ChatGPT Struggles with Raw Text Extraction, Claude Outperforms
Been using ChatGPT versus Claude to scrape text out of public domain documents (district court opinions) for a book. I thought it would be a similar experience, but ChatGPT is MUCH WORSE -- it keeps editing the text, quitting part way through, etc etc
Cut Legal Costs with Subscription Templates and AI
Following up on my last post, here’s how founders can avoid paying lawyers. Get a practical law subscription. It’s $372 a month with a 12mo minimum. You can find high level templates drafted by the world’s best lawyers from the world’s...
CEOs Ignore LLMs for Costly Health Insurance Contracts
You know who isn’t using LLMs for their Health insurance ? CEOs Employee benefits are the 2nd largest expense line item for pretty much every company. Yet they do t take the 30 secs to run their contracts through an ask...
Use Practical Law Templates for Lawyer-Approved Contracts
Want a contract drafting secret? Use the SEC public agreements as a starting point. Or get a subscription to practical law. Thats where the real templates live. If you use a template from practical law, your lawyer will be impressed. Because...
Westlaw's AI Hallucinations Undermine Legal Citation Credibility
“Really bad look for Westlaw, the top brand in the legal space, to be hallucinating legal citations within an accurately cited case.”
Seeking OpenClaw‑GPT Screenshot to Gauge Personality
Can someone share a screenshot of what OpenClaw with GPT looks like - how much personality is there?
Legal AI Firms Overstate RAG's Hallucination‑free Promise
“Recently, certain legal research providers have touted methods such as retrieval-augmented generation (RAG) as “eliminating” (Casetext, 2023) or “avoid[ing]” hallucinations (Thomson Reuters, 2023), or guaranteeing “hallucination-free” legal citations” 👀 https://t.co/kn1551aRr5
Westlaw AI Delivers Gibberish on Tough Queries Despite Paid Service
“when I fed it intermediate to hard to very difficult questions in the past, Westlaw AI shrugged, gave me unhelpful gibberish…And people are paying for this (loads).” 👀
Howe Debuts Westlaw CoCounsel in Appellate Brief
“Howe claims that this appeal was his first time utilizing Westlaw CoCounsel “in this way for a Court of Appeals brief.”” 👀 https://t.co/FBc20Es4dL
AI Is Reshaping Legal Research, Resistance Inevitable
“Al is already changing how legal information is accessed and applied at scale. The only real question was whether that shift would be resisted or structured” 👀 https://t.co/iu12fpk15G
AI Threatens Legal Databases, Reducing Them to Free Case Data
“i think AI is a disaster for them [westlaw and lexis]…AI will compress their value to the value of their database of court cases” 👀 - court cases are free though, the law is free
Case Law Databases: The Real Competitive Edge in Legal Tech
“the main moat for these tools are (1) the case law database” 👀 - reconcile this with the fact that the law is supposed to be free https://t.co/oETBD2q80h
Notebook LM Outperforms CoCounsel when You Supply Sources
“Been using Notebook LM more than CoCounsel. I think it's better at finding the "needle in the haystack." If you load your own sources, it's more accurate…The tradeoff is that you have to give it the sources yourself.” 👀 - this...
Skip OpenClaw: 3 Better Alternatives Revealed
I spent 50 hours and $600 on OpenClaw so you don’t have to. Here are 3 reasons to skip it—and what to use instead. https://t.co/MFj5pVF0o6
Expert Witnesses Essential as AI Advice Liability Gaps Grow
When Conversational AI Meets the Courtroom: Why Expert Witnesses Matter for Financial Services Question: if agentic AI becomes standard for financial advice, who's liable when the agent hallucinates? Expert witnesses assess training data + logs to reconstruct chatbot behavior, determine foreseeability...
OpenClaw’s Context Overhead Dwarfs Basic Accounting Tools
Dave from accounting doesn't compare to OpenClaw... Turns out context is expensive. 😭 Here's some things to consider running OpenClaw 👇 https://t.co/KENR64ykSa
Bundledocs Launches Review Tool, Enters Case Management Market
JUST IN: Bundledocs expands into case management with new Review tool - The addition of Review positions Bundledocs to capture a larger share of the legal case‑management market, challenging established niche vendors and streamlining litigation workflows for law firms and...
AI Drafts Contracts, but Lawyers Still Essential
Client: I used ChatGPT to draft this contract but I want a lawyer to bless it Me:
Legal AI Harvey Hits $11B After Cold‑email Breakthrough
Legal AI startup Harvey just reached an $11B valuation. On The Upstarts Podcast, CEO Winston Weinberg shares how a cold email to Sam Altman helped launch its journey, and why he believes lawyers are a surprise power user of AI tools. Plus,...
Docusign Aims to Slash Agreement Creation Time and Cost
It takes 4-6 weeks and £1,300 in human capital to create a new agreement – Docusign wants to vastly improve that. https://t.co/QE9EUaVlqi
AI Fuels Document Churn, Founders Must Work Harder
Founders are running their decks, docs, and narratives through AI to drive investor cycles. But investors are doing the same: they’re making (more) comments on investor agreements, advisor docs, warrants, etc. Founders: expect to work harder to close.
Why Law Firms Fail: People, Tech, Finance Patterns
Swipe through this to see how many times I failed 👉 I found a pattern in failing. It all revolved around 1. People 2. Technology 3. Finance Join us with our Vice president of Finance & Risk (Ahmed Awad) as we go over...
Real-World OpenClaw Uses Needed, Not Just Demos
OpenClaw is cool, but utility is king👑 Who’s actually using it for more than just a demo? Tell me your best real-world use case.
Check Citations on Westlaw to Dodge AI Hallucinations
“And it’s not even hard to avoid citing AI-hallucinated cases. All you have to do is use Westlaw or Lexis to cite check the brief.” 👀 - a fish in water never realizes it’s wet. legal data is born free and...
Big PBM Contracts Are Costing You—Let AI Expose the Rip‑off
If you have a deal with the biggest PBMs you are getting ripped off A simple way to realize this is to take both your insurance and PBM contracts and out them in @claudeai and just ask the following "How...
Attorneys Condemn AI Publicly, Profit From It
attorneys publicly dragging AI while quietly running it through their CRM, marketing, and research tools need to be studied. nobody said it's a lawyer. but telling people to steer clear of it entirely while your firm's chatbot answers intake questions at...
Heppner Ruling: Privilege Excludes Client’s Solo AI Use
I posted on TikTok about the Heppner case and how Attorney-Client privilege doesn’t extend to what the client does, on their own, with ChatGPT or Claude (per ruling in case)…AND
Three Decades of Legal Tech Trends Discussed in Rockport
It was the mountain coming to Muhammad when @goclio CEO @jack_newton and his crew came to my hometown of Rockport, Mass., to interview me on 30 years of legal tech and the biggest trends shaping the industry today. #legaltech #rockportma https://t.co/6Pbbz3fpZr...
CRE Finally Adopts Docusign, Brokers Stay Low‑tech.
CRE just finally adopted Docusign years after Realtors... Don't expect many brokers to run out and purchase a Mac mini and set up OpenClaw 🚫🦞
On‑chain Contracts Ensure Verifiable Execution and Native Finance
And these contracts will be built and executed onchain, with verifiable execution and financial flows natively integrated.
Risk Lies in Unchanged Workflows, Not AI Contracts
The risk isn’t AI drafting contracts. It’s firms that never redesign their processes and just bolt tech tools onto broken workflows.
General AI Can't Outpace Specialized Legal Templates
Pretty interesting argument on why ChatGPT and Claude won't replace all the vertical AI tools. In law specifically, it would actually slow you down. Lawyers have to read and understand every word in a document, and it's actually faster to work...
AI Threatens Junior Lawyers' Training Ground
#TimTalk – Will AI accidentally destroy the training ground for junior law associates? with Matt Mishak https://t.co/yKGchqQBMZ via @DLAIgnite #SocialSelling #DigitalSelling #Sales #SalesTips #SalesLeader #SalesEnablement #Marketing #Leadership #Tech #TechNews #ArtificialIntelligence #FutureofWork
Billable Hours Block Law Firm Tech Adoption
Why is it so hard to get law firms to adopt technology?The answer: the billable hour. Not as a pricing mechanism, but as the operating system of the entire firm. It shapes comp, performance, and earnings, and thus behavior. I...
One Claude AI Replaces Entire Legal Review Team
my new favorite hobby is reading about Anthropic's internal AI workflows this one especially caught my attention: anthropic's ENTIRE legal review process is now handled by just 1 Claude system a single non-technical lawyer vibe-coded and it cut turnaround time by 80% here's...
Legora's $550M Raise Fuels Walter AI Acquisition
AI legal tech startup Legora, after raising $550M this week, acquires Walter, a Canadian based startup that builds AI agents that work within Microsoft Word and Outlook. Walter launched the AI agents after pivoting last September. The acquisition is believed...
GenAI Use Cases Mapped Across Legal Work Lifecycle
Mapping of GenAI use cases in a lifecycle of legal work | Singapore 🇸🇬 Ministry of Law https://t.co/J5WreC6QaO TY @Og_Dickson #AIGovernance #LegalTech https://t.co/Qo4dfqv9Qn
Singularity May Arrive Before Copyright Courts Decide AI Training
we may hit the singularity before courts decide whether or not AI can learn using copyrighted materials and that’s sort of amazing, no?
AI Hiring Must Expand Opportunities, Not Reinforce Bias
Law firm recruiters: AI in hiring should open doors, not quietly close them. If a model learns from your firm’s history, it will reproduce your firm’s history. Humans still need to own the decision. #LegalRecruiting #LegalTech #AI https://t.co/GNkRwGexTH
Free Weekly Chapters on Building AI‑Native Service Firms
🚨 BOOK ALERT -- Sign Up Now for *Free* Access ! 🚀 📚"Building AI-Native Professional Services Firms: Strategy, Economics, and Execution" 📖 By Daniel Katz, Michael Bommarito & Jillian Bommarito 🔥 🔥We’re releasing this book as a serialized book — full chapters...
AI's Future Lies in In‑House Legal Teams, Not Firms
The right place for AI in law is the enterprise, not law firms which are conflicted if the cost of legal services goes down rapidly. AI makes it possible to dramatically reduce this business overhead.
Seeking AI GRC Founder Connections After Impressive Vendor Meet
Looking to talk to more AI GRC platforms: 2 clients met with a vendor recently and were really impressed with the companies and space. Would love to meet some dope founders if anyone has recs
AI Frees Junior Lawyers for Higher‑value Work
Before AI, a junior associate might spend most of their week pulling clauses from old deals, reformatting templates, and chasing redlines across 14 email threads. Now that's a quick task. The question is now what they should be doing.
VPNs Bypass NY Ban on AI Legal Advice
people will use VPNs to access affordable high quality legal advice, healthcare and education from AI. odd to think that we’re here now. sad really
Start with Risk, Not Assessments, to Build GRC
Developing a new GRC platform and I made a mistake. I started with assessments. You should start with risk. Risk first. Then controls. Frameworks and assessments are just ways to organize risk. But this is easier said than done. Most organizations don't really know...
AI Training Fair Use: Defining Our Era's Legal Frontier
whether or not fair use applies to training AI is the fundamental legal question of our age. mark my words.
Tech Promises Affordable Justice, but Access Remains Uneven
so the technology is here to enable better more affordable justice, but not evenly distributed… yet https://t.co/VN4uMD18Qk
GRC Tools Are Still Just Digital Filing Cabinets
The GRC market is booming. Feels like I hear about a new platform every day but most platforms still feel like digital filing cabinets for policies and screenshots. There has to be a better way. What have you found that...
Predicted AI Technophobia a Decade Ago; History Rhymes
i anticipated the technophobic pushback ai would receive nearly a decade ago and gave a talk at cliocon about it. history doesn't repeat, it rhymes. watch my comments here: https://t.co/CIm9q25mQ6
AI's Exponential Leap Outpaces Even Seasoned Expectations
"we are now dealing with exponential improvements of ai, astounding even those, like me, who have been in the field for nearly a decade. we knew this would happen but it’s happening quicker than we thought."