The Kennedy-Mighell Report

Lawyers are a unique group often characterized as being hyper-resistant to change, but is that really true? As technology changes, lawyers must adapt, but it is important to appreciate their tendency toward skepticism and caution to be able to effectively help them adopt new tools. To discuss this topic, Dennis and Tom welcome Julia Montgomery to learn about her processes for change management in law firms. Julia talks about the unique traits of attorneys, what real change management should look like in legal businesses, and how her love for legal led her to a career helping lawyers organize their...

Good lawyers are good delegators—and those lawyers shouldn’t be afraid to start delegating to their AI tools! This time on the Kennedy-Mighell Report, Dennis and Tom welcome Christian Puzder to talk about AI and good governance. Christian explains the importance of proper and effective AI use in the practice of law, emphasizing the ethical need to embrace new technology, train your firm well, and serve your clients better. 

Later, Chris discusses his career journey from attorney to legal technologist and offers his take on how to acquire trustworthy technology for your law firm that truly serve...

Today’s law students are entering a profession being reshaped by AI, making technology literacy more important than ever. What does it mean to build a legal career and professional identity in this rapidly evolving landscape? Dennis Kennedy’s students have been exploring that very question in one of his most recent classes, and he joins Tom to share what they’ve learned. Together, they examine the realities facing today’s law students and new associates, discuss why technological fluency is becoming an essential legal skill, and highlight the opportunities young lawyers have to emerge as technology leaders within their fi...

When lawyers understand the value technology brings to their lives, it becomes exponentially easier to help them adopt new tools, and the best leaders in legal will help their firms thrive with thoughtful, prudent technology on their side. Dennis Kennedy and Tom Mighell welcome Debbie Foster to discuss technology, leadership, and the future of the profession.

Debbie shares insights from her upcoming book, Be a Next Level Leader, a legal industry playbook for leadership in modern law firms. They discuss the most pressing needs in the profession, and Debbie explains how well-trained leaders are critical to the...

Some of the lesser-known problems in our AI tools may actually pose the greatest dangers to legal professionals. Dennis and Tom take a hard look at AI shortcomings like semantic flattening, drift, marketing claims, and more to suss out the realities of these tools and the increasingly apparent need for greater human wisdom and oversight.

Later, are AI-written materials already polluting future AI source data? The guys discuss. 

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 t...

As a longtime innovator in legal business ecosystems, Anastasia Boyko has deep insights on operations, technology, and helping law firms make smart decisions that drive growth. Dennis and Tom chat with Anastasia about her strategies for assessing law firm needs, selecting tech tool solutions that truly fit, and successfully deploying technology—even for tech-averse legal professionals.

In a world with thousands of legal tech options, Anastasia explains practical methods for gaining a broader understanding of technology in realistic doses. She later outlines her path from lawyer to legal innovator, discusses current AI evolutions, shares tips for law st...

CLE sessions featuring “60 Tips in 60 Minutes” have long been a conference staple, but has this format outlived its usefulness? Sometimes they’re great fun, sometimes too-slow presenters cheat you out of the full 60, sometimes you get some info gems, and sometimes you get nebulous snippets. So, is there still enough value there? Well, as you lawyers love to say—it depends. Dennis and Tom debate the pros and cons of these rapid-fire presentations and talk through what could bring new and greater worth to these sessions. 

Later, the guys answer a listener question on agentic AI. They hash out...

Dennis and Tom compare notes on their current AI projects, discussing what has recently captured their attention and which discoveries have been worth further exploration. Dennis discusses his efforts for extracting greater value (and fun!) from AI processes while avoiding the phenomenon of “AI drift”. Tom explains his work toward partnering with AI to create usable products and tools to solve everyday problems. And, we even hear about Dennis’s quirky creation of an AI sleuth based on detectives in literature and TV. 

Later, Dennis shifts this AI-centric conversation to his latest methods for extracting essential data from AI...

AI’s rapid development has resulted in some pretty frenetic responses from the populace–lawyers included! Some have dreaded its advance, fearing losses or misuse. Others are excited by its possibilities, seeing new avenues for problem solving and growth. No matter which camp you’re in, all lawyers need to have an understanding of how AI affects legal practice and those they serve. Dennis and Tom welcome Tom Martin to discuss the landscape of AI in law, learn about his legal tech journey, and much more

As always, stay tuned for the parting shots, that one tip, websit...

The constant growth and change in legal tech can be challenging, but learning about it in simple, relatable ways can help attorneys everywhere engage effectively. Dennis and Tom welcome Erika Pagano to discuss her perspectives on technology and innovation in the profession. Erika shares her passion for human-centric approaches to technology adoption and emphasizes the importance of developing relational and collaborative skills. Later, she shares her thoughts on AI in legal tech innovation and what the future may hold.

As always, stay tuned for the parting shots, that one tip, website, or observation that you can use...

The quality and foresight of a law firm's technology often reflect the tech competence of its leader, but that’s not how it should be! Proper tech use can and should be a part of every law firm. Dennis and Tom welcome Thomas Officer to discuss his insights on legal tech and AI for attorneys. As a former lawyer, Thomas understands legal practice needs firsthand. He discusses the landscape of modern tech for lawyers, casts a tech vision for lawyers to consider as they engage with up-and-coming tools, and offers countless tips for employing AI in the practice of la...

Being curious and adaptable is essential for legal professionals in today’s quickly changing technology landscape. For extra-fresh tech perspectives from young attorneys, the guys welcome two of Dennis’ former students to the podcast, data privacy analyst Megan Morrison and second-year associate Laith Quasem. Their discussion covers a wide range of topics, including technology competence, their budding careers, advancements in AI, concerns regarding tech safety and privacy, and practical advice for adopting new tools.

As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends.

The tensions between the practice and business of law have long been a touchy subject, but lawyers must wrestle with these challenges to thrive in the profession. Dennis and Tom welcome Chantal McNaught to discuss her work at the intersection of law, business, and technology. Chantal delves into how ethics command technology use in legal practice and offers grounded, thoughtful insights on how to develop a sense of community and support in technological pursuits. 

As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends.

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.

Ha...

Dennis and Tom continue their proud tradition of pondering the panorama of timely tech happenings and sharing personal resolutions for learning and development. But first, they both take a look at last year’s goals to gauge their progress (or, ahem, lack thereof). As for new resolutions—from investigative AI problem solving to streamlined tech tool usage to open-sourced writing to content creation, there’s lots to do in 2026! 

Later, the guys are loath to make predictions in an unpredictable world, but decided to take a stab at it anyway! Listen in for their thoughts on the possibl...

Another year gone! With 2025 rapidly bidding us adieu, Dennis, Tom, and their good pal Debbie Foster send us off with their annual Kennedy-Mighell edition of Pardon the Interruption. They argue different sides of popular tech topics in “Toss-Up”,  play legal tech Mad Libs in “What’s the Word?”, and take the temp on 2025 trends in “Hot or Not?”. And, we know the question on everyone’s minds—Can Tom keep up his yearslong winning streak? Listen in to find out. 

As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the p...

Many are relying heavily on genAI to create their content—whether it be emails, marketing copy, social posts, or a seeming myriad of other applications. But, is this overreliance and lack of human creativity a sprint toward mediocrity? Dennis and Tom discuss the slippery slope of AI content creation, emphasizing the risk of sub-quality work and exploring possible legal issues that could arise from excessive AI dependence coupled with a lack of oversight. 

Later, what exactly is “AI slop”? The guys define this AI phenomenon and discuss whether people can still effectively use genAI without producing inane drivel...

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...

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...

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 alway...

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 e...

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...

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 ob...

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...

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...

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 th...

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...

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.

S...

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...

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 u...

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 t...

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...

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 becom...

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 al...

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...

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.

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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. 

Sooner than later, those without competent AI use will be viewed as backwards or even bizarre, so lawyers must strive to work with AI now to keep up with its developments. With loads of AI expertise to draw from, Peter Duffy joins Dennis and Tom to share his thoughts on the overall landscape of legal technology and lawyer engagement with AI. They talk over his career path, forecast future trends, and discuss the massive benefit of integrating technology solutions in your legal practice. 

As always, stay tuned for the parting shots, that one tip, website, or observation t...

According to Tom, ABA TECHSHOW is one of the most accessible conferences out there! They strive to make technology approachable for all levels of experience—whether you’re a newbie or a tech expert, there’s a whole slew of great opportunities for learning about legal tech and engaging in social events. As seasoned TECHSHOW veterans, Dennis and Tom discuss the breadth of the conference experience and offer advice for attendees. 

Later, the guys use generative AI tools to see what the top potential takeaways may be at ABA TECHSHOW 2025. 

As always, stay tuned for the part...

Artificial intelligence has masses of potential for improving the legal world, and we should certainly expect it to become integral to the practice as we move into the future. With that reality in mind, today’s law students need to be educated on ethics, uses, and ongoing developments in AI. In this episode, Tom talks to Dennis about his classes dedicated to teaching Michigan law students about AI and the law. Due to the current rapidity of AI innovations, education on this topic must be extremely adaptable. Dennis shares insights into his creative methods for instructing students on the nu...