This talk delves into the complex, evolving landscape of modern insider threats. It will provid a detailed overview of different types of insiders, such as traditional insiders, AI-enabled insiders, and AI entity insiders, along with their implications for organizational security. The talk will highlight contributing factors to insider threats, including psychological, social, and technological elements, as well as real-world case studies illustrating these threats. It will emphasizes the need for advanced security measures, including the adoption of machine learning (ML) and artificial intelligence (AI), to effectively identify and mitigate these risks. The talk will explores the impact of remote working models, coercion, negligence, and advancements in technology, including AI tools, ...