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What happens when a legal NLP researcher — who also happens to be a jazz bassist — steps into a conversation about law, AI, and creativity? In this episode of Mondai Baigel, Ivan Habernal joins Michał Jackowski to talk about legal argument mining, privacy-preserving AI, and whether generative models are really as powerful as we think — especially in the courtroom. Bonus: we explore what jazz improvisation teaches us about human agency, and why real-time risk-taking matters — in both law and music. Takeaways Legal NLP isn’t about replacing lawyers — it’s about helping us ask better empirical questions. Privacy in AI isn’t solved — even anonymized court data can leak more than we think. GenAI models underperform on specialized legal tasks — older, smaller models sometimes do better. Improvisation in jazz = agency in judgment — what makes something meaningful isn’t just structure, but timing, intention, and risk. We still need legal scholarship to guide how we build and evaluate AI tools in justice systems. Chapters: 00:00 Introduction to AI, Law, and Music 01:16 Ivan's Journey into Legal NLP 02:59 Interconnection of Legal NLP and Privacy 09:40 Empirical Research on ECHR Judgments 13:34 Comparative Analysis of Czech Supreme Court Decisions 16:57 The Role of NLP in the Age of GenAI 23:39 AI's Impact on Music Creation 30:44 The Future of AI in Law and Music