The Kennedy-Mighell Report

What if you had an AI that not only assisted you, but acted as a highly trained source of strategic support in your day-to-day work? Dennis and Tom explore the idea of creating an AI Chief of Staff that could function in an organizational or advisory role. They share their experimental approach, walk through their methods for developing and training the AI to work for them, and discuss the challenges they’ve encountered along the way. Later, they shift to a common pitfall: buying technology to solve law firm pain points, only to discover it isn’t the right fit. The guys break down what you need to know before investing in that next shiny tech solution. As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions.   Show Notes - Kennedy-Mighell Report #405 A Segment: Building an AI Chief of Staff Claude ChatGPT Gemini NotebookLM   B Segment: We Answer a Question from our ChatGPT Audience Parting Shots: Android and iPhone users can now share files, starting with the Pixel 10 family.  The VergeCast Extreme Smart Home Makeover: Extreme smart home makeover - Gadgets  Learn more about your ad choices. Visit megaphone.fm/adchoices

AI, GenAI, agentic AI—what’s the difference between these forms of artificial intelligence? Dennis and Tom welcome Mary Mack of EDRM to talk through the latest in AI developments and how they are impacting legal in multitudinous ways. Mary also shares how her unique career blend of IT and law came about and offers her unique perspective on the opportunities in today’s market for technology careers adjacent to the legal profession.  As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Show Notes: EDRM  The Operational Protocol Method: Systematic LLM Specialization Through Collaborative Persona Engineering and Agent Coordination – LLRX Breath: The New Science of a Lost Art, by James Nestor Range: Why Generalists Triumph in a Specialized World, by David Epstein Learn more about your ad choices. Visit megaphone.fm/adchoices

When teaching technology, empathy and patience are key to helping the learner engage and understand tech’s necessary role in legal practice. Dennis and Tom talk with Michael Kraft about his many years in IT service to legal professionals. They discuss practical methods for encouraging tech competence, favorite tools for collaboration, recent legal tech trends, AI, and much more. Michael also shares insights into his fascinating career path in legal technology, with an early start founding Kraft Kennedy in 1988—a business that has grown into a trusted IT solutions provider in the legal industry and beyond.  As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Show Notes: Kraft Kennedy  Perplexity Browser Learn more about your ad choices. Visit megaphone.fm/adchoices

AI is disrupting every facet of the law, and understanding how to engage with AI technologies is essential for all attorneys and law students. Dennis and Tom talk with April Dawson about her experience researching and teaching about ethical, effective AI uses in the legal world while preserving vital learning skills for law students. They discuss AI challenges in law schools, AI governance considerations, new applications for AI in access to justice, and much more.  As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Show Notes: NCCU’s 4th Annual Law and Technology Summit on October 17, 2025. April Dawson on LinkedIn Voice Memos organized by ChatGPT! Trello (explained by ChatGPT!) AI prompt – “What am I missing?” Learn more about your ad choices. Visit megaphone.fm/adchoices

Is true technology competence possible? The speed at which technology advances is now impossible to stay completely ahead of, but as lawyers, a commitment to lifelong learning and a focus on the humanistic side of law can help us engage effectively. Dennis and Tom talk with Marc Lauristen about his work with legal technology, lawyers, and law students. They talk through the challenges and opportunities surrounding AI, ways to manage technology education and implementation in the profession, and why being a good human is essential in our efforts to blend legal practice and services with helpful technologies.   As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Marc Lauritsen is a Massachusetts lawyer and educator who helps people work more effectively through knowledge systems. Show Notes: Law Help Interactive Capstone Practice Systems Choiceboxer.com  Gary Marcus The Return by Hisham Matar Partiful  BenQ ScreenBar Pro LED Monitor Light Bar Learn more about your ad choices. Visit megaphone.fm/adchoices

Debbie Foster hosts this edition of the Kennedy-Mighel Report to talk with Dennis and Tom about their 19 years and 400 episodes of podcasting! They talk through the past, present, and future of the podcast, discussing how they’ve remained in the space for so long, cringy and favorite moments from podcasts past, and what they’ve learned over many years together. They also talk about their future plans for the show and how new technology trends are influencing both the podcast and the broader legal profession.  As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions.   Show Notes: SaneBox – email helper Superhuman.ai Comet AI Browser – Dennis and Tom have invites! WebSync full site importer for NotebookLM - Chrome Web Store   NotebookLM - Youtube Link (Source) Automator – extracts YouTube video lists and links and automates adding them to Notebook LM Recomendo Pro Tip: Pay the $20 a month for a pro AI subscription. If you are already buying one, buy another and compare them! Learn more about your ad choices. Visit megaphone.fm/adchoices

Are the guys on the verge of a major Second Brain breakthrough, hand in hand with AI? Dennis and Tom reexamine their ongoing Second Brain projects, discussing nagging questions about the efficacy of their current systems and how they plan to move forward with their personal knowledge management.  Later, a listener and long-time iPhone user wonders—are Android devices actually far superior? Tom has some major thoughts on the issue.  As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Show Notes - This is Your Second Brain on AI A Segment: This is Your Second Brain on AI Notebook LM - https://notebooklm.google.com    B Segment: Should iPhone Users be Jealous of Android’s Obvious Superiority? Google Pixel 10 https://store.google.com/category/phones?hl=en-US    Parting Shots: Kortex - https://chromewebstore.google.com/detail/kortex/hdapplggdhndkblofffknpmnnnnbncbn?pli=1 Personal Strategy Compass - by Dennis Kennedy Learn more about your ad choices. Visit megaphone.fm/adchoices

Is AI the technology that will finally force lawyer tech competence? With rapid advances and the ability to address numerous problems and pain points in our legal systems, AI simply can’t be ignored. Dennis & Tom welcome Bridget McCormack to discuss her perspectives on current AI trends and other exciting new tech applications in legal spaces. Bridget also talks us through her fascinating career path and current projects.  As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Show Notes: Hard Fork Podcast Ethan Mollick’s Blog Adam Unikowsky’s Blog Seats.aero - Home  Personal Strategy Compass | DennisKennedy.Blog   Learn more about your ad choices. Visit megaphone.fm/adchoices

What we do as lawyers and judges is deeply human and deeply connected to our communities—so how does technology fit into that perspective? Dennis and Tom welcome Bridgette Carr to share her insights on technology training, AI, and the use of modern tools to solve legal problems and bolster the communities we serve. Drawing from her work with law students and clinical research, Bridgette explores the exciting ways AI and tech can advance the practice of law and improve access to justice. As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Bridgette Carr is a clinical professor at Michigan Law and co-directs its Human Trafficking and Immigration Clinic. Show Notes: Waterproof Kindle - The Ultimate combination of High Tech and Low Tech NotebookLM adds featured notebooks from The Economist, The Atlantic, and others | TechCrunch Personal Strategy Compass | DennisKennedy.Blog   Learn more about your ad choices. Visit megaphone.fm/adchoices

Subscription and flat fee legal services have endless potential for modern law practice, and with legal tech by your side, you can scale with this fresh billing model. Dennis and Tom talk with Kimberly Bennett of Fidu about her experience developing subscription legal services and her current perspectives on the state of legal tech in the profession. They discuss Kimberly’s career path, how Fidu got its start, and her thoughts on the transformative potential of AI in legal practice.  As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Kimberly is Co-Founder and CEO of Fidu, a client experience platform to help you sell, deliver, and scale your flat-fee & subscription legal services. Show Notes: Being is the New Doing by  Radiah Rhodes Smart911 Legal AI Live Webcast on LinkedIn Learn more about your ad choices. Visit megaphone.fm/adchoices

New approaches to legal service delivery are propelling us into the future. Don’t get left behind! AI and automations are making alternative service delivery easier and more efficient than ever. Dennis & Tom welcome Mathew Kerbis to learn more about his expertise in subscription-based legal services.  As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Show Notes: Local Library Tech Resources Travel Extension Cords!  Malwarebytes - Scam Guard Legal AI Live Perplexity Learn more about your ad choices. Visit megaphone.fm/adchoices

Summer is the perfect time for travel, and the right tech tools can help you get even more enjoyment out of your wanderings! Dennis & Tom talk through a comprehensive list of travel-focused technology to assist with planning, organization, security, and comfort. Whether you're heading out for business or leisure, the guys offer a variety of practical tips to help you travel smarter. As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Show Notes: A Segment: On the Go: Your Tech-Enhanced Summer Vacation Layla.ai Mindtrip.ai OneDrive https://onedrive.live.com  1Password https://1password.com/  Nord VPN https://nordvpn.com/  Airalo https://www.airalo.com/  Apple AirTags https://www.apple.com/airtag/  Tile Tile Pro | Bluetooth Tracking Devices | Life360  Wise Multi-Currency https://wise.com/us/  AirBnB https://www.airbnb.com/  ResortPass https://www.resortpass.com/  Flighty https://flighty.com/  TripIt https://www.tripit.com/web  AirPod Pro https://www.apple.com/airpods-pro/  Google Translate - https://translate.google.com  Google Lens Anfier M3 Translator Airbuds https://theanfier.com/  Anker Chargers https://www.anker.com  Epicka Universal Amazon.com: EPICKA Universal Travel Adapter, European Travel Plug Adapter - International Power Adapter Worldwide Charger with USB-C & 4 USB-A Ports, Travel Essentials for Italy, Japan, Europe, UK (TA-105, Grey)  B Segment: AI Predicts Tom’s Use of AI for His Vacation Parting Shots: Personal Strategy Compass - https://dennis538.substack.com/p/personal-strategy-compass Perplexity Labs - https://www.perplexity.ai/hub/blog/introducing-perplexity-labs  Learn more about your ad choices. Visit megaphone.fm/adchoices

Legal practice technologies help you provide better, more efficient services for your clients, but how do you leverage them to improve your practice? Dennis & Tom talk with Sarah McCormick about her collaborative tech approach that helps lawyers understand how to apply technology in legal practice. They discuss everyday essentials in legal tech, AI applications for both lawyers and law students, and Sarah also shares insights from her unique career path leading to expertise in legal operations, service delivery, and education.  As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends.  Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Sarah McCormick is the Director of Legal Service Delivery at Honigman LLP. Show Notes: Leveraging ChatGPT for travel planning How to Protect Yourself From Phone Searches at the US Border Organization — Smart Folders and Tags Learn more about your ad choices. Visit megaphone.fm/adchoices

Much of our AI exposure comes from the media headlines highlighting its best and worst-case scenarios, but does that give attorneys an accurate view of AI’s uses and capabilities? Dennis and Tom talk with Uwais Iqbal about his work in the legal AI space and his focus on helping attorneys understand and implement AI in legal practice. Uwais emphasizes the importance of educating lawyers on the basics of AI so that they can move forward with discernment in tech acquisition to enhance both workflows and client experience.    As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Uwais Iqbal is the founder of Simplexico, a London-based AI consultancy.   Show Notes: Simplexico  Simplexico | The Legal AI Consultancy | Free Course: AI Essentials for Lawyers TextExpander Learn more about your ad choices. Visit megaphone.fm/adchoices

Determining which legal technology is best for your law firm can seem like a daunting task, so Legaltech Hub does the hard work for you! In another edition of Fresh Voices, Dennis and Tom talk with Nikki Shaver, CEO at Legaltech Hub, about her in-depth knowledge of technology and AI trends. Nikki shares what effective tech strategies should look like for attorneys and recommends innovative tools for maintaining best practices in modern law firms. Learn more at legaltechnologyhub.com. As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Show Notes: poe.com  Perplexity Voice Assistant Zoom Transcripts partnered with AI Learn more about your ad choices. Visit megaphone.fm/adchoices

Of course AI will continue to make waves, but what other important legal technologies do you need to be aware of in 2025? Dennis and Tom give an overview of legal tech tools—both new and old—you should be using for successful, modernized legal workflows in your practice. They recommend solutions for task management, collaboration, calendars, projects, legal research, and more.  Later, the guys answer a listener's question about online prompt libraries. Are there reputable, useful prompts available freely on the internet? They discuss their suggestions for prompt resources and share why these libraries tend to quickly become outdated.  As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Show Notes: A Segment: What’s Happening in LegalTech Other than AI? OmniFocus ToDoist Microsoft Planner+Project Calendly Microsoft Bookings Microsoft Teams Practical Law   B Segment: A Voicemail from Our Listeners - Online Prompt Libraries Anthropic Prompt Library https://docs.anthropic.com/en/prompt-library/library Google Prompting Essentials - https://grow.google/prompting-essentials/ Copilot Prompt Library - https://copilot.cloud.microsoft/en-US/prompts/all Ethan Mollick - https://www.moreusefulthings.com/prompts  Parting Shots: Personal Strategy Compass - https://dennis538.substack.com/p/personal-strategy-compass Learn more about your ad choices. Visit megaphone.fm/adchoices

Copilot is a powerful tool for lawyers, but are you making the most of it within your Microsoft apps? Tom Mighell is flying solo at ABA TECHSHOW 2025 and welcomes Microsoft’s own Ben Schorr to the podcast. Ben shares expert insights into how lawyers can implement Copilot’s AI-assistance to work smarter, not harder. From drafting documents to analyzing spreadsheets to streamlining communication, Copilot can handle the tedious tasks so you can focus on what really matters. Ben shares numerous use-cases and capabilities for attorneys and later gives a sneak peek at Copilot’s coming enhancements.   As always, stay tuned for the parting shots, that one tip, website, or observation you can use the second the podcast ends.   Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for answers to your most burning tech questions.   Ben Schorr is Senior Content Program Manager at Microsoft.    Show Notes: Microsoft Copilot Copilot Prompt Gallery Learn more about your ad choices. Visit megaphone.fm/adchoices

Not a week goes by without another new AI tool hitting the market, and this flood of product choices can be incredibly overwhelming for any consumer, lawyers included. So, how do attorneys figure out what they need and which tools are trustworthy? Dennis and Tom talk through the many categories of AI tools and explain how learning to use major LLM tools is essential in understanding AI’s uses and capabilities. They discuss ChatGPT, Claude, Gemini, and Copilot to give legal professionals a sense of how to engage effectively with AI tools and then offer their take on how to narrow down the multitude of AI choices for your law firm.  Later, can Tom guess Dennis’s favorite and most-used AI tool of late? Tom recruits ChatGPT to help him guess!  As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions.   Links Mentioned: LTH GenAI Legal Tech Map: February 2025 | Legaltech Hub ChatGPT by OpenAI Claude by Anthropic Gemini by Google Copilot by Microsoft NotebookLM Outlook Calendar in Microsoft Teams Personal Strategy Compass - by Dennis Kennedy Learn more about your ad choices. Visit megaphone.fm/adchoices

Legal teams work best when their operations run smoothly and efficiently, and developing innovations must be kept in mind as teams hone their legal operations strategies. Dennis and Tom talk with legal tech experts Amy Brookbanks and Michael Kennedy about their work helping lawyers and in-house legal teams work through problems with effective technology solutions. They discuss strategies for defining necessities in workflows to help lawyers understand how to implement technology to optimize their practices. They also discuss their career paths in the legal field and discuss current happenings in tech, AI, collaboration, and much more. As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions.   Amy Brookbanks is Legal Operations Consultant at Addleshaw Goddard. Michael Kennedy is head of R&D (Innovation & Legal Technology) at Addleshaw Goddard.  Show Notes: Addleshaw Goddard LLP Tech Talks | Addleshaw Goddard LLP LinkedIn - Amy Brookbanks LinkedIn - Michael Kennedy Innovation Graduate Scheme 2025 Braintoss Retrospectives with OneNote  Tom and Dennis on Video! Copilot Legal AI Live on LinkedIn the second Friday of every month TextExpander Learn more about your ad choices. Visit megaphone.fm/adchoices

Courts matter, and the rule of law is essential to the success of our judicial system. However, collectively, we often do not fully understand the impact of courts on the wellbeing of society. In a wide-ranging discussion, Dennis and Tom talk with Jason Tashea about his perspectives on legal technology and its current impacts in the legal field, particularly in courts and information systems.They discuss potential technology and AI deployments in efforts for access to justice, and Jason points out the practical limitations all legal professionals should be aware of as they engage with AI in legal work.  Jason Tashea is a writer and entrepreneur exploring the intersection of justice and society. A lawyer by training, he is the founding director and a co-founder of the Judicial Innovation Fellowship program at Georgetown Law. Show Notes: The Judicial Innovation Fellowship Program | Institute for Technology Law & Policy jasontashea.com  Mr Bates vs The Post Office | Masterpiece | Official Site | PBS gaithappens.com Legal AI Live - 2nd Friday Afternoons on LinkedIn DennisKennedy.Blog Learn more about your ad choices. Visit megaphone.fm/adchoices