Episodes

  • Fresh Voices on Legal Tech with Elizabeth Botsford

    Fresh Voices on Legal Tech with Elizabeth Botsford
    13 Nov 2026
    Why does the legal industry need its own Large Language Model for professional legal work? Dennis and Tom welcome Elizabeth Botsford to explore what goes into the training for a legal LLM and what lawyers should understand about the differences between specialized and general purpose AI. Elizabeth goes into deep detail about the challenges of training AI for legal purposes and the vital importance of working toward LLMs that navigate the nuance and appropriate order of the 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: Model Context Protocols Successful Innovation Learning Outcomes Notebook by Dennis Kennedy
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    47 min
  • Grab Bag Q&A – Tech Habits, Latest Tools, AI, & More!

    Grab Bag Q&A – Tech Habits, Latest Tools, AI, & More!
    30 Oct 2026
    After a run of excellent guests on the pod, Dennis and Tom take a moment to catch up with each other—answering questions on recent trends, tech experimentation, new habits, favorite tools, and more. From information management and GenAI approaches to practical, everyday work routines, the guys share their perspectives, experiences, and recommendations. 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: Todoist Obsidian Gemini Claude Schure 58 Microphone Microsoft Teams iPad Mini ManyScripts
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    47 min
  • Fresh Voices on Legal Tech with Kaichen Xu

    Fresh Voices on Legal Tech with Kaichen Xu
    16 Oct 2026
    Many of AI’s impacts are still difficult for us to understand within existing legal service frameworks, but its relentless progress cannot be ignored. To develop a deeper understanding of how AI is transforming the legal profession and its service delivery, Dennis and Tom welcome Kaichen (KC) Xu of AI Lawyer Lab. KC discusses his expertise in developing exceptional efficiencies in legal service delivery—all powered by AI and automation. 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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    46 min
  • How Your Personal Prompting Style Affects Your AI Experience

    How Your Personal Prompting Style Affects Your AI Experience
    2 Oct 2026
    Philosophies and approaches to AI use differ vastly amongst its users, and Dennis and Tom are no exception. While Dennis imagines “panning for gold” with a high-level thought partner, Tom treats AI as a well-managed, prudent employee. The guys give detailed insights into their prompting styles and discuss both the goals and results of their differing modes of use. Later, they experiment with AI to analyze the podcast and make inferences about who their audience is and what they want out of the show. Did AI get it right? Dennis and Tom 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 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: Google Weather Lab Optimize your workspace with AI
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    46 min
  • Fresh Voices on Legal Tech with Ariana Paulino

    Fresh Voices on Legal Tech with Ariana Paulino
    18 Sep 2026
    For a unique perspective on legal technology, Dennis Kennedy and Tom Mighell welcome law librarian Ariana Paulino. Ariana shares her insights on engaging with today’s leading technologies and AI tools, as well as helping law students learn to use them effectively in legal practice. They explore how building relationships with technology vendors can help lawyers stay current on essential tools for their firms and discuss the importance of balancing AI’s capabilities with strong foundational legal skills. 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: Data Camp getbrick.com
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    44 min
  • Should You Be Wearing AI?

    Should You Be Wearing AI?
    4 Sep 2026
    New, wearable AI technology products are entering the market in a steady stream, but should any of us be rushing to get these new, shiny tech toys? Dennis Kennedy and Tom Mighell dig into the world of wearable AI, from rings to pendants to glasses and more, to explore their intent and discuss the controversies that have inevitably followed in their wake. Do these gadgets deliver unique value? Is your privacy at risk? Are you violating others’ rights to privacy if you wear them? The guys unpack these weighty considerations and much more. Later, Tom’s got a new Second Brain! After a major overhaul, Tom’s pretty pleased with his new system, so the guys talk through his current approach and uses for this technology tool. 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: Spotify’s AI playlists
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    47 min
  • AI’s Role at Your Law Firm: Ethical Delegation to AI Assistants

    AI’s Role at Your Law Firm: Ethical Delegation to AI Assistants
    21 Aug 2026
    This episode is sponsored by Smith.ai. AI assistants can be incredibly helpful to attorneys, but what exactly can and should these tools be doing for your law firm? Dennis Kennedy and Tom Mighell welcome Maddy Martin of Smith.ai for a roundtable discussion on the current landscape of AI assistant tools and their value for lawyers. They examine these tools through the scope of jobs to be done, looking at real-life attorney pain points and explaining ways to identify which tasks can effectively and ethically be handed off to AI assistants to improve both attorney 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. Show Notes: Copilot for task tracking. Wispr Flow for easy voice dictation.
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    46 min
  • Fresh Voices on Legal Tech with Adriana Linares

    Fresh Voices on Legal Tech with Adriana Linares
    7 Aug 2026
    Adriana has trained lawyers through legal tech developments for decades, so she’s pretty much seen it all! Dennis and Tom pick her brain on the trajectory of AI tools, technology competence, collaboration, and much more. Adriana offers deep insights into lawyers’ commonly underutilized tools in Microsoft and Adobe, pointing out that they may already be paying for the solutions they need. Later, they also discuss Adriana’s career path and dig into the advantages of using practice management platforms in today’s midsize and small firms. 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: UPS Devices
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    42 min