Risky Business
Dave Berner
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Risky Business is a podcast for professionals working in high-stakes industries such as law, healthcare, and fintech. Host Dave Berner, co-founder of the legal AI platform Parachute, has long-form conversations with founders, entrepreneurs, and operators. They explore what it's like to build ventures where the margin for error is slim and regulation is tight, yet the payoff can be substantial when done well. Each episode delves into the challenges and rewards of operating in these demanding fields.
Epizódy
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AI makes bad lawyers worse 02.09.2026 1h 3minDaniel Lord-Doyle co-founded Mary Technology after watching his co-founder Rohan struggle through his first weeks as a lawyer, buried under documents with no time to actually help the client in front of him. Mary started as a glorified recorder for client meetings. It's now a fact-extraction engine that litigation teams use to work through hundreds of thousands of pages without missing the one line that matters.We get into the "negative space problem" (how do you know what the AI missed), why adversarial review has to happen at every stage rather than just at the end, and a genuinely alarming Wharton study on cognitive surrender, people trusting a wrong AI answer 80% of the time, even when they're being paid to get it right. Daniel also makes the case for why he thinks the legal industry ends up with more lawyers, not fewer, once AI properly lands. Oh, and there's a solid ten minutes on Birmingham secretly being Mordor.We dive into:* Why lawyers are about to become more valuable* How to prove AI reviewed everything and didn't ignore all the hard bits* Adversarial review throughout the matter lifecycle* People trusting AI's wrong answers even when $$$ is on the line* Why general-purpose AI is roughly 100x more expensive and 100x lower quality than point solutions* Why AI means we'll need more lawyers in five yearsChapters:0:00 Cold open: fewer lawyers, cognitive surrender0:51 Welcome and growing up in Birmingham3:21 The cello years and Tolkien's Birmingham7:15 Durham hustles and first sales jobs12:17 The PowerPoint that moved them to Australia16:26 How Mary was born: Rohan's aunty and fact chaos18:29 From transcription button to fact extraction engine25:54 The negative space problem29:38 Adversarial review and self-healing AI34:20 Why niche AI beats general AI for legal work41:02 Where legal practice goes in five years46:28 Will AI mean fewer lawyers? Diverging views50:07 Bad AI legal advice, real cases, and shadow AI in firms55:16 AI and the next generation of lawyers58:11 The Wharton cognitive surrender study1:01:08 What's next for Mary: Austin HQ and brand growthFollow DaveLinkedIn: https://www.linkedin.com/in/daveberner/X: https://x.com/dave_or_deadYouTube: https://www.youtube.com/@dave_or_deadWebsite: https://daveberner.meFollow DanLinkedIn: https://www.linkedin.com/in/mary-technology-dan/Mary: https://www.marytechnology.comParachuteWebsite: https://goparachute.ai
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