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Legal AI Live

Author: Mathew Kerbis, The Subscription Attorney

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Legal AI Live is a monthly live event on LinkedIn where legal educators and practitioners get together to discuss what they learned in AI over the last month.

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24 Episodes
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February 2026, Part 2, Top 5 Takeaways:1. “AI is not there yet” is an Ignorant Statement. Damien Riehl made a critical point: saying “I tried AI and it’s not there yet” without specifying which AI is like comparing a 1975 car to a Ferrari. The free version of ChatGPT from 18 months ago versus Claude Opus 4.6 today are worlds apart. Always specify which model and version you’re evaluating.2. Context Drift is Real (But Solutions Exist). Dennis Kennedy introduced the concept of “contextual drift”—where AI gradually strays from your original intent over long conversations, especially in thinking models. Solutions include: starting fresh conversations when you notice drift, keeping memory turned off, using tools that automatically compress and spawn new context windows (like Claude 4.6), or simply embracing shorter, focused interactions.3. Everyone Uses AI Differently—Stop Assuming Common Experience. A major insight: people are using completely different tools, models, workflows, and approaches. Some keep memory on, others turn it off. Some have marathon coding sessions, others use quick bursts. Anna’s comparative law research needs are vastly different from Greg’s coding workflows. There is no “standard” AI experience anymore.4. Vibe Coding & Agentic Browsers are the Future. Multiple panelists emphasized that voice-driven coding (vibe coding) and agentic browsers (like Comet) represent transformative capabilities. You no longer need a technical co-founder—subject matter expertise is now the key differentiator. If you can describe what you need, AI can build it.5. Practice “Colombo-Style” Learning: Admit You Don’t Understand. Dennis Kennedy’s closing wisdom: be like detective Colombo—be the only person willing to say “I don’t understand.” In the rapidly evolving AI landscape, intellectual humility and curiosity are more valuable than pretending to have all the answers. The willingness to not understand is what leads to breakthrough insights. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
February 2026, Part 1, Top 5 Takeaways:1. Use the Latest, Most Capable Models. Don’t default to cheaper models to save costs. Damien Riehl emphasized that premium models like Claude Opus 4.6 are actually more cost-effective because they produce better results with fewer iterations and tokens. Time is your most valuable asset—invest in the best tools.2. Match Different Models to Different Tasks. The panel consensus: different AI models have distinct strengths. Claude excels at coding and writing, Gemini is best for reasoning, ChatGPT offers extensive token limits. Power users should develop a toolkit approach, choosing the right model for each specific task rather than relying on a single solution.3. Subject Matter Expertise > Technical Skills. With tools like Claude Code, you no longer need a technical co-founder to build software. The barrier to creating custom solutions has collapsed. If you understand your domain and can articulate what you need, AI can help you build it. Your legal expertise is now your most valuable technical asset.4. Adopt Intentional, Experimental Practices. Cat Moon’s closing advice resonated: approach AI with both optimism and skepticism. Test tools deliberately, use red-teaming techniques to validate outputs, and make intentional choices rather than blindly adopting technology. Nothing about AI’s impact on law is inevitable—lawyers still have agency in shaping how these tools are used.5. The Legal AI Landscape is Rapidly Evolving. General-purpose tools like Claude are now performing tasks (document organization, Bates stamping, discovery responses) that specialized legal AI tools struggle with. The gap between consumer and professional AI is narrowing quickly, and staying current requires constant experimentation and willingness to adapt your workflow. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
January 2026, Part 2, Top 5 Takeaways:1. Delegation Skills Are Essential for Working with AI. The ability to delegate effectively to AI is critical - treating AI like a team member or associate. Good managers who can clearly communicate tasks, ask for clarifying questions, and have AI summarize back what it will do are most successful with AI tools.2. Process Mapping and Workflow Definition Are Key. As AI becomes more agentic, lawyers need to clearly define SOPs (standard operating procedures) and workflows. Many struggle to set up AI agents because they can’t articulate the exact process they want automated. Being able to map out processes is becoming essential.3. Interrogation and Verification Skills Matter More Than Tool Mastery. The ability to interrogate AI results, asking “Can this be trusted?”, “What was left out?”, “Where did it go wrong?” is more valuable than learning specific tools. Red-teaming AI outputs and using structured protocols to verify statistics and claims is critical.4. AI Consistently Fails at Creative Storytelling and Writing Quality. While AI can process facts and law, it struggles with creative legal storytelling, framing arguments compellingly, and producing writing that doesn’t need editing. It lacks the narrative skills needed for jury persuasion and compelling advocacy.5. The Biggest Risk Is User Error, Not Tool Failure. AI failures typically stem from users not providing proper context (relevant cases, statutes, facts), using the wrong tool for the job, or not understanding terms of service. The risk isn’t the AI itself – it’s lawyers not knowing how to use it properly or putting sensitive client information into unsecured tools.Bonus insight: Voice-based interaction is becoming essential – speaking to AI (e.g., 300 words/minute) can be twice as fast as typing (e.g., 125 words/minute) and provides richer context for better results. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
January 2026, Part 1, Top 5 Takeaways:1. Voice-Based AI Interaction is Gaining Traction. Multiple panelists highlighted the shift from typing to speaking with AI tools. Whispr Flow emerged as a key tool for voice-to-text prompting across applications, making AI interaction more natural and efficient. The consensus: talking to AI rather than typing is becoming essential for productivity.2. Retrieval Augmented Generation (RAG) Will Become Standard. RAG - grounding AI outputs in verified sources rather than pure generation - is expected to become boring but essential by year’s end. This addresses the hallucination problem that’s gotten lawyers in trouble and ensures AI provides factually grounded answers, especially critical for legal work.3. AI-Powered Client Intake is Normalizing. AI chatbots and receptionists for client intake are predicted to become as standard as traditional answering services. Firms without these tools may fall behind as clients come to expect instant, AI-powered initial interactions.4. Continuous Case Assessment with AI is Transforming Litigation Strategy. Rather than static case evaluations, lawyers are using AI for ongoing reassessment after depositions, rulings, and document discoveries. This dynamic approach allows testing arguments before filing and continuously refining litigation strategy.5. Custom Instructions and Personalization are Critical. The ability to tune AI with custom instructions - setting voice, tone, preferences, and workflows - is becoming so important that using someone else’s AI setup will feel foreign. Personalization is shifting from nice-to-have to essential for effective AI use.Bonus insight: The panelists emphasized that AI-adjacent skills (like prompt engineering, context curation, and critical evaluation of AI outputs) matter more than mastering specific tools, which will continue to evolve rapidly. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
December 2025, Part 2, Top 5 Takeaways:* AI Agents Are Evolving, but Definitions and Expectations Vary. The panel discussed the rise of “agentic” AI—tools that can autonomously perform tasks or string together workflows. However, there’s debate about what truly counts as an “agent,” and most panelists agree we’re still in the early days of practical, reliable AI agents.* Human Oversight Remains Essential. While AI agents and automation are advancing, the consensus is that human involvement is still crucial—especially in law. AI should augment, not replace, professionals. Oversight ensures quality, ethical use, and helps avoid over-reliance on “black box” systems.* Focus on Practical Impact, Not Hype. The group emphasized the importance of using AI to solve real problems in the legal industry, rather than getting caught up in hype or chasing every new tool. The goal is to improve workflows, client service, and industry outcomes—not just to experiment for experimentation’s sake.* Continuous Learning and Community Are Key. With rapid AI advancements, it’s impossible to keep up with everything. Panelists recommend focusing on your interests, joining relevant communities (both legal and non-legal), and leveraging podcasts, newsletters, and peer groups to stay informed without being overwhelmed.* Legal Education and Training Must Adapt. As AI tools become more integrated into legal work, both legal education and ongoing professional development need to evolve. The panel called for more practical, apprenticeship-style training and for law schools to teach not just technology, but also how to think critically and ethically about AI’s role in practice. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
December 2025, Part 1, Top 5 Takeaways:* AI Tools Are Now Essential in Legal Practice. All panelists described how AI has become a daily part of their work—whether for document drafting, research, translation, or workflow automation. Tools like NotebookLM and custom GPTs are now integral to legal professionals’ routines.* Vibe Coding and No-Code Platforms Are Transforming Workflows. Several panelists highlighted the rise of “vibe coding” and no-code/low-code platforms, which allow legal professionals to build custom solutions and automate tasks without needing developers. This shift is streamlining collaboration and enabling more personalized, efficient workflows.* AI as a Reliable First Draft and Research Assistant. AI is now “boringly reliable” for tasks like generating first drafts, summarizing complex documents, and providing starting points for legal research. While not perfect for final outputs, AI excels at overcoming the blank page problem and accelerating content production.* The Importance of Human Oversight and Critical Thinking. Despite AI’s advances, panelists stressed the need for human review—especially to catch errors like incorrect citations or to ensure nuanced legal analysis. The best results come from “human-in-the-loop” or “human-on-the-loop” approaches, combining AI’s speed with expert’s judgment and intervention.* Continuous Experimentation and Adaptation Are Key. The legal AI landscape is evolving rapidly. Panelists encouraged ongoing experimentation with new tools, being open to change, and not being “monogamous” with any single AI platform. Staying curious and adaptable is crucial for leveraging AI’s full potential in legal work. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
November 2025, Part 2, Top 5 Takeaways:* Evolving Privacy and Recording Norms:The conversation highlighted the growing complexity around recording conversations, especially with varying state laws (one-party vs. two-party consent). There’s a need for new social norms and possibly legal standards for when and how recordings are made, stored, and deleted—especially as technology makes recording easier and more pervasive.* AI Tools Are Transforming Legal Practice:The panel discussed how AI tools like Perplexity, Paxton, and NotebookLM are streamlining legal workflows, from automating research and monitoring legal news to analyzing contracts and generating summaries. These tools are making legal work more efficient and accessible, even for those with learning differences like dyslexia.* Transparency and Commoditization in AI Models:There’s a trend toward greater transparency in how AI models operate, with companies like Google and DeepSeek openly sharing their prompting methods. The differences between major AI models (OpenAI, Gemini, etc.) are narrowing, leading to more comparable outputs and a “race to the bottom” in terms of trade secrets.* Multi-Model and “Judge” Approaches Yield Better Results:Rather than relying on a single AI model, the panelists recommend using multiple models and even “judge” models to compare and select the best outputs. This approach helps mitigate individual model biases and leverages the strengths of different systems for more reliable results.* Accessibility and New Features Enhance Legal Tech:New features—like audio overviews, customizable prompts, and integrated reporting—are making legal tech more accessible and powerful. Tools that convert documents to audio or provide study guides are especially valuable for users with different learning preferences, and ongoing updates are rapidly improving the user experience. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
November 2025, Part 1, Top 5 Takeaways:* Ground Truth Data is Essential for Legal AIRelying on large language models alone can lead to hallucinations and unreliable results. For legal analytics and predictions (like case outcomes or motion success rates), using curated, ground truth data—such as actual court records, judge rulings, and firm data—is critical for accuracy and actionable insights.* Data Privacy and Anonymization are Major ConcernsLaw firms and clients are highly concerned about confidentiality and privacy when using AI tools. There is ongoing debate about how to anonymize or de-identify client data so it can be used for analytics or AI training without breaching privacy or client consent.* AI Tool Selection and Plan Matter for Law FirmsNot all AI tools or subscription plans offer the same privacy protections. For example, only enterprise-level plans of tools like ChatGPT may provide adequate data privacy for law firms. Firms must carefully review both the product and the specific plan’s privacy policy before adoption.* Recording and Transcribing Legal Interactions Has Upsides and RisksTools that record and transcribe meetings or trainings (like AI note-takers) can be valuable for capturing knowledge and creating actionable records. However, they also raise legal and ethical issues around privilege, discoverability, and inadvertent recording of sensitive or inappropriate conversations.* The Future of Legal Practice May Require AI CompetenceAs deterministic, data-driven AI tools become more accurate and widely available, there is an open question about whether it could become malpractice for lawyers not to use them—especially when such tools can provide statistically significant insights that benefit clients. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
October 2025, Part 2, Top 5 Takeaways:* Diversify Your Tools and Vendors: Don’t rely on a single AI tool or vendor. The legal tech landscape is rapidly evolving, and tools may change, merge, or disappear. Build flexibility into your workflows and always have a backup plan.* Connect the Business and Substantive Sides of Law: The most valuable legal tech solutions will be those that integrate business operations (like client management) with substantive legal analysis. Tools that can bridge this gap—such as integrating case data with AI-powered legal research—offer a unique competitive advantage.* Ethics and Data Security Require Active Engagement: Lawyers must take personal responsibility for understanding the contracts, security certifications, and data governance policies of their AI providers. Trust should be based on clear terms of service and certifications, not assumptions.* Competence and Verification Are Essential: Many issues attributed to “AI ethics” are actually failures of basic legal competence—such as submitting hallucinated or incorrect case law. Lawyers must verify AI outputs, use the right tools for the job, and treat AI as an assistant, not an infallible authority.* Experiment, Learn, and Adapt: The panel encourages a scientific, experimental approach to AI adoption. Try new tools, document your results, and learn from both successes and failures. AI can dramatically improve efficiency, but only if used thoughtfully and with ongoing learning. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
October 2025, Part 1, Top 5 Takeaways:* AI as a Thought Partner, Not Just a Tool: The panelists emphasized using AI not just for research or drafting, but as a conversational partner—bouncing ideas off multiple AI tools, asking for pros/cons, and even role-playing as judges or adversaries to get more critical feedback.* Diversity and Redundancy in AI Tools: Relying on a single AI tool is risky, both for quality and vendor stability. The group recommends using a mix of paid and free tools, and being ready to switch if a vendor falters or a better tool emerges. Month-to-month subscriptions are preferred for flexibility.* Human-in-the-Loop Remains Essential: Even as AI capabilities improve, human oversight is crucial—especially for legal work. The panelists shared stories of AI-generated hallucinations and stressed the importance of verifying results, documenting successes and failures, and maintaining office policies for AI use.* AI’s Role in Improving Access to Justice: There’s significant potential for AI to help self-represented litigants and improve the customer experience in courts. Rather than replacing judges, AI can help organize, summarize, and clarify information, making the process less intimidating and more efficient for all parties.* Vendor Stability and Contingency Planning: With the rapid proliferation of legal AI startups, vendor shakeouts are inevitable. Lawyers should assess vendor stability, avoid long-term lock-ins, and always have a “Plan B” for critical workflows in case a tool disappears or changes unexpectedly. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
September 2025, Part 2, Top 5 Takeaways:* AI is Transforming Legal Practice and EducationThe panelists agree that AI is rapidly changing how lawyers work and how law students learn. Tools like ChatGPT can help lawyers become more competent quickly and allow students to engage with material in new, interactive ways.* Critical Thinking Remains EssentialWhile AI can generate ideas and synthesize information, the ability to curate, question, and extrapolate from AI outputs is a uniquely human skill. The panelists stress that legal professionals and students must not abdicate critical thinking to AI, but instead use it as a thought partner.* AI’s Role in Democratizing Access and EfficiencyAI is making legal services and education more accessible and efficient. Solo practitioners can now compete with larger firms, and students can access curated, open-source study materials. However, there are concerns about privilege and confidentiality when using AI for sensitive matters.* The Debate Over Artificial General Intelligence (AGI) and SuperintelligenceThe group discusses whether AGI has already arrived or is still on the horizon, noting that the definition keeps shifting as AI capabilities advance. They also highlight the potential for domain-specific superintelligent tools (e.g., legal, medical) to surpass human experts in specialized tasks.* The Future: Context Engineering and Human-AI CollaborationThe next frontier is “context engineering”—structuring information and prompts to get the best results from AI. The panelists predict that human-AI collaboration will continue to evolve, with AI handling ideation and humans focusing on curation, extrapolation, and authentic human experiences like reading and live discussion. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
September 2025, Part 1, Top 5 Takeaways:* AI Adoption in Legal Practice Is Diverse and Accelerating* All panelists are using AI in different ways, from business valuations and legal research to software prototyping and document review. Tools like ChatGPT, Claude, Gemini, and specialized legal AI platforms are being integrated into daily workflows, speeding up processes and improving outcomes.* Skepticism and Critique of AI Remain, Especially Among New Entrants* Law students and some seasoned professionals express concerns about AI’s accuracy, environmental impact, and potential to eliminate jobs. The panelists counter these by highlighting that humans are also prone to error, AI’s energy use is rapidly improving, and that adaptation is a constant in the profession.* Trust but Verify: AI as an Associate, Not a Replacement* The consensus is that AI should be used as a tool to augment, not replace, human judgment. Lawyers must still verify AI outputs, much like reviewing an associate’s work. New tools are making it easier to trace AI-generated content back to sources, supporting a “trust but verify” approach.* AI Is Reshaping Legal Education and Entry-Level Work* There is concern among students about the loss of entry-level jobs, but the panelists argue that AI is shifting the skillset required for new lawyers. The ability to manage, verify, and leverage AI tools is becoming as important as traditional legal skills, and there are new opportunities for solo and small firm practitioners.* The Legal System and Society Will Adapt—Efficiency and New Roles Will Emerge* Routine legal tasks and simple cases may be increasingly handled by AI, freeing up human lawyers and judges for more complex work. The panelists predict that, as with past technological shifts, new roles and opportunities will arise, and the legal profession will continue to evolve. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
August 2025, Part 2, Top 5 Takeaways:1. AI Will Transform Legal Practice, Not Eliminate ItAI is rapidly advancing and will soon be capable of performing many legal tasks at a highly competent level. However, this doesn't mean lawyers will become obsolete—like accountants adapting to Excel, lawyers must adapt their practices to integrate AI tools.2. The Value Proposition of Lawyers Will ShiftAs AI makes competent legal help more accessible and affordable, lawyers will need to focus on the unique value humans provide—such as in-person court appearances, trust, negotiation skills, and providing peace of mind to clients.3. Legal Services May Become “Too Cheap to Meter”With AI driving down the cost of legal services, the market may see a Jevons Paradox effect: as legal help becomes cheaper, demand for it could actually increase, but the nature of what clients pay for will shift toward trust and expertise in complex or sensitive matters.4. Alternative Dispute Resolution and AIA significant number of disputes are already being resolved outside traditional courts (e.g., eBay, Amazon, credit card companies). AI-driven dispute resolution systems are emerging, offering faster, cheaper, and more accessible options, but must be designed to ensure fairness and allow for human oversight or appeal.5. Adaptation and Experimentation Are EssentialLawyers and legal professionals are encouraged to experiment with new AI tools, stay informed about technological advances (like GPT-5), and not be afraid to iterate and learn. The profession will change, but those who adapt and focus on the human element will continue to thrive. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
August 2025, Part 1, Top 5 Takeaways:1. AI is Rapidly Transforming Legal Practice and Client ExpectationsLawyers are increasingly using AI for tasks like cross-checking bills, drafting documents, and legal research, leading to significant time savings and improved accuracy.Clients are becoming more tech-savvy, often using AI tools themselves, and are starting to question traditional billing models and the value lawyers provide.2. The Role of Lawyers is Shifting from Gatekeepers of Legal Information to Providers of Strategic AdviceWith AI able to deliver much of the legal information clients need, lawyers must focus on offering nuanced advice, judgment, and insights that AI cannot replicate—especially those based on experience and confidential knowledge.3. Practical AI Adoption Requires Hands-On ExperimentationPanelists emphasized the importance of directly engaging with AI tools—whether through purpose-built applications or by interacting with models—to understand their capabilities and limitations.Experimentation helps lawyers identify the best ways to integrate AI into their workflows and better advise clients.4. The Legal Industry Must Adapt Business Models to Remain CompetitiveTraditional billable hour and contingency fee models are under pressure as AI accelerates legal work and clients demand more transparent, value-based pricing.Subscription models and other innovative approaches are gaining traction, enabling lawyers to serve a broader market, including those previously unable to afford legal services.5. Regulatory and Ethical Challenges Are AcceleratingThe US AI Action Plan and similar initiatives signal a fast-moving regulatory environment, requiring lawyers to stay informed and proactive.Lawyers who embrace AI and understand its implications will be better positioned to advise clients, set ethical guardrails, and capitalize on new opportunities, while those who resist risk being left behind. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
July 2025, Part 2, Top 5 Takeaways:* NotebookLM Is a Powerful, Source-Based AI Research ToolNotebookLM allows users to upload their own documents and sources, then interact with them through a chat-based interface. It provides reliable, citation-backed answers based only on the materials provided, making it especially useful for legal professionals who need trustworthy, source-specific information.* AI Tools Enhance Productivity and Accessibility in Legal WorkLegal professionals use AI tools like NotebookLM, Gemini, and Gamma to summarize complex documents, identify trends in training materials, and synthesize large volumes of information. These tools help make legal work more efficient and accessible, including for those who prefer audio summaries or need to process information on the go.* Critical Thinking and Human Oversight Remain EssentialWhile AI can automate first drafts and surface key insights, the quality of output still depends on the user’s critical thinking and review. Lawyers must guide AI with clear prompts, review its work, and make final decisions, ensuring that the technology augments rather than replaces human expertise.* AI Can Help Bridge Access to Justice and Client UnderstandingThere is significant potential for AI tools to make legal processes more understandable and accessible for clients and the public. By placing tools like NotebookLM in courts, agencies, or public offices, people can get help with forms and procedures without always needing a lawyer, improving access to justice.* The Legal Industry Must Embrace and Guide AI AdoptionLawyers need to move beyond skepticism and understand how to leverage AI as a “second brain” or digital assistant. The profession should focus on training, responsible tool design, and sharing best practices to ensure both lawyers and clients benefit from these technologies. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
July 2025, Part 1, Top 5 Takeaways:* AI Adoption in Legal Practice Is Rapid and DiverseLegal professionals are integrating AI into their daily workflows for tasks ranging from document review and summarization to ideation and content creation. Tools like Perplexity, Gemini, and NotebookLM are being used for both legal and non-legal tasks, demonstrating the versatility and growing reliance on AI in the legal field.* AI Is Best Used for Ideation and Efficiency, Not Final Work ProductMultiple speakers emphasized that while AI is excellent for brainstorming, speeding up repetitive tasks, and providing step-by-step instructions, it should not be relied upon for producing final legal documents or work product without human review and quality control.* Community Learning and Iterative Education Are EssentialTraditional continuing legal education (CLE) models are insufficient for the fast pace of AI development. Events like teach-ins, live demos, and ongoing office hours are more effective for helping lawyers stay current and learn practical applications of AI.* Ethical and Security Considerations Remain CriticalLawyers must be cautious about client confidentiality and data security when using AI tools, especially free or consumer-grade versions. Using enterprise accounts and obtaining client consent are recommended best practices.* AI Tools Are Transforming Legal Operations and Client ServiceAI is not just for legal research or drafting; it’s being used to streamline internal processes, onboard staff, and improve client service. For example, NotebookLM is leveraged to create searchable knowledge bases for HR and training, making information more accessible and reducing interruptions to billable work. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
June 2025, Part 2, Top 5 Takeaways:1. Tool Utilization and Effectiveness: Different AI platforms excel in various areas, and understanding which AI tool to use for specific tasks is crucial. This was discussed by Ben Schorr, who highlighted that while Microsoft 365's CoPilot is best for data rooted in Microsoft’s ecosystem, tools like Gemini or ChatGPT often deliver better results for more generalized queries. 2. AI and Human Interaction: The way users interact with AI can influence its responses. There was a debate on whether being mean to AI, as suggested by Robert Langster, produces better results. Dennis Kennedy and others discussed that AI might reflect the tone of the user, potentially providing more professional responses when approached politely.3. AI Tools in Legal Practice: The wrong use of AI tools, especially in legal fields, leads to inefficiency. Mathew Kerbis emphasized avoiding using ChatGPT for tasks like legal research, where purpose-built tools are more appropriate. This aligns with Ben Schorr’s stance on using CoPilot for non-legal specific tasks.4. Conferences and Learning: Value from AI-related conferences can be elusive, often providing superficial information. Genuine value is found in practical, hands-on sessions or inside-the-industry implementations, as Greg Kochansky noted from his experience at the Equal Justice Conference.5. Future of Legal AI and Arbitration: Technological advancements in AI have significant implications for the future of dispute resolution in legal contexts. Greg Kochansky discussed AI's potential to streamline and cost-effectively resolve disputes, emphasizing the importance of developing efficient tools for both business and consumer arbitration processes. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
June 2025, Part 1, Top 5 Takeaways:1. Meta Prompting: The panel discussed the importance of meta prompting, or prompting about prompting, in creating effective AI interactions. Ben Schorr highlighted how Microsoft used prompts that crafted the best possible prompts for specific goals. Greg Kochansky mentioned using custom GPTs to craft and refine prompts, enhancing the efficiency and effectiveness of the AI's output.2. Iterative AI Output: Multiple participants emphasized that AI outputs should often be treated as part of an iterative process. Dennis Kennedy and Ben Schorr both mentioned using follow-up prompts to refine initial responses from AI. Greg Kochansky discussed using critic agents within agentic frameworks to ensure the quality of AI-generated outputs, indicating a design pattern that leads to improved results.3. Specialized Tools Over Generalists: Mathew Kerbis shared his preference for best-of-breed, specialized tools over generalist AI solutions. He pointed out that highly specialized tools often offer better performance and features for particular tasks, using perplexity for search functions as an example.4. Transparency in AI Generation: Greg Kochansky mentioned the importance of transparency when using AI to generate content. As an example, he described a newsletter on AI and alternative dispute resolution that openly disclosed that its summaries and categorizations were written by AI. This transparency helps maintain trust and clarity for users.5. Context-Dependent Prompting: Mathew Kerbis discussed the value of providing AI with rich contexts to generate better responses. He advised treating AI like a highly intelligent but entry-level assistant who needs detailed instructions to perform tasks effectively, which can lead to higher-quality outputs and more useful interactions. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
May 2025, Part 2, Top 5 Takeaways:1. AI Hallucinations and Accuracy: There were multiple discussions around how AI sometimes generates content that is not accurate or verifiable, commonly referred to as "hallucinations." Instances like Colombo's incorrect marital status and AI suggesting fictitious accomplishments for Ben Schorr were highlighted. This showcased the importance of validating AI-generated content.2. AI in Legal Education: Dennis Kennedy shared his experiences from his AI in law class, where students created AI personal learning assistants and conducted complex prompting projects. These hands-on exercises significantly improved students' skills and comfort with AI, prompting techniques, and understanding AI limitations.3. Ethics and AI Compliance: There was a discussion on the evolving ethics rules concerning AI usage in the legal industry. Denoted concerns about disparate rules across states and the associated high costs for small firms to ensure compliance with those regulations. Carolyn Elefant also pointed out the impracticality of some ethical guidelines.4. AI for Finding and Connecting with Clients: An interesting occurrence shared was how a potential client found Mathew Kerbis through ChatGPT, which had recommended him while drafting a non-standard agreement. This underscores the growing role of AI in client-attorney matchmaking and potential marketing strategies for legal practitioners.5. AI Tools and Future Exploration: The participants discussed the various AI tools they aim to explore or continue exploring, such as Belt AI for managing emails and to-do lists, Claude for creating complex AI projects, and NotebookLM and Wolfram AI for more sophisticated digital twin projects. This shows an ongoing commitment to leveraging AI in innovative ways within their practices and fields. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
May 2025, Part 1, Top 5 Takeaways:1. Panelists discussed practical applications of AI in legal practice, including its use in depositions and handling administrative tasks. - Example: Geo Bellas shared how AI tools helped him during depositions by providing real-time information.2. AI's utility and reliability were debated, particularly in legal research and technical documentation. - Example: Ben Schorr highlighted issues like AI producing outdated or incorrect technical steps and the necessity for users to verify information.3. A significant concern was AI hallucinations—instances where AI fabricates or misrepresents information, such as citing non-existent legal cases. - Example: Dennis Kennedy and Carolyn Elefant noted the prevalence and potential reasons why lawyers might encounter hallucinated information and emphasized the importance of verification.4. There was a discussion on the evolving use of voice interactions with AI tools, which might be more intuitive for a new generation of users. - Example: Mathew Kerbis described using interactive modes in AI tools for data extraction and summarized audio content.5. The importance of validating AI-generated information was underscored, especially for legal professionals. - Example: Geo Bellas and Carolyn Elefant mentioned using tools like Westlaw to verify citations and how failing to do so could result in essential errors. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.legalailive.com
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