Episodes

  • Adventures in AI: Design, Detectives, & Drift with Dennis & Tom

    Adventures in AI: Design, Detectives, & Drift with Dennis & Tom
    Apr 17 2026
    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 sessions for greater refinement and usefulness. 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. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    45 mins
  • Fresh Voices on Legal Tech with Tom Martin

    Fresh Voices on Legal Tech with Tom Martin
    Apr 3 2026
    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: lawdroid.com CC - Google Labs Learn more about your ad choices. Visit megaphone.fm/adchoices
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    43 mins
  • Fresh Voices on Legal Tech with Erika Pagano

    Fresh Voices on Legal Tech with Erika Pagano
    Mar 20 2026
    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: raindrop.io Learn more about your ad choices. Visit megaphone.fm/adchoices
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    52 mins
  • Fresh Voices on Legal Tech with Thomas Officer

    Fresh Voices on Legal Tech with Thomas Officer
    Mar 6 2026
    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: Every Legal Tech Coach - Thomas Officer Monologue - voice notes by Every Autobrowse Moltbook Learn more about your ad choices. Visit megaphone.fm/adchoices
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    47 mins
  • Fresh Voices on Legal Tech with Megan Morrison and Laith Quasem

    Fresh Voices on Legal Tech with Megan Morrison and Laith Quasem
    Feb 20 2026
    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: RemixAI Learn more about your ad choices. Visit megaphone.fm/adchoices
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    59 mins
  • Fresh Voices on Legal Tech with Chantal McNaught

    Fresh Voices on Legal Tech with Chantal McNaught
    Feb 6 2026
    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: AI Fluency for Lawyers | 43 Degrees Below People in Legal Podcast Connect Gemini to Multiple LM Notebooks! Personal Strategy Compass | DennisKennedy.Blog Learn more about your ad choices. Visit megaphone.fm/adchoices
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    43 mins
  • This is Your Second Brain on AI | Rebroadcast

    This is Your Second Brain on AI | Rebroadcast
    Jan 23 2026
    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
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    44 mins
  • Dennis & Tom’s 2026 Tech Resolutions

    Dennis & Tom’s 2026 Tech Resolutions
    Jan 9 2026
    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: Wispr Flow Speechify Learn more about your ad choices. Visit megaphone.fm/adchoices
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    41 mins