DennisKennedy.blog

Legal technology, technology law and other musings.

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For years, I’ve explored productivity techniques, technology tools, and strategies. I now have found and developed one practice that has had the most profound impact – the Personal Quarterly Offsite (PQO).

Frankly, I believe the PQO is the most important work I do. It’s not just about setting goals; it’s about intentionally designing a life you want to live. It’s
Continue Reading Unlocking Your Potential: Why the Personal Quarterly Offsite is My Most Important Work (and How It Can Transform Yours)

Well, here we are again. Another February 15th and another blawgiversary for DennisKennedy.Blog. It’s hard to believe it’s been twenty-two years. since I wrote that first bold and triumphant announcement, echoing Babylon 5: “And so it begins . . .” I genuinely thought I was late to the blogging party back in 2003. Turns out, I was just early for
Continue Reading Celebrating the 22nd Birthday of DennisKennedy.Blog

The latest issue of the Personal Strategy Compass newsletter (premium subscription only) is out, and it’s all about getting back on track with your quarterly goals – even if you’re feeling a little behind. We’re diving into the “grace period” PQO, a shorter, more forgiving approach to getting back on track after your Personal Quarterly Offsite, perfect for those mid-quarter
Continue Reading Personal Strategy Compass Newsletter – Issue #3: The Grace Period PQO

I’ve long advocated for Personal Quarterly Offsites (PQOs) as a powerful personal tool for legal professionals. Taking a half-day each quarter to step back, reflect, and plan can drastically improve focus, productivity, and long-term strategic alignment.

Let’s be honest: most “personal productivity” advice is, well, let’s just say overhyped. PQOs actually work because they are personal and structured. Your personal
Continue Reading Free Personal Quarterly Offsite Handout – And a Better Way to Do PQOs in the Age of AI

“I don’t have time for personal strategy planning. I’m so busy that I don’t have time to anything but work.” Sound familiar? In this month’s issue of my Personal Strategy Compass newsletter (paid subscription only), I’m tackling the #1 objection I hear about Personal Quarterly Offsites (PQOs). I’ve developed a stripped-down approach called the Minimum Viable PQO (“MVPQO) that takes
Continue Reading Minimum Viable Personal Quarterly Offsites – My New Newsletter Issue

I spent the month of November doing what I called an “AI Sprint,” in which I experimented with a lot of new approaches and tried generating new types of outputs. I haven’t shared much of that yet, but I thought this exploration of what “AI in the Middle” might mean in law and law practice was interesting.

This is the
Continue Reading AI’s Role in Legal Practice: High-End and Middle Ground

I’m excited to announce the launch of Personal Strategy Compass, my new premium newsletter focused on helping professionals implement Personal Quarterly Offsites (PQOs) in their lives and careers. Subscribe here.

Does this seem all too familiar?

Late on Sunday night, sleep eludes you. Your law practice is successful by any objective measure, but something isn’t right. Maybe you’re
Continue Reading Introducing Personal Strategy Compass: A Masterclass Newsletter for Strategic Life Planning with Personal Quarterly Offsites

I see the future of legal education transforming before our eyes, and I’m excited to share that I’m contributing in my own small way to that transformation. My Fall 2024 syllabus for “Artificial Intelligence and the Law” at Michigan State University College of Law is now available on the Syllabi Commons, thanks to John Mayer at CALI. Think of
Continue Reading Syllabus for My AI and the Law Course Now Available on the Syllabi Commons

photo of Dennis speaking with a brick wall background

If innovation is on your law department’s agenda for 2024, this message is for you. As 2024 draws to a close, I’ve found myself reflecting on how far the world of law department innovation has come—and how much work remains. There’s one small problem: I have only one or two open slots left for 2024 keynote presentations in December.

My
Continue Reading Don’t Miss Out: Final Law Department Innovation Keynotes with 2024 Pricing

Dennis with award in front of checkered background

This past Sunday, I was deeply honored to receive the Lifetime Achievement award at the American Legal Technology Awards.

As I stood there, absorbing the magnitude of the moment, I couldn’t help but think about the vast network of innovators, mentors, and colleagues who have shaped not just my career, but the entire field of legal technology. There are too
Continue Reading Lessons from My Career in Legal Tech – 2024 Edition

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About a year-and-a-half ago, Tom Mighell and I decided to start an interview series on our podcast, The Kennedy-Mighell Report. We called it “Fresh Voices on Legal Tech” because we wanted to highlight both a new generation of legal tech and new perspectives and approaches on legal tech. We thought “fresh voices” covered what we wanted to accomplish and
Continue Reading The Fresh Voices on Legal Tech Podcast Interview Series

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Is the legal profession shifting away from litigation, perhaps dramatically? Do we need to rethink legal education in light of changing practice patterns? Are only 25% of US lawyers now litigators? Is that percentage decreasing and at what rate? How can we find out?

I heard a while back that only a relatively small percentage of US lawyers are now
Continue Reading Are Only 25% of US Lawyers Now Litigators?

How Can Law Professors Effectively Teach AI Literacy to Law Students?

Image of poster for AI Studio - green with spartan image and description of sessions and other info

Last spring at the Michigan State University College of Law and the MSU Center for Law, Technology & Innovation we introduced the “LegalRnD AI Studio,” a groundbreaking mini-course series designed to elevate law students’ AI literacy, focusing on practical skills in generative AI. I want to share how you
Continue Reading How Can Law Professors Effectively Teach AI Literacy to Law Students? LegalRnD AI Studio

Yes, I know that the purpose of being on a podcast is to be educational and informative, and we were, but Steve Fretzin and I also had a ton of fun on this episode of the BE THAT LAWYER podcast called “Leaning into Technology.”

We discussed:

  • The intersection of the legal system and technology
  • Utilizing technology to enhance


Continue Reading Leaning into Technology with Steve Fretzin: Podcast Guest Appearance

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My friends and colleagues have been referring to me as an “idea therapist.” I hear this when they mention an idea or innovation project and I help them reshape it into something for which they can see a much clearer path than before. They describe what I do as idea therapy and think it is one of my best skills.
Continue Reading Idea Therapy: Strategic Innovation Counseling for Law Departments