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Explore real-world cybersecurity challenges through this 20-minute conference talk that reframes security as a human-driven, cross-functional discipline requiring collaboration beyond traditional security teams. Discover how security goals like reliability and accountability are shared across disciplines including SRE, Trust, and Legal teams. Examine contemporary threats from hacker pipelines like Scattered Spider, navigate the complexities of cryptography and key management, and understand the dark realities of ransomware and state-sponsored actors. Learn why effective security extends far beyond bug fixes to encompass understanding human motivations, building organizational alliances with partners and stakeholders, and designing systems that make secure practices the natural choice. Gain insights into how security is deeply entangled with people, systems, and incentives, presented by Lea Kissner from LinkedIn at USENIX Security '25 Enigma Track.