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Law Technology Daily Digest
Thursday, January 22, 2026 - Volume 21 No. 1281
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A game of leapfrog

Which is the better software tool is a perpetual game of leapfrog. It is always interesting to see. Has your tool of choice become better? Is the grass suddenly greener elsewhere? It is particularly useful if you have not yet made a decision on which tool to use. If you're interested in the battle between ChatGPT 5.2 and Gemini 3.2 Fast, you will want to read more at ars technica: Has Gemini surpassed ChatGPT? We put the AI models to the test.
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A boy and his pet AI

Doug Austin has a great post for sharing to the attorneys in your firm who might still not get AI or who are in their early stages of understanding and adoption. I particularly liked this:
- Prompt engineering is what you say to the AI in a single interaction.
- Context engineering is what you give the AI to work with before it ever answers.
It would seem a hat tip is in order to ChatGPT 5.2 who did the heavy listing on this post. Read more at eDiscoveryToday: Prompt Engineering and Context Engineering and How they Differ in AI's View: Artificial Intelligence Trends
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Even Experts Fall for It

Why do we train on security awareness? Why do we not exempt anyone from that training? Because anyone can be caught - even "seasoned cybersecurity professionals". The author writes, "In a candid account, a well-known security expert and author admitted that he repeatedly failed his own company's internal phishing simulations-despite years of experience, training, and awareness." This are the challenges we face. "These failures weren't due to ignorance, but to timing, context, and human nature. His conclusion was blunt and humbling: anyone! including experts!! can be phished!!! if they are distracted, emotionally engaged, or operating on autopilot. The lesson wasn't about shame, but about realism: vigilance is a habit, not a credential."
Read more at BLEEPINGCOMPUTER: You Got Phished? Of Course! You're Human...
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Jeffrey Brandt, Editor
Connect with me on LinkedIn Jeffrey Brandt
Law Technology Digest on Corporate Counsel Business Journal
Follow me on Twitter @jeffrey_brandt
Follow all the PinHawk highlights @PinHawkHappens Website: PinHawk.com
Affiliations: ILTA Strategic Partner Liaisons - NetDocuments
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News and Blogs
- Curious Conflicts — “Stranger” Cannot Call Pickleball Club Conflict, Argument on Behalf of Client Proves Conflict Bressler Risk Blog, January 21, 2026
Corporate Legal Focus
- Risk Management: Revamping Your Risk Oversight Disclosures CorporateCounsel.net Blog, January 22, 2026
- SCOTUS to Address Corporate Aiding & Abetting Liability for Human Rights Abuses CorporateCounsel.net Blog, January 22, 2026
- Corporate Governance: The Board’s Agenda in 2026 CorporateCounsel.net Blog, January 22, 2026
- New Deputy Director of Corp Fin: Christina Thomas CorporateCounsel.net Blog, January 21, 2026
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PRACTICE SUPPORT / E-DISCOVERY
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News and Blogs
- When DIY Systems Break: Signs Your Spreadsheets Aren’t Enough for Complex Litigation in 2026 CaseFleet Blog, January 21, 2026
- John Battelle’s Predictions 2026: The Full List Stephen's Lighthouse, January 21, 2026
- Sixth Annual eDiscovery Today State of the Industry Report Results!: eDiscovery Webinars EDiscovery Today, January 21, 2026
- The Return of On-Premise eDiscovery: Why the Market Needs a Revival and How CloudNine Review On-Premise Answers the Call EDiscovery Daily, January 21, 2026
Vendor Announcements
- Deal News | A cross-border team from Winston & Strawn advised smartTrade Technologies Group, a leading provider of multi-asset ele... Winston & Strawn LLP, January 22, 2026
- With 2026 underway, the PFAS regulatory landscape remains active at both the federal and state levels. Recent developments related... Winston & Strawn LLP, January 21, 2026
- We’re honored to be named a finalist in the E-Discovery Technology and Innovation category in the 2026 Legalweek Leaders in Tech L... Winston & Strawn LLP, January 21, 2026
- The White House has proposed a new DOJ fraud division—directly supervised by the President and Vice President—that would wield nat... Winston & Strawn LLP, January 21, 2026
- Partner Aparna Sehgal was quoted in a 9fin article discussing the evolution of Germany’s commercial real estate lending market and... Winston & Strawn LLP, January 21, 2026
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KNOWLEDGE MANAGEMENT / LEAN / ARTIFICIAL INTELLIGENCE / MACHINE LEARNING
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News and Blogs
- How McDonald’s Took Over America | Ray Kroc [Outliers] Farnam Street, January 22, 2026
- Hybrid intelligence: Ramping up human-focused power skills in an AI-enabled workplace - Thomson Reuters Institute Legal Resource Center: Thomson Reuters, January 22, 2026
- Manage Your AI Investments Like a Portfolio Harvard Business Review, January 21, 2026
Vendor Announcements
- Halligan's Exit Could Doom DOJ Appeals in Comey and James Cases, Experts Say Blog of Legal Times, January 21, 2026
- EEOC Poised to Eliminate Harassment Guidance Protecting Transgender Employees Blog of Legal Times, January 21, 2026
- After Nationwide Rebuff, Appellate Courts Expected to Probe Different Path to Universal Injunctions Blog of Legal Times, January 21, 2026
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LEADERSHIP / PROFESSIONAL DEVELOPMENT
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BUSINESS DEVELOPMENT / MARKETING
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News and Blogs
- EU To Carry Out Parallel Reviews Of Battling Warner Bros Bids Silicon UK, January 22, 2026
- Apple Plans Chatbot-Style Siri Release In September Silicon UK, January 22, 2026
- House Of Lords Backs Social Media Ban For Under-16s Silicon UK, January 22, 2026
Vendor Announcements
- BigHand's 2026 Annual Law Firm Finance Report BigHand, January 21, 2026
- AI Training for Lawyers: Practical Learning Scenario for Training Lawyers on Safe AI Use Intellek Blog, January 21, 2026
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