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Gary Hunter, Head of Security Operations at Trustpilot, shares his journey from wedding DJ to security leader, building a ten-person team from scratch at a company whose logo represents trust worldwide. His team treats AI agents like interns with appropriate guardrails, uses competitive prompt testing to find the best approaches, and leverages multimodal AI for brand protection. Gary explains why pointing AI at your entire documentation corpus creates confusion, how constraints breed creativity in security operations, and his philosophy of building weatherproof team members who can adapt to any technology shift. Chapters: 0:00 Introduction 0:35 Security at a trust platform 1:21 Career journey to security leadership 3:01 Building security operations from scratch 5:22 AI in alert triage and workflows 9:22 Onboarding teams to AI adoption 11:45 Cultural aspects of AI implementation 13:09 AI use cases beyond triage 15:35 Guardrails for AI agents in security 18:01 Levels of AI autonomy 20:53 Detection strategy with AI agents 22:09 Training agents for threat detection 27:06 Documenting institutional knowledge 30:22 Human focus areas with AI delegation 34:18 AI in secure coding and shift-left 37:39 Major security program shifts this year 40:12 Advice for security leaders