This whitepaper discusses the complexities of cyber risk management and the role of Tanium in enhancing cybersecurity for organizations seeking cyber insurance. It outlines the challenges faced by organizations in managing their cyber risk posture, particularly in the context of the burdensome underwriting process for cyber insurance. The document introduces the Tanium Risk Assessment – Cyber Insurance Supplement (TRA-CIS), which automates and streamlines the underwriting process, providing quantitative data derived from endpoints. The TRA-CIS enables organizations to conduct comprehensive assessments of their cybersecurity posture efficiently, allowing for timely sharing of results with insurers. The paper details the ten categories assessed by Tanium, which include security products, critical data management, vulnerability response, and endpoint protection. By leveraging real-time data, the TRA-CIS aims to improve underwriting confidence and potentially lead to reduced premiums for organizations, while also identifying critical actions for remediation of vulnerabilities.