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, 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

Tom Martin is the founder and CEO of LawDroid and an adjunct professor at the Suffolk University Law School. 

Show Notes:

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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 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:

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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 law. 

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:

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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.

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:

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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.

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:

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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

B Segment: Should iPhone Users be Jealous of Android’s Obvious Superiority?

Parting Shots:

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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 possible future and what technologies may become increasingly essential for lawyers. 

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:

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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 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.

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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.

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:

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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

B Segment: We Answer a Question from our ChatGPT Audience

Parting Shots:

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