I was impressed by a recent interview of Antti Innanen on the Artificial Lawyer Law Punx podcast that I not only commented on it on LinkedIn, I decided to devote a whole article to his comments. After 30+ years in legal practice and covering legal tech, I’ve learned to spot industry BS when I hear
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The Day That ChatGPT Died: Lessons For The Rest Of Us
Imagine this: You’re on deadline, procrastinated on research (don’t judge), and ChatGPT that you counted on to help suddenly dies. That was my Nov 18. Turns out the Cloudflare outage revealed some uncomfortable truths about tech dependency and cybersecurity gaps. Maybe lawyers and legal professionals need to pump the brakes on wholesale AI adoption. And…
homson Reuters White Paper: The Future Is Here — It’s Just Not Evenly Distributed
AI here, AI there. AI everywhere. But are we willing to cede good lawyer skills to a bot? A new Thomson Reuters white paper should scare the us all. Research shows AI is actively eroding critical thinking skills. The future belongs to those who figure out how to retain and enhance their analytical abilities while everyone…
AI Summit 2025: 10 Takeaways And Some Unanswered Questions
Back from Summit AI in NYC with some hard questions still unanswered. While 5,000+ attendees celebrated AI’s potential, critical discussions about infrastructure challenges, verification economics, and workforce displacement were largely missing. My ten takeaways from a conference that felt more like an AI love fest than a serious examination of where we’re headed. Legal professionals…
Morning At AI Summit: Tech Debt, Cultural Debt, Whack-A-Mole, And The Benefits Of “I Don’t Know“
Business leaders from Unilever, EY, and NBC Universal shared a consistent message at the AI Summit: embrace the ‘I don’t know’ and think holistically about AI transformation.
The contrast with how most law firms approach AI couldn’t be more striking. While other industries talk about reimagining entire workflows, legal still treats AI as something to…
Like Lawyers in Pompeii: Is Legal Ignoring the Coming AI Trust Crisis? Part Three
Part Three of the AI crisis series from myself and Melissa Rogozenski : The trust breakdown that’s making legal practice unsustainable. When senior partners spend evenings checking associates’ citations and local counsel can’t trust national counsel’s briefs, we’re not just dealing with verification costs, we’re watching decades-old professional relationships crumble. The AI bubble isn’t just…
Like Lawyers in Pompeii: Is Legal Ignoring the Coming AI Crisis? Part Two
Every day we see another lawyer sanctioned for using AI hallucinated case citations. But the problem may not be just lazy checking. It may have something to do with economic reality.
When AI verification costs exceed savings, what happens? If it takes 8 hours to verify what AI does in 2 hours, are we actually…
Like Lawyers In Pompeii: Is Legal Ignoring The Coming AI Infrastructure Crisis? (Part I)
While everyone debates AI hallucinations, we may be missing a bigger threat. The infrastructure powering AI may not be able to sustain everything vendors are promising.
Think about it: 26 major US utilities already have requests to supply an additional 711 gigawatts of new data center power. That’s nearly equal to the entire continental US…
Washington Post Analysis Shows We Are Talking Too Much And Getting Questionable Advice From LLMs — And It May All Be Discoverable
A new Washington Post analysis of 47,000 ChatGPT conversations reveals a troubling pattern. People are sharing deeply personal information, getting advice that tells them what they want to hear (not necessarily what’s accurate), and creating potential discovery goldmines for future litigation.
The study found users discussing emotions, sharing PII and medical info, and asking for…
Thinking Outside the Fence: What a Grade School Game Taught Me About Legal Innovation
The grade school game seemed simple enough. Grab the other team’s flag without getting tagged. But for a kid like me with not much athletic talent, the chances of being a factor other than getting quickly tagged out were pretty remote. Or so it seemed.

One of the questions I am often asked by young lawyers…