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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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What does it take to go from fighting Nintendo in court to leading one of Australia’s largest online legal teams at Lawpath, the country’s leading online legal platform for small businesses and startups, and then launching your own AI-powered boutique law firm?
In this episode of The Ryan Tan Show, I sit down with Damin Murdock - founder of Leo Lawyers and former Chief Legal Officer at Lawpath - to unpack how one lawyer went from courtroom battles to building a modern legal practice that’s changing how law gets done.
Over nearly two decades, Damin has advised on over $100 million in capital raises, represented clients in high-stakes intellectual property disputes (including against global giant Nintendo), and helped thousands of startups and SMEs access affordable legal services through Lawpath’s fixed-fee and subscription models.
Now, he’s applying that experience to Leo Lawyers, a new breed of firm that blends courtroom craftsmanship with automation, AI, and deep commercial expertise - spanning corporate law, litigation, and construction.
From early lessons in perfection and advocacy, to his time scaling Lawpath’s legal arm and experimenting with AI avatars, automation, and research tools like Habeas, Damin reveals how technology and law are converging - and what that means for founders, lawyers, and anyone building in a fast-changing world.
This conversation is part war story, part masterclass - and a must-listen for anyone curious about the intersection of law, innovation, and the human touch.
💡 What You’ll Learn From This Interview
- How Damin took on Nintendo in a landmark IP dispute - and what it taught him about innovation, risk, and resilience.
- The journey from founding Murdock Cheng Legal Practice to leading the legal operations of Lawpath, and the lessons from advising over 2,000 startups.
- The truth about AI in law - what’s actually useful, what’s hype, and how new tools are reshaping legal research and drafting.
- Insights from advising on $100M+ capital raises and helping founders avoid the most common fundraising mistakes.
- Why Damin believes lawyers should “stay in their lane” - and how deep focus and efficiency create better outcomes for clients.
- What the next decade of law looks like: automation, pricing disruption, human connection, and the death of the billable hour.
🔗 Connect with Damin:
Website: leolawyers.com.au
Instagram: https://www.instagram.com/leolawyers
Facebook: https://www.facebook.com/people/Leo-Lawyers
LinkedIn: https://www.linkedin.com/company/leo-lawyers
YouTube: https://www.youtube.com/@Leo.Lawyers
14 episodes
