An investigation into why serious AI work depends less on clever prompts and more on defending invariants, boundaries, and human judgment.At the end of a long, technical AI session this week, something became clear to me: human-in-the-loop is being misunderstood in ways that matter.The issue wasn’t whether the system could generate outputs quickly or fluently.
Technology
DISCO Launches Scaled Agentic AI Tool for Large Discovery and Fact Investigation Matters
Calling it “the industry’s first scaled agentic AI tool for fact investigation and e-discovery,” DISCO today announced an agentic AI enhancement to its Cecilia Q&A tool, which the company says is designed to handle large-scale e-discovery matters with millions of documents and terabytes of data. The Austin-based legal technology company’s new tool adds what it…
Midpage Goes Native: Legal Research Inside Claude and ChatGPT, with Otto von Zastrow
A fresh Anthropic announcement set off a week of market jitters and existential questions: what happens when the big model shops ship “legal productivity” features and the public markets flinch. This week, we bring Otto von Zastrow back for a rapid-response conversation, with a front-row view from New York and a blunt take: software grows…
OpenClaw has humans taking orders from bots!
Computerworld.com reported that “OpenClaw connects to large language models (LLMs) such as OpenAI GPT, Anthropic Claude, Google Gemini, the Pi coding agent, OpenRouter, and local models running via Ollama to understand instructions and perform actions. Users, who have to bring their own paid accounts to some of these services, can direct the agent to clear…
I’ve Taken Steps To Protect My Client’s Documents: But What Happens Post-Production?
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…
No ads in Claude chats!
Computerworld.com reported “Anthropic will not put ads in conversations with its AI assistant Claude. It wants ads nowhere near its AI-generated content. “Even ads that don’t directly influence an AI model’s responses and instead appear separately within the chat window would compromise what we want Claude to be: a clear space to think and work,”…
Today’s Legaltech Week: The Claude-pocalypse, AI Agents Gone Wild, and Much More – All Live at 3 ET
As I wrote earlier this week, it was the shot heard ’round the world, as AI company Anthropic, developer of Claude, launched a legal app and seemingly caused legal tech stocks to plummet. Meanwhile, AI agents now have their own social network, Moltbook, while another new site is enabling them to rent humans to do…
Court Ordered Social Media Site Blocking Coming to Canada?: Trojan Horse Online Harms Bill Clears Senate Committee Review

Critics of Senator Julie Miville-Dechêne’s successive bills that ostensibly target pornography sites have for years warned of the privacy and equity risks that arise from mandated age verification and the dangers of over broad legislation that would extend far beyond pornography sites by covering social media, search, and AI services. The Senate committee reviewing the…
A Call for Clean Water with Matt Damon
Davos, Switzerland: Axios House
With all the pitches one expects to hear amidst the rarefied air of Davos, a business plan from Jason Bourne probably isn’t one of them. Yet, there on stage was Matt Damon, alongside his co-founder Gary White, not to promote a film, but to deconstruct a global crisis with the precision…
Masters AI Taps Cat Casey to Anchor Its New Global Legal AI Conference Series and Learning Ecosystem
The Masters Conference, which just two months ago announced new leadership and plans to launch a new division, Masters AI Legal, today announced that it has partnered with Cat Casey, founder of The TechnoCat, a consulting and speaking practice focused on legal AI, and former chief growth officer at Reveal. Casey will anchor Masters AI…