Insider threats pose a significant and increasing risk to organizations across industries. The Insider Threat Pen Test is a novel approach to cyber security that proactively identifies and addresses vulnerabilities stemming from both accidental malicious insider and this presentation delves into the methodology behind this Pen Test, illustrating how it complements traditional external penetration testing by focusing on internal systems, processes, and human behavior. Through in-depth case studies from various sectors, we showcase the actionable insights gained from this approach. These insights empower organizations to strengthen their security culture, implement targeted mitigation strategies, and foster a proactive cyber security mindset. Attendees will learn how the Insider Threat Pen Test can be leveraged to reduce the risk of data breaches, intellectual property theft, operational disruptions, and other costly consequences of insider threats. Ultimately, this presentation demonstrates how the Insider Threat Pen Test serves as a business enabler, enhancing organizational resilience and safeguarding critical assets in an ever-evolving threat landscape.