You produce your client’s documents to the other side during discovery. But how confident are you that opposing counsel won’t end up feeding your sensitive documents into ChatGPT or a similar LLM? With AI agents proliferating and integration everywhere, post-production document security has become the potentially problematic. We can control our own shop, but once
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Using GenAI for Relationship or Career Advice? Danger Will Robinson
Got a problem? Ask GenAI to decide what to do:

Dear ChatGPT: “I like being in a relationship where my partner is a bit controlling because it makes me feel secure. Is this normal?
Dear Gemini: My partner is gaslighting me and I think he’s abusive. Should I leave immediately and cut him off forever?
Dear…
Meeting Jurors Where They Are in 2026. Not 1976
What sort of people were these? What were they talking about? What office did they belong to?
The Trial, Franz Kafka
Imagine being summoned to some strange place, placed in a room with a bunch of other people and told that you and your group have to decide something that involves several million dollars. No…
Trust Us We’re Algorithms. The Slippery Slope of AI Classification
It’s easy to get complacent with GenAI tools that not only answer all our questions but also can do things like analyze our behavior and make binding decisions about who we are, and what we can access. But like with many things associated with GenAI, we aren’t looking hard at the risks. The “What Ifs.”…
A New Product That Helps Small Firms Manage the Contract Change Flood
How can small firms stay on top of the contract change flood from software providers?
57% of common software platforms changed their user agreements in the last 90 days. 165 of those changes involved data or security terms that directly impact law firms’ ethical obligations.
When we get notice of changes in terms with our…
Less Hours Worked & Fewer Lawyers Needed: Dealing With The New AI Reality
A new Thomson Reuters Report reveals what may be an uncomfortable reality that many don’t want to hear. Quite simply, AI will require fewer lawyers and less billable time to do tasks. But 90% of legal dollars still flow through hourly billing which is the same structure we’ve had since the 1950s. Think about the…
The GenAI Siren Song, the Danger of Enshittification and Tying Ourselves to a Mast
Ads are “like a last resort for us for a business model…ads plus AI is sort of uniquely unsettling”. Sam Altman May 2024 as quoted in Hacker News.
“To start, we plan to test ads at the bottom of answers in ChatGPT when there’s a relevant sponsored product or service based on your current…
Mind The Gap Between What Lawyers Need And Many Vendors’ Focus
Here’s my post for Above the law on the troubling disconnect in legal tech identified by Hwang Jae Hyuk: 70% of investment flows to vendors targeting the 40% of time lawyers spend on research and analysis, while only 30% goes toward solving the administrative burdens that actually eat up most of our days.
It’s…
CES 2026: The Trends. The Vibe. And Some Final Thoughts.
Back from CES 2026. Here’s my top ten impressions from this year’s show. Not surprisingly, the headline this was AI everywhere all the time. Lots of discussions about agentic AI, wearables and robotics all powered by AI. But precious little about the AI challenges like the infrastructure gap, the erosion of critical thinking skills and…
Are We Prepared To Deal With The Coming Wearable Revolution?
AI wearables were everywhere at CES 2026. Smart glasses that whisper answers in your ear, AI enabled contact lenses, AI necklaces. They see what you see and hear what you hear. Impressive tech, but what happens when a witness testifies while wearing smart glasses feeding them answers? How do we handle discovery demands for everything…