Law://WhatsNext

Tom Rice and Alex Herrity

How are leading practitioners leveraging emerging technologies and ways of working to pursue their passion and objectives, and as a by product what are the implications for the future of legal practice? Let’s explore this together. What to expect: - Focused conversations with leading practitioners; technologists and educators - Deep dives into the intersection of law, technology, and organisational behaviour - Practical analysis and visualisation of how AI is augmenting our potential - Insights from adjacent industries that might inform our own

  1. AI Governance: Ethics, Agents & the Human Question with Catie Sheret, Oliver Patel & Peter Lee

    3D AGO

    AI Governance: Ethics, Agents & the Human Question with Catie Sheret, Oliver Patel & Peter Lee

    🎙️Alex and Tom step aside for this one — handing the mic to their friend Catie Sheret (General Counsel at Cambridge University Press & Assessment), who hosts a rich three-way conversation with Oliver Patel (Head of Enterprise AI Governance at AstraZeneca) and Peter Lee (Partner at Simmons & Simmons). Three very different vantage points — converging on the same question: how do you actually make AI governance work in practice? What begins with a definitional exercise (what is AI governance, anyway?) quickly evolves. Oliver draws a sharp line between AI ethics, responsible AI, AI governance and AI safety as related but distinct disciplines — and makes a passionate case that governance is fundamentally change management, not compliance theatre. Peter describes the "golden thread" he sees in the best organisations: corporate philosophy flowing from the boardroom right down into the tools people use every day. Catie grounds everything in context — arguing that your principles only stick when they're anchored to what your organisation actually does: content IP at Cambridge, medical ethics at AstraZeneca etc. The conversation builds through the practical mechanics — use case assessment, vendor oversight, committee structures, crisis preparation — before arriving at the question everyone's wrestling with: agentic AI. Peter frames it as a mindset shift from "can we trust the output?" to "what actions can this system initiate?" Oliver goes further: the fundamental logic of agentic AI, he argues, is to take the human out of the loop — and organisations need to confront that honestly rather than pretending otherwise. There's a wonderful thread on human flourishing running throughout — Peter's insistence that philosophers have never been more important, Oliver's pride in AstraZeneca's "Thriving in the Age of AI" literacy programme, and a closing round of book recommendations that ranges from Richard Susskind's How to Think About AI to Jenny O'Dell's How to Do Nothing (Oliver's brilliantly contrarian pick about the importance of stepping away from screens entirely) to Governing the Machine by Ray Eitel-Porter, Paul Dongha, Miriam Vogel. It's a masterclass in how to think about governance as something that enables rather than constrains — hosted with warmth and real expertise by Catie. If you enjoyed this episode, please do share it with another friend, team or community who might also enjoy it! Please do let us know what resonated (by comment) and rate the show (if you haven't already)! We appreciate your time, attention and support! For more conversations at the intersection of law and technology, head to https://lawwhatsnext.substack.com/ for: (i) insights from leading practitioners, technologists, and educators; (ii) deep dives into the intersection of law, technology, and organisational behaviour; and (iii) practical analysis and visualisation of how AI is augmenting our potential.

    46 min
  2. When will Legal vibe like code with Chris Bridges & Matt Pollins

    FEB 11

    When will Legal vibe like code with Chris Bridges & Matt Pollins

    The vibe coding conversation in legal has gone full culture war: one side says they've built a billion-dollar startup in 10 minutes, the other says don't bother. The truth — as usual — is far more interesting than either extreme. 🎙️This week we sit down with Chris Bridges (Co-Founder & COO, Tacit Legal) and Matt Pollins (Co-Founder & CPO, Lupl) — two legal technologists who live in the same small town in West Sussex and who've channelled that proximity into building vibecode.law, an open-source platform where the legal community can share, discover and upvote vibe-coded legal tech projects. The platform launched just over a week before we recorded and already had 18 projects — from a SaaS inflation calculator for contract lawyers to a Harvey for Mongolian law to a tool that unlocks track changes when a passive-aggressive opposing lawyer has locked them down. During our chat, we explore: Why vibe coding's real value is compressing the feedback loop between idea and prototype — not replacing developers The structural gap: how 25 years of developer tooling (linting, testing, documentation, standards) gives engineering focussed AI tools a head start that legal tech can't shortcut Why the adversarial nature of law makes standardisation fundamentally harder than in software vibecode.law: what it is, the projects landing on it, and the product thinking behind building a two-sided community Responsible vibe coding and why we're probably 6–12 months from a data exposure incident The T-shaped lawyer: curiosity as the defining skill for the next generationConnect with our guests: Chris Bridges — tacit.legal | author of When will legal vibe like code Matt Pollins — agents.law | lupl.com Check out vibecode.law to explore or submit your own projects. --- If you enjoyed this episode, please like, subscribe, comment, and share! For more conversations at the intersection of law and technology, head to https://lawwhatsnext.substack.com/

    41 min
  3. Vibe Lawyering with Artur Serov

    JAN 28

    Vibe Lawyering with Artur Serov

    🎙️ This week we sit down with Artur Serov — a Senior Commercial Counsel working in-house across corporate, commercial, and AI compliance — who has been quietly vibe coding legal tech solutions that rival features in commercial platforms.  This is a practical, how-I-did-it episode. Artur walks us through his journey from first principles — the failed early experiments, the tools that unlocked progress, and the specific steps any curious lawyer could follow to start building.  Artur shares his screen during our conversation to demo a Word add-in with features he couldn't find in commercial legal tech (party-aware context, risk appetite dials, AI-powered negotiation prep), and previews a more ambitious workspace prototype where AI retains memory across an entire transaction lifecycle.  Since publishing this prototype has evolved, and you can read more about that here.  Artur is candid about what's now possible: with Claude Opus 4.5 and Gemini 3, self-built solutions can get remarkably close to enterprise-grade. But he's equally honest about the remaining hurdles — deployment, maintenance, security — and his belief that a growing community of "vibe lawyers" will help solve them together. --- What you might take from this conversation: The First Principles Path to Technical Fluency — How Artur went from zero coding experience to working prototypes, using Claude as a teacher and Google Antigravity as his development environmentWhat's Missing from Commercial Legal Tech — Why context is the killer feature, and how Artur built deal-aware AI that knows who you represent, what you're negotiating, and what risks you're willing to takeThe Workspace Vision — A prototype where AI memory persists across NDAs, partnership agreements, and every document in a transaction — with your playbooks and policies embedded as reference materialsWhy Building Makes You Better at Everything Else — From vendor negotiations to IT collaboration, how technical fluency transforms your effectiveness as in-house counselHow to Get Started — Artur's practical advice: a Claude subscription, Google Antigravity, and the willingness to ask "how do I do this?"--- Connect with Artur: LinkedIn | Github --- If you found this episode interesting, please tell us and do share it with a friend, colleague or community who might take something from it! For more, head to⁠ lawwhatsnext.substack.com⁠ for: (i) Focused conversations with leading practitioners, technologists, and educators; (ii) Deep dives into the intersection of law, technology, and organisational behaviour; and (iii) Practical analysis of how AI is augmenting our potential.

    32 min
  4. Evals & Benchmarking Legal AI with Anna Guo

    JAN 21

    Evals & Benchmarking Legal AI with Anna Guo

    We sit down with Anna Guo — a Singapore-based lawyer, startup advisor, and founder of LegalBenchmarks.ai — who has quietly built one of the most rigorous practitioner-driven evaluation frameworks for legal AI tools in the industry. Her community now spans close to 900 legal and AI professionals. Her research has produced findings that challenge industry assumptions: that legal-specific AI tools don't always outperform general-purpose models, that accuracy isn't actually the top driver of lawyer adoption, and that in some drafting tasks, AI is already matching or exceeding human reliability. This is a watch-don't-only-listen episode. Anna shares her screen throughout — running us through a live, double-blind benchmarking exercise where we rank outputs from legal AI, general-purpose AI, and human lawyers without knowing which is which. She also demonstrates how prompt injection attacks can bypass AI guardrails using techniques as simple as low-resource languages (Vietnamese or ASCII code?), surfacing security risks that become particularly acute as we move closer toward widespread agentic AI adoption. What You'll Learn: The Three Dimensions of Tool Evaluation — Why measuring accuracy alone misses the point, and how Anna assesses output reliability, output usefulness, and platform workflow support as distinct layers What Actually Drives Adoption — Survey data revealing that lawyers prioritise context management and verification over raw accuracy when choosing AI tools Where Humans Still Win — High-judgment, context-sparse tasks requiring commercial reasoning remain firmly in human territory; routine, context-complete work is where AI excels Prompt Injection in Practice — Live demonstrations of how attackers can trick AI models into revealing harmful information using low-resource languages and clever framing --- Connect with Anna: LinkedIn | LegalBenchmarks.ai --- If you found this episode interesting, please tell us and do share it with a friend, colleague or community who might take something from it! For more, head to lawwhatsnext.substack.com for: (i) Focused conversations with leading practitioners, technologists, and educators; (ii) Deep dives into the intersection of law, technology, and organisational behaviour; and (iii) Practical analysis of how AI is augmenting our potential.

    1 hr
  5. Vibe Coding a Doc Review Assistant with Anson Lai

    JAN 7

    Vibe Coding a Doc Review Assistant with Anson Lai

    Season 2 is here. In our opener, we sit down with Anson Lai — commercial counsel by day, relentless tinkerer by night — who walks us through how he built and published a document review tool as a Microsoft Word add-in that rivals offerings from legal AI startups raising hundreds of millions. The kicker? He did it in weeks. And he's giving it away. This isn't theoretical. Anson shares his screen, shows us the tool live, and opens the hood on what makes it work. No mystique. No black box. Just a lawyer who got tired of copy-pasting contracts into ChatGPT tabs and decided to do something about it. What You'll Learn: "Vibe Coding" — How conversing with AI tools (not just instructing them) shaped better technical decisions"Bring Your Own Key" Architecture — Why your documents going straight to Google's API (with no middleman) actually mattersWhere the Real Moat Lives — If building software now takes hours not months, differentiation lies in the refinements — the nested lists, tables, and edge cases where most AI tools quietly fall apartConnect with Anson: LinkedIn | GitHub (Open Source Project) If you found this episode interesting, please like, subscribe, comment, and share! For more, head to lawwhatsnext.substack.com for: Focused conversations with leading practitioners, technologists, and educatorsDeep dives into the intersection of law, technology, and organisational behaviourPractical analysis of how AI is augmenting our potential

    30 min
  6. Our First Year in Review 2025

    12/30/2025

    Our First Year in Review 2025

    Welcome to Law://WhatsNext - the show where we catch up with leading practitioners (lawyers; technologists; educators and more) who are leveraging emerging technologies to pursue their passion and objectives, and as a by product we get nerdy trying to understand the implications for the future of legal practice (and more broadly, knowledge work). To keep up with the pace of change and developments subscribe to this channel or to our newsletter at: https://lawwhatsnext.substack.com/ ---- In this episode, we've distilled a year of extraordinary dialogue into one 20-minute highlights reel. We've spent 2025 in conversation with legal industry pioneers — the general counsels, technologists, and educators redefining how law is practised, learned, and delivered. These are some of our standout moments from a series of compelling global conversations. What made the reel (this could honestly be a multi-part series): Part 1: Hype vs. Reality — Is AI progress real? Kevin Cohn (the soon to be CEO of Brightflag) provokes that the trough of disillusionment is coming but that shouldn't blight the reality that the value in the skills and expertise we used to highly prize are dramatically eroding Part 2: Agency, authenticity & trust Dana Rao (the former GC & Chief Trust Officer at Adobe) demonstrates that we can be the agents (rather than mere subjects) of positive change, and we loved learning more about the work he and his team at Adobe invested to build the Content Authenticity Initiative (to counter the ever increasing proliferation of deepfakes)Part 3: Leading in disruptive times Jessica Block (EVP at Factor) used a recent read (Notes on Complexity by Neil Theise) as the lens through which she explained the importance of cultivating the right environment (over systems) for the emergent properties of transformational change to "bubble" up. Part 4: Evaluating what's actually working Sigge Labor (President at Legora) explained for us the work that Legora performs to understand frontier model performance and how they react to new developments and assess leaps in capabilities. We anticipate that in 2026 more and more legal teams and firms will invest in their evaluation capabilities, and this conversation (that accompanied the release of GPT5 in the summer) is one to check out if you haven't already. Part 5: The skills we might lose Dan Hunter (Executive Dean, The Dickson Poon School of Law, King's College London) talked of the "terrifying bind" we encounter as we offload more and more cognitive work to compute - the work may get easier and more efficient but our cognitive development doesn't replicate (in terms of resilience) the old training training pathway. He has immediate concerns in the classroom and anticipates a coming gap in law firm talent pipelines.These are just glimpses. Check out our Spotify, Apple Podcasts, or Substack pages for the full conversations. Thank you for listening, supporting, and championing the show. We wish you a happy new year — Series 2 is coming soon 👀

    19 min
  7. Legal Tech Trends with Peter Duffy (Q4 2025)

    12/10/2025

    Legal Tech Trends with Peter Duffy (Q4 2025)

    We're joined by Peter Duffy for our quarterly ritual of dissecting the big headlines of Peter's popular Legal Tech Trends newsletter and ruminating on their potential implications for legal service delivery.  Peter returns wide eyed and optimistic fresh off some time in the US, where he enjoyed attending TLTF in Austin. What gets covered: The eternal "legal-specific vs. frontier model" debate — With Gemini 3 dropping and capabilities proliferating into vertical spaces, Peter weighs in on whether specialised legal AI still has an edge.PE is coming for BigLaw — McDermott exploring MSO structures to let private equity in; 20% of UK firms eyeing PE money; we explore the uncomfortable questions: (i) does outside capital corrupt lawyer independence? (ii) does PE change the fabric of the firm and its operation?  The vibes have shifted — Wild stat emanating from the PWC Law Firm Survey - Top-100 law firms expecting AI to boost revenue dropped from 69% (2023) to 31% (2025). Meanwhile, in-house teams are having their main character moment with a 24-point jump in AI optimism. Is this gap telling? Product chaos continues — Norm AI spinning up an actual law firm (!), Crosby raising $20M for Slack-native contract review, Legora's client portal coming Q1 2026, and Linklaters designating 20 "AI lawyers" to build workflows.Listen if: You’re worried your LinkedIn feed isn’t giving you enough legal technology news 😂  OR maybe you’re curious to experiment to see what else is going on out there (beyond this platform)? Rate, subscribe, comment, and share if you enjoyed this chat with Peter! For more conversations at the intersection of law and technology, head to⁠ https://lawwhatsnext.substack.com/⁠ for: (i) discussions with leading practitioners, technologists, and educators; (ii) Deep dives into the intersection of law, technology, and organisational behaviour; and (iii) Practical analysis and visualisation of how AI is augmenting our potential.

    35 min
  8. Lawyer x AI Builder Jamie Tso

    12/03/2025

    Lawyer x AI Builder Jamie Tso

    Hot off the heels of breaking legal LinkedIn last week, we caught up with Jamie Tso - a Hong Kong-based lawyer who's been building-in-public and sparking conversations across the legal community with his viral AI creations. This is a watch (don't only listen) episode. Jamie screen-shares his way through Google AI Studio, live-coding lightweight versions of legal tech tools we all know. Jamie walks through his "SpellPage" contract editor (inspired by a novel-writing app, naturally), demonstrates real-time AI-powered redlining, and casually drops the concept of an open-source "legal AI operating system" built from first-principles that could democratise access to common technology workflows we are building to support common practices across legal. His philosophy? The barrier to entry is now so low that sophisticated AI tools "should be free, more or less." Key moments: Live demo of AI-powered contract editing with natural language instructionsWhy Google AI Studio is the ultimate one-stop shop (native API keys, version control, GitHub integration, no coding required)The shift from chatting with AI → AI using tools → AI spinning up mini-apps on the goJamie's vision for consolidating legal workflows into reusable, customisable modulesMust-read context: Check out Jamie's viral posts that sparked this conversation: The contract editor build"Gemini 3 is basically AGI at this point"This is what building in the age of AI looks like - experimental, exhilarating, unnerving and transformative.  If you enjoyed this episode with Jamie, please like, subscribe, comment, and share! For more conversations at the intersection of law and technology, head to https://lawwhatsnext.substack.com/ for: (i) Focused conversations with leading practitioners, technologists, and educators; (ii) Deep dives into the intersection of law, technology, and organisational behaviour; and (iii) Practical analysis and visualisation of how AI is augmenting our potential.

    20 min

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How are leading practitioners leveraging emerging technologies and ways of working to pursue their passion and objectives, and as a by product what are the implications for the future of legal practice? Let’s explore this together. What to expect: - Focused conversations with leading practitioners; technologists and educators - Deep dives into the intersection of law, technology, and organisational behaviour - Practical analysis and visualisation of how AI is augmenting our potential - Insights from adjacent industries that might inform our own

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