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🎙️ 𝗘𝘅𝗽𝗮𝗻𝗱𝗶𝗻𝗴 𝗶𝗻𝘁𝗼 𝘁𝗵𝗲 𝗨𝗦 𝗹𝗲𝗴𝗮𝗹 𝘁𝗲𝗰𝗵 𝗺𝗮𝗿𝗸𝗲𝘁? 𝗜𝘁’𝘀 𝗻𝗼𝘁 𝗮 𝗹𝗶𝗳𝘁-𝗮𝗻𝗱-𝘀𝗵𝗶𝗳𝘁. We’re excited to welcome Tim Kenney as a new host on People in Legal — bringing over 30 years of experience across legal tech, partnerships, and global go-to-market strategy. In this episode, Tim shares what most companies get wrong when entering new markets: 💡 𝗞𝗲𝘆 𝘁𝗮𝗸𝗲𝗮𝘄𝗮𝘆𝘀: ↳ What works in the UK or Australia won’t simply translate to the US ↳ One deal doesn’t mean market traction ↳ Partnerships and OEM can unlock growth — if done right ↳ Messaging and market segmentation are everything #LegalTech #GoToMarket #USMarketEntry #SaaSSales #LegalInnovation #Partnerships #BusinessGrowth #MarketStrategy #PeopleInLegal

𝗪𝗵𝗲𝗻 𝘄𝗮𝘀 𝘁𝗵𝗲 𝗹𝗮𝘀𝘁 𝘁𝗶𝗺𝗲 𝘆𝗼𝘂 𝘀𝘁𝗼𝗽𝗽𝗲𝗱 𝘁𝗼 𝗮𝘀𝗸 𝘄𝗵𝘆 𝘆𝗼𝘂 𝗱𝗼 𝘁𝗵𝗲 𝘄𝗼𝗿𝗸 𝘆𝗼𝘂 𝗱𝗼? At the Centre for Legal Innovation 𝗦𝘂𝗺𝗺𝗶𝘁, David Woolstencroft sat down with 𝗗𝗿. Dinesh Palipana for one of the most meaningful conversations we've had on People in Legal. Dinesh was born in Sri Lanka during the civil war and moved to Australia at ten. He studied law first, and during a difficult period in law school, a doctor inspired him to go into medicine. Partway through medical school, a car accident left him paralysed from the chest down. After eight months in hospital, he went back and finished. Today he works as an emergency doctor. A few things that stayed with us: ⚖️ Law and medicine are both deeply human professions. People bring us the problems that keep them up at night. But while healthcare has a public system, access to justice is far harder if you're financially marginalised. That's why he says pro bono work matters so much. 🤝 Technology should free up our time to restore human connection, not replace it. He points to studies where patients found an AI chatbot more empathetic than their doctor, and sees that as a wake-up call for both professions. 🧭 Purpose is everything. "𝗔 𝗽𝗲𝗿𝘀𝗼𝗻 𝘄𝗵𝗼 𝗵𝗮𝘀 𝗮 𝘄𝗵𝘆 𝘁𝗼 𝗹𝗶𝘃𝗲 𝗰𝗮𝗻 𝗯𝗲𝗮𝗿 𝗮𝗹𝗺𝗼𝘀𝘁 𝗮𝗻𝘆 𝗵𝗼𝘄." And if your work isn't your why, maybe that's a sign to move on. He closed with a line from a haiku that left David close to tears: "𝗠𝘆 𝗯𝗮𝗿𝗻 𝗵𝗮𝘃𝗶𝗻𝗴 𝗯𝘂𝗿𝗻𝗲𝗱 𝗱𝗼𝘄𝗻, 𝗜 𝗰𝗮𝗻 𝗻𝗼𝘄 𝘀𝗲𝗲 𝘁𝗵𝗲 𝗺𝗼𝗼𝗻." Thank you, Dinesh, for your honesty and perspective. 👉 Subscribe to peopleinlegal.com for more stories! #PeopleInLegal #CLISummit #LegalProfession #AccessToJustice #Purpose

"𝗬𝗼𝘂 𝗰𝗮𝗻'𝘁 𝗯𝗲 𝘄𝗵𝗮𝘁 𝘆𝗼𝘂 𝗰𝗮𝗻'𝘁 𝘀𝗲𝗲." On the latest episode of People in Legal, David Woolstencroft sat down with Danielle Captain-Webb, a Wiradjuri and Gomeroi woman. She is Solicitor Advocate leading Legal Aid NSW's statewide Coronial Inquest Unit, First Nations Practitioner-in-Residence at The University of Sydney Law School, and the first Aboriginal person elected to the Council of The Law Society of NSW. Danielle grew up in a farming family where no one had been to university. She had her heart set on joining the police. Then her dad picked up a law application at an Indigenous Careers Expo and kept at her until she applied. She came in through a pre-law bridging program, and the rest is history. It wasn't easy, though. After law school, the cost of PLT and admission was out of reach for a young working mum. Without support from the Mum Shirl Fund, she wouldn't have been admitted. That experience drove her to help bring the Indigenous Solicitors Foundation to life. It was first dreamed up more than a decade ago and launched during NAIDOC Week in July, with Danielle as one of its Directors. The Foundation helps First Nations law students and lawyers overcome the financial and cultural barriers to entering and staying in the profession. Why it matters: after a decade of decline, Indigenous solicitors now make up less than 1% of NSW lawyers. Right now there isn't a single practising female First Nations barrister in the state. Without a pipeline, there's no path to the bench. If you're a law firm or a supplier to the legal industry, the Foundation is looking for partners and donors. It's a way to make a real difference without building a program of your own. Links are in the comments. 👇 #PeopleInLegal #FirstNations #DiversityInLaw #AccessToJustice #LegalProfession

𝗪𝗵𝗮𝘁 𝗶𝗳 𝘆𝗼𝘂 𝗰𝗼𝘂𝗹𝗱 𝗳𝗼𝗿𝗺𝗮𝘁 𝗮 𝗹𝗲𝗴𝗮𝗹 𝗱𝗼𝗰𝘂𝗺𝗲𝗻𝘁 𝗷𝘂𝘀𝘁 𝗯𝘆 𝗮𝘀𝗸𝗶𝗻𝗴? At #ILTACON2026, David Woolstencroft sat down with Chris Cangero, co-founder of DocStyle, who has spent 25 years in legal tech. He grew up with Wang terminals in the family garage, and he and co-founder Adrian Bailey have now bootstrapped the business for almost 17 years. Their latest launch is DocStyle AI. It connects their mature document tools to the LLM of your choice through an MCP server. The interesting part is how they got there. Their first attempt was to build AI into the product. Three months in, they scrapped it and started over. Now the LLM handles the conversation, and DocStyle's deterministic tools do the precise work. The result: you can say "style this in our house template and add a table of contents using level one headings only" and it gets done. You don't need to know which button to press. In their internal benchmarks, it's 99.3% more token efficient than using an LLM on its own, and a full paper is coming soon. Chris's message to firms was clear: don't replace your word processing teams. Free them up for the documents only they can fix, and let lawyers handle the other 80% themselves, even at midnight. #LegalTech #ILTACON #PeopleInLegal #LegalAI #DocumentAutomation

𝗖𝗮𝗻 𝗔𝗜 𝗿𝗲𝗮𝗹𝗹𝘆 𝗵𝗲𝗹𝗽 𝗮 𝗹𝗮𝘄𝘆𝗲𝗿 𝗴𝗿𝗼𝘄 𝘁𝗵𝗲𝗶𝗿 𝗽𝗿𝗮𝗰𝘁𝗶𝗰𝗲 𝗯𝘆 𝟲𝟬–𝟳𝟬%? Maurice Tunney, Director of Technology and Innovation at Keystone Law shared a fascinating real-world example with David Woolstencroft. AI taking on some of the drafting, analysis and chronology work, while the lawyer remains firmly in control. And that’s only one part of their conversation. They also get into the platform law firm model, AI adoption, technology choices and whether the billable hour can survive what’s coming next. 🎧 Full conversation on 𝗽𝗲𝗼𝗽𝗹𝗲𝗶𝗻𝗹𝗲𝗴𝗮𝗹.𝗰𝗼𝗺. #PeopleInLegal #LegalTech #LegalAI #FutureOfLaw #LegalInnovation

"𝗧𝗵𝗲𝗿𝗲 𝗵𝗮𝗱 𝘁𝗼 𝗯𝗲 𝗮 𝗯𝗲𝘁𝘁𝗲𝗿 𝘄𝗮𝘆 𝘁𝗵𝗮𝗻 𝗣𝗼𝘄𝗲𝗿𝗣𝗼𝗶𝗻𝘁." At #ILTACON2026, Tim Kenney sat down with Tim Follett and Neal Chatrath of StructureFlow, and that line is where it all started. Tim was a corporate lawyer doing private equity fund structuring, building structure charts by hand. So he built a data-driven, AI-enabled platform that turns complex relational information (entities, documents, assets, people) into structure charts, flow charts and timelines automatically. Neal brings something unusual to a legal tech conference: a career in fintech, across hedge funds and the service providers behind PE funds and investment banks. He's now StructureFlow's first senior hire in North America, based in New York, where most of their revenue already comes from. His job: go deeper with law firms, and build the bridge to their clients. One month in, those clients are already asking their lawyers, "How are you doing this?" The biggest takeaway? The AI conversation is shifting. It's less about the models and more about the context we give them. "Ontology" was the word of the week, and structured, mapped data is something both a human and a machine can navigate. Next up for StructureFlow: a graph-based data layer you can point at your document repositories and systems of record. Diagramming is where it started. It's not where it ends. Thanks Tim and Neal for joining us on People in Legal, and congratulations on the North America expansion!! #LegalTech #ILTACON2026 #PeopleInLegal #StructureFlow #LegalAI