lawyers ensure they maintain the quote unquote human in the loop while maximizing AI's benefits for client representation?

Michael D.J. Eisenberg: as someone who has worked on both sides of the courtroom and now integrates AI into your defense strategies, what are the top three ethical and practical considerations criminal defense attorneys must address when implementing AI tools in their practice?

And how can lawyers ensure they maintain the quote unquote human in the loop while maximizing AI's benefits for client representation ?

Lance Kennedy: You know, I think this kind of goes to the use of any technology is. When it comes to replacing repetitive tasks, things that really are, I would say, tasks that don't take a true technician or someone with a mm-hmm.

Skill set to do. Those are the ones that need and should be automated and can be automated.

Michael D.J. Eisenberg: Mm-hmm.

Lance Kennedy: As quickly, even things like receptionist. Mm-hmm. You have an AI receptionist. So the point is, is that there are things that generally do have a human like component or interact. Mm-hmm. Can be easily replaced with ai.

However, you know, depending on your competency and where you're [00:15:00] practicing, what type of law. For instance, you know, we're never gonna replace attorneys in the courtroom, at least right. For the way foreseeable future things like hearings or visiting a client in jail. Or making phone calls to family members to, you know, assure them everything's being done.

Those are the tasks that of course we are still gonna have to have a human touch. The more we automate, the more we leverage technology, the more we're utilizing AI to be able to help us do things like research or in something that took us. Five hours we can now do in 30 minutes. Right. We're gonna leverage because that frees up my attorneys to do the things that they're really paid to do, which is, you know, win cases, resolve them favorably for our clients and keep them in the loop.

And, and that's where, technology really is enabling us to

Michael D.J. Eisenberg: succeed.

Have you come across any ethical pitfalls in dealing with ai? Maybe not necessarily with yourself, but you've seen with other colleagues?

Lance Kennedy: No. I mean, what, you know, the question , is like, what would be the ethical grounds here?

It's the, the same rules apply whether guides writing copy for you from mm-hmm. Or [00:16:00] producing a video. Then if you did it on your own, I think as long as the presentation is accurate and doesn't give clients or potential clients the wrong. Opinion of you or your team or your staff. Mm-hmm. You know, then you're in good territory.

So it's a tool, but it doesn't replace ethical behavior or discretion. Gotcha.

Michael D.J. Eisenberg: Well, Lance, I wanna thank you for being here today. Please.

Where You Can Find Our Guest!

Michael D.J. Eisenberg: Where can people find you?

Lance Kennedy: You can find me@lancekennedy.com. It's our firm's website. You can also find me on LinkedIn, TikTok, Instagram, and Facebook. Excellent. Well, Lance,

Michael D.J. Eisenberg: again, thank you for being here.

Absolutely. Thank you.

See You In Two Weeks!

Michael D.J. Eisenberg: Thank you for joining me on this episode of the Tech Savvy Lawyer Page podcast. Our next episode will be posted in about two weeks. If you have any ideas about a future episode, please contact me at Michael DJ at the Tech Savvy lawyer.page. Have a great day and happy [00:17:00] lawyering.

MTC: 🔒 Your AI Conversations Aren't as Private as You Think: What the OpenAI Court Ruling Means for Legal Professionals

A watershed moment in digital privacy has arrived, and it carries profound implications for lawyers and their clients.

The recent court ruling in In re: OpenAI, Inc., Copyright Infringement Litigation has exposed a critical vulnerability in the relationship between artificial intelligence tools and user privacy rights. On May 13, 2025, U.S. Magistrate Judge Ona T. Wang issued an order requiring OpenAI to "preserve and segregate all output log data that would otherwise be deleted on a going forward basis". This unprecedented directive affected more than 400 million ChatGPT users worldwide and fundamentally challenged assumptions about data privacy in the AI era.[1][2][3][4]

While the court modified its order on October 9, 2025, terminating the blanket preservation requirement as of September 26, 2025, the damage to user trust and the precedent for future litigation remain significant. More importantly, the ruling illuminates a stark reality for legal professionals: the "delete" button offers an illusion of control rather than genuine data protection.

The Court Order That Changed Everything ⚖️

The preservation order emerged from a copyright infringement lawsuit filed by The New York Times against OpenAI in December 2023. The Times alleged that OpenAI unlawfully used millions of its articles to train ChatGPT without permission or compensation. During discovery, concerns arose that OpenAI had been deleting user conversations that could potentially demonstrate copyright violations.

Judge Wang's response was sweeping. The court ordered OpenAI to retain all ChatGPT output logs, including conversations users believed they had permanently deleted, temporary chats designed to auto-delete after sessions, and API-generated outputs regardless of user privacy settings. The order applied retroactively, meaning conversations deleted months or even years earlier remained archived in OpenAI's systems.

OpenAI immediately appealed, arguing the order was overly broad and compromised user privacy. The company contended it faced conflicting obligations between the court's preservation mandate and "numerous privacy laws and regulations throughout the country and the world". Despite these objections, Judge Wang denied OpenAI's motion, prioritizing the preservation of potential evidence over privacy concerns.

The October 9, 2025 stipulation and order brought partial relief. OpenAI's ongoing obligation to preserve all new output log data terminated as of September 26, 2025. However, all data preserved before that cutoff remains accessible to plaintiffs (except for users in the European Economic Area, Switzerland, and the United Kingdom). Additionally, OpenAI must continue preserving output logs from specific domains identified by the New York Times and may be required to add additional domains as the litigation progresses.

Privacy Rights in the Age of AI: An Eroding Foundation 🛡️

This case demonstrates that privacy policies are not self-enforcing legal protections. Users who relied on OpenAI's representations about data deletion discovered those promises could be overridden by court order without their knowledge or consent. The "temporary chat" feature, marketed as providing ephemeral conversations, proved anything but temporary when litigation intervened.

The implications extend far beyond this single case. The ruling establishes that AI-generated content constitutes discoverable evidence subject to preservation orders. Courts now view user conversations with AI not as private exchanges but as potential legal records that can be compelled into evidence.

For legal professionals, this reality is particularly troubling. Lawyers regularly handle sensitive client information that must remain confidential under both ethical obligations and the attorney-client privilege. The court order revealed that even explicitly deleted conversations may be retained indefinitely when litigation demands it.

The Attorney-Client Privilege Crisis 👥

Attorney-client privilege protects confidential communications between lawyers and clients made for the purpose of obtaining or providing legal advice. This protection is fundamental to the legal system. However, the privilege can be waived through voluntary disclosure to third parties outside the attorney-client relationship.

When lawyers input confidential client information into public AI platforms like ChatGPT, they potentially create a third-party disclosure that destroys privilege. Many generative AI systems learn from user inputs, incorporating that information into their training data. This means privileged communications could theoretically appear in responses to other users' queries.

The OpenAI preservation order compounds these concerns. It demonstrates that AI providers cannot guarantee data will be deleted upon request, even when their policies promise such deletion. Lawyers who used ChatGPT's temporary chat feature or deleted sensitive conversations believing those actions provided privacy protection now discover their confidential client communications may be preserved indefinitely as litigation evidence.

The risk is not theoretical. In the now-famous Mata v. Avianca, Inc. case, a lawyer used a free version of ChatGPT to draft a legal brief containing fabricated citations. While the lawyer faced sanctions for submitting false information to the court, legal ethics experts noted the confidentiality implications of the increasingly specific prompts the attorney used, which may have revealed client confidential information.

ABA Model Rules and AI: What Lawyers Must Know 📋

The American Bar Association's Model Rules of Professional Conduct govern lawyer behavior, and while these rules predate generative AI, they apply with full force to its use. On July 29, 2024, the ABA Standing Committee on Ethics and Professional Responsibility issued Formal Opinion 512, providing the first comprehensive guidance on lawyers' use of generative AI.

Model Rule 1.1: Competence requires lawyers to provide competent representation, including maintaining "legal knowledge, skill, thoroughness and preparation reasonably necessary for representation". The rule's commentary [8] specifically states lawyers must understand "the benefits and risks associated with relevant technology". Opinion 512 clarifies that lawyers need not become AI experts, but must have a "reasonable understanding of the capabilities and limitations of the specific GenAI technology" they use. This is not a one-time obligation. Given AI's rapid evolution, lawyers must continuously update their understanding.

Model Rule 1.6: Confidentiality creates perhaps the most significant ethical challenge for AI use. The rule prohibits lawyers from revealing "information relating to the representation of a client" and requires them to "make reasonable efforts to prevent the inadvertent or unauthorized disclosure of, or unauthorized access to, information relating to the representation". Self-learning AI tools that train on user inputs create substantial risk of improper disclosure. Information entered into public AI systems may be stored, processed by third-party vendors, and potentially accessed by company employees or incorporated into model training. Opinion 512 recommends lawyers obtain informed client consent before inputting any information related to representation into AI systems. Lawyers must also thoroughly review the terms of use, privacy policies, and contractual agreements of any AI tool they employ.

Model Rule 1.4: Communication obligates lawyers to keep clients reasonably informed about their representation. When using AI tools, lawyers should disclose this fact to clients, particularly when the AI processes client information or could impact the representation. Clients have a right to understand how their matters are being handled and what technologies may access their confidential information.[25][22][20][21]

Model Rule 3.3: Candor Toward the Tribunal requires lawyers to be truthful in their representations to courts. AI systems frequently produce "hallucinations"—plausible-sounding but entirely fabricated information, including fake case citations. Lawyers remain fully responsible for verifying all AI outputs before submitting them to courts or relying on them for legal advice. The Mata v. Avianca case serves as a cautionary tale of the consequences when lawyers fail to fulfill this obligation.

Model Rules 5.1 and 5.3: Supervisory Responsibilities make lawyers responsible for the conduct of other lawyers and nonlawyer assistants working under their supervision. When staff members use AI tools, supervising lawyers must ensure appropriate policies, training, and oversight exist to prevent ethical violations.

Model Rule 1.5: Fees requires lawyers to charge reasonable fees. Opinion 512 addresses whether lawyers can bill clients for time "saved" through AI efficiency gains. The guidance suggests that when using hourly billing, efficiencies gained through AI should benefit clients. However, lawyers may pass through reasonable direct costs of AI services (such as subscription fees) when properly disclosed and agreed upon in advance.

State-by-State Variations: A Patchwork of Protection 🗺️

While the ABA Model Rules provide a national framework, individual states adopt and interpret ethics rules differently. Legal professionals must understand their specific state's requirements, which can vary significantly.[2

Lawyers must protect client’s PII from AI privacy failures!

Florida has taken a proactive stance. In January 2025, The Florida Bar Board of Governors unanimously approved Advisory Opinion 24-1, which specifically addresses generative AI use. The opinion recommends lawyers obtain "affected client's informed consent prior to utilizing a third-party generative AI program if the utilization would involve the disclosure of any confidential information". Florida's guidance emphasizes that lawyers remain fully responsible for AI outputs and cannot treat AI as a substitute for legal judgment.

Texas issued Opinion 705 from its State Bar Professional Ethics Committee in February 2025. The opinion outlines four key obligations: lawyers must reasonably understand AI technology before using it, exercise extreme caution when inputting confidential information into AI tools that might store or expose client data, verify the accuracy of all AI outputs, and avoid charging clients for time saved by AI efficiency gains. Texas also emphasizes that lawyers should consider informing clients when AI will be used in their matters.

New York has developed one of the most comprehensive frameworks through its State Bar Association Task Force on Artificial Intelligence. The April 2024 report provides a thorough analysis across the full spectrum of ethical considerations, including competence, confidentiality, client communication, billing practices, and access to justice implications. New York's guidance stands out for addressing both immediate practical considerations and longer-term questions about AI's transformation of the legal profession.

Alaska issued Ethics Opinion 2025-1 surveying AI issues with particular focus on competence, confidentiality, and billing. The opinion notes that when using non-closed AI systems (such as general consumer products), lawyers should anonymize prompts to avoid revealing client confidential information. Alaska's guidance explicitly cites to its cloud-computing predecessor opinion, treating AI data storage similarly to law firm files on third-party remote servers.

California, Massachusetts, New Jersey, and Oregon have issued guidance through their state attorneys general on how existing state privacy laws apply to AI. California's advisories emphasize that AI use must comply with the California Consumer Privacy Act (CCPA), requiring transparency, respecting individual data rights, and limiting data processing to what is "reasonably necessary and proportionate". Massachusetts focuses on consumer protection, anti-discrimination, and data security requirements. Oregon highlights that developers using personal data to train AI must clearly disclose this use and obtain explicit consent when dealing with sensitive data.[31]

These state-specific approaches create a complex compliance landscape. A lawyer practicing in multiple jurisdictions must understand and comply with each state's requirements. Moreover, state privacy laws like the CCPA and similar statutes in other states impose additional obligations beyond ethics rules.

Enterprise vs. Consumer AI: Understanding the Distinction 💼

Not all AI tools pose equal privacy risks. The OpenAI preservation order highlighted critical differences between consumer-facing products and enterprise solutions.

Consumer Plans (Free, Plus, Pro, and Team) were fully subject to the preservation order. These accounts store user conversations on OpenAI's servers with limited privacy protections. While users can delete conversations, the court order demonstrated that those deletions are not permanent. OpenAI retains the technical capability to preserve and access this data when required by legal process.

Enterprise Accounts offer substantially stronger privacy protections. ChatGPT Enterprise and Edu plans were excluded from the preservation order's broadest requirements. These accounts typically include contractual protections such as Data Processing Agreements (DPAs), commitments against using customer data for model training, and stronger data segregation. However, even enterprise accounts must preserve data when covered by specific legal orders.

Zero Data Retention Agreements provide the highest level of protection. Users who have negotiated such agreements with OpenAI are excluded from data preservation requirements. These arrangements ensure that user data is not retained beyond the immediate processing necessary to generate responses.

For legal professionals, the lesson is clear: consumer-grade AI tools are inappropriate for handling confidential client information. Lawyers who use AI must ensure they employ enterprise-level solutions with proper contractual protections, or better yet, closed systems where client data never leaves the firm's control.

Practical Steps for Legal Professionals: Protecting Privilege and Privacy 🛠️

Given these risks, what should lawyers do? Abandoning AI entirely is neither realistic nor necessary. Instead, legal professionals must adopt a risk-management approach.

Conduct thorough due diligence before adopting any AI tool. Review terms of service, privacy policies, and data processing agreements in detail. Understand exactly what data the AI collects, how long it's retained, whether it's used for model training, who can access it, and what security measures protect it. If these answers aren't clear from public documentation, contact the vendor directly for written clarification.

Implement written AI policies for your firm or legal department. These policies should specify which AI tools are approved for use, what types of information can (and cannot) be input into AI systems, required safeguards such as data anonymization, client consent requirements, verification procedures for AI outputs, and training requirements for all staff. Document these policies and ensure all lawyers and staff understand and follow them.

Default to data minimization. Before inputting any information into an AI system, ask whether it's necessary. Can you accomplish the task without including client-identifying information? Many AI applications work effectively with anonymized or hypothetical scenarios that don't reveal actual client matters. When in doubt, err on the side of caution.

Obtain informed client consent when using AI for client matters, particularly when inputting any information related to the representation. This consent should be specific about what AI tools will be used, what information may be shared with those tools, what safeguards are in place, and what risks exist despite those safeguards. General consent buried in engagement agreements is likely insufficient.

Use secure, purpose-built legal AI tools rather than consumer applications. Legal-specific AI products are designed with confidentiality requirements in mind and typically offer stronger privacy protections. Even better, consider closed-system AI that operates entirely within your firm's infrastructure without sending data to external servers.

Never assume deletion means erasure. The OpenAI case proves that deleted data may not be truly gone. Treat any information entered into an AI system as potentially permanent, regardless of what the system's privacy settings claim.

Maintain privileged communication protocols. Remember that AI is not your attorney. Communications with AI systems are not protected by attorney-client privilege. Never use AI as a substitute for consulting with qualified colleagues or outside counsel on genuinely privileged matters.

Stay informed about evolving guidance. AI technology and the regulatory landscape are both changing rapidly. Regularly review updates from your state bar association, the ABA, and other professional organizations. Consider attending continuing legal education programs on AI ethics and technology competence.

Final thoughts: The Future of Privacy Rights in an AI World 🔮

The OpenAI preservation order represents a pivotal moment in the collision between AI innovation and privacy rights. It exposes uncomfortable truths about the nature of digital privacy in 2025: privacy policies are subject to override by legal process, deletion features provide psychological comfort rather than technical and legal certainty, and third-party service providers cannot fully protect user data from discovery obligations.

For legal professionals, these realities demand a fundamental reassessment of how AI tools fit into practice. The convenience and efficiency AI provides must be balanced against the sacred duty to protect client confidences and maintain the attorney-client privilege. This is not an abstract concern or distant possibility. It is happening now, in real courtrooms, with real consequences for lawyers and clients.

State bars and regulators are responding, but the guidance remains fragmented and evolving. Federal privacy legislation addressing AI has yet to materialize, leaving a patchwork of state laws with varying requirements. In this environment, legal professionals cannot wait for perfect clarity before taking action.

The responsibility falls on each lawyer to understand the tools they use, the risks those tools create, and the steps necessary to fulfill ethical obligations in this new technological landscape. Ignorance is not a defense. "I didn't know the AI was storing that information" will not excuse a confidentiality breach or privilege waiver.

As AI becomes increasingly embedded in legal practice, the profession must evolve its approach to privacy and confidentiality. The traditional frameworks remain sound—the attorney-client privilege, the duty of confidentiality, the requirement of competence—but their application requires new vigilance. Lawyers must become technology stewards as well as legal advisors, understanding not just what the law says, but how the tools they use might undermine their ability to protect it.

The OpenAI case will not be the last time courts grapple with AI data privacy. As generative AI proliferates and litigation continues, more preservation orders, discovery disputes, and privilege challenges are inevitable. Legal professionals who fail to address these issues proactively may find themselves explaining to clients, judges, or disciplinary authorities why they treated confidential information so carelessly.

Privacy in the AI age demands more than passive reliance on vendor promises. It requires active, informed engagement with the technology we use and honest assessment of the risks we create. For lawyers, whose professional identity rests on the foundation of client trust and confidentiality, nothing less will suffice. The court ruling has made one thing abundantly clear: when it comes to AI and privacy, what you don't know can definitely hurt you—and your clients. ⚠️

🎙️ Ep. 122: Cybersecurity Essentials for Law Firms: Proven Strategies from Navy Veteran & Attorney Cordell Robinson

My next guest is Cordell Brion Robinson, CEO of Brownstone Consulting Firm and a decorated US Navy veteran who brings an extraordinary combination of expertise to cybersecurity. With a background in Computer Science, Electrical Engineering, and law, plus experience as a Senior Intelligence Analyst, Cordell has created cybersecurity programs that comply with the National Institute of Standards and Technology, the Federal Information Security Management Act, and the Office of Management and Budget standards for both government and commercial organizations. His firm specializes in compliance services, performing security framework assessments globally for commercial and government entities. Currently, he's innovating the cybersecurity space through automation for security assessments. Beyond his professional accomplishments, Cordell runs the Shaping Futures Foundation, a nonprofit dedicated to empowering youth through education, demonstrating his commitment to giving back to the community.

Join Cordell Robinson and me as we discuss the following three questions and more! 🎙️

1. What are the top three cybersecurity practices that lawyers should immediately adopt to secure both client data and sensitive case material in their practice?

2. From your perspective as both a legal and cybersecurity expert, what are the top three technology tools or platforms that can help lawyers streamline compliance and governance requirements in a rapidly evolving regulatory environment?

3. What are the top three steps lawyers can take to overcome resistance to technology adoption in law firms, ensuring these tools actually improve outcomes and efficiency rather than just adding complexity

In our conversation, we cover the following: ⏱️

- 00:00:00 - Introduction and welcome to the podcast

- 00:00:30 - Cordell's current tech setup - Windows laptop, MacBook, and iPhone

- 00:01:00 - iPhone 17 Pro Max features including 48MP camera, 2TB storage, and advanced video capture

- 00:01:30 - iPhone 17 Air comparison and laptop webcam discussion

- 00:02:00 - VPN usage strategies - Government VPN for secure client communications

- 00:02:30 - Commercial client communications and secure file sharing practices

- 00:03:00 - Why email encryption matters and Mac Mail setup tutorial

- 00:04:00 - Bonus question: Key differences between commercial and government security work

- 00:05:00 - Security protocols comparison and navigating government red tape

- 00:06:00 - Question 1: Top three cybersecurity practices lawyers must implement immediately

- 00:06:30 - Understanding where client data comes from and having proper IT security professionals

- 00:07:00 - Implementing cybersecurity awareness training for all staff members

- 00:07:30 - Practical advice for solo and small practitioners without dedicated IT staff

- 00:08:00 - Proper email practices and essential security awareness training skills

- 00:08:30 - Handling data from average clients in sensitive cases like family law

- 00:09:00 - Social engineering considerations in contentious legal matters such as divorces

- 00:10:00 - Screening threats from seemingly reliable platforms - Google Play slop ads as recent example

- 00:10:30 - Tenable vulnerability scanning tool recommendation (approximately $1,500/year)

- 00:11:00 - Question 2: Technology tools for streamlining compliance and governance

- 00:11:30 - GRC tools for organizing compliance documentation across various price points

- 00:12:00 - SharePoint security lockdown and importance of proper system configuration

- 00:12:30 - Monitoring tools discussion - why no perfect solution exists and what to consider

- 00:13:00 - Being amenable to change and avoiding long-term contracts with security tools

- 00:14:00 - Question 3: Strategies for overcoming resistance to technology adoption

- 00:14:30 - Demonstrating efficiency and explaining the full implementation process

- 00:15:00 - Converting time savings to dollars and cents for senior attorney buy-in

- 00:15:30 - Mindset shift for billable hour attorneys and staying competitive in the market

- 00:16:00 - Being a technology Guinea pig and testing tools yourself first

- 00:16:30 - Showing real results to encourage buy-in from colleagues

- 00:17:00 - Real-world Microsoft Word example - styles, cross-references, and table of contents time savings

- 00:17:30 - Showing value add and how technology can bring in more revenue

- 00:18:00 - Where to find Cordell Robinson - LinkedIn, www.bcf-us.com, Brownstone Consulting Firm

- 00:18:30 - Company description and closing remarks

Resources 📚

Connect with Cordell Robinson:

Government & Compliance Frameworks:

Software & Tools:

MTC: The End of Dial-Up Internet: A Digital Divide Crisis for Legal Practice 📡⚖️

Dial-up shutdown deepens rural legal digital divide.

The legal profession faces an unprecedented access to justice challenge as AOL officially terminated its dial-up internet service on September 30, 2025, after 34 years of operation. This closure affects approximately 163,401 American households that depended solely on dial-up connections as of 2023, creating barriers to legal services in an increasingly digital world. While other dial-up providers like NetZero, Juno, and DSLExtreme continue operating, they may not cover all geographic areas previously served by AOL and offer limited long-term viability.

While many view dial-up as obsolete, its elimination exposes critical technology gaps that disproportionately impact vulnerable populations requiring legal assistance. Rural residents, low-income individuals, and elderly clients who relied on this affordable connectivity option now face digital exclusion from essential legal services and court systems. The remaining dial-up options provide minimal relief as these smaller providers lack AOL's extensive infrastructure coverage.

Split Courtroom!

Legal professionals must recognize that technology barriers create access to justice issues. When clients cannot afford high-speed internet or live in areas without broadband infrastructure, they lose the ability to participate in virtual court proceedings, access online legal resources, or communicate effectively with their attorneys. This digital divide effectively creates a two-tiered justice system where technological capacity determines legal access.

The legal community faces an implicit ethical duty to address these technology barriers. While no specific ABA Model Rule mandates accommodating clients' internet limitations, the professional responsibility to ensure access to justice flows from fundamental ethical obligations.

This implicit duty derives from several ABA Model Rules that create relevant obligations. Rule 1.1 (Competence) requires attorneys to understand "the benefits and risks associated with relevant technology," including how technology barriers affect client representation. Rule 1.4 (Communication) mandates effective client communication, which encompasses understanding technology limitations that prevent meaningful attorney-client interaction. Rule 1.6 (Confidentiality) requires reasonable efforts to protect client information, necessitating awareness of technology security implications. Additionally, 41 jurisdictions have adopted technology competence requirements that obligate lawyers to stay current with technological developments affecting legal practice.

Lawyers are a leader when it comes to calls for action to help narrow the access to justice devide!

The legal community must advocate for affordable internet solutions and develop technology-inclusive practices to fulfill these professional responsibilities and ensure equal access to justice for all clients.

MTC