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Explore critical concepts in AI, software safety, and security risk through this BSidesLV conference talk. Delve into the development of a shared language between the security community and policymakers, guided by Professor Andrea M. Matwyshyn. Examine key definitions and engage in "Difficult Conversations" to address challenging policy and legal questions that have hindered security improvements. Investigate the meaning of software safety, resilience, and the identification of safety-critical systems. Consider evolving approaches to digital system failures that cause real-world harm and discuss strategies for creating more robust accountability structures.