This document discusses the legal obligations around DLP monitoring and how to address the challenges. It covers: 1) Laws like the Data Protection Act, EU Data Protection Regulation, and Regulation of Investigatory Powers Act that govern DLP monitoring. 2) Key challenges include carrying out monitoring legally under RIPA while allowing some personal use, and addressing this through data governance, stakeholder engagement, education, and culture. 3) Effective strategies include knowing your data and risks, having clear and achievable policies, providing tools and guidance for users, engaging stakeholders, frequent education and awareness campaigns, and embedding a culture of security mindfulness.