This guide outlines the challenges associated with data exfiltration and the limitations of legacy Data Loss Prevention (DLP) systems. It explains how modern endpoint DLP solutions address these issues by providing comprehensive coverage across various exfiltration channels. The document details six critical channels that legacy DLP often misses, including endpoints like USB drives, encrypted files, certificate-pinned applications, personal cloud accounts, email, and web communications. It emphasizes the need for a unified policy that encompasses all channels to effectively prevent data loss. Additionally, the guide highlights key capabilities of modern DLP systems, such as blocking endpoint exfiltration, closing network blind spots, providing real-time user coaching, and tracking data lineage. By focusing on the endpoint, the guide asserts that data exfiltration primarily occurs during active user actions rather than in static cloud environments. This comprehensive approach aims to enhance data security and reduce the risk of unauthorized data transfers.