Senior Red Team Analyst – Data Loss Prevention & Insider Threat #3578939

Be Part Of A High-Performing Team:

This opportunity sits within a highly specialized enterprise security organization focused on protecting sensitive data across complex global environments. The team operates at the intersection of cybersecurity, insider risk, and data protection—driving innovation in how organizations defend against real-world data exfiltration threats. Known for a rigorous, analytical, and forward-thinking approach, the group collaborates closely with engineering, governance, and risk teams to continuously evolve security controls and detection strategies. The environment is fast-paced, highly collaborative, and deeply technical, with a strong emphasis on proactive threat simulation and continuous improvement.

What's In Store For You:

• Engagement: W2 only (no C2C/1099)
• Opportunity to work on cutting-edge insider threat and data protection initiatives
• Exposure to advanced enterprise security tools and real-world adversary simulation scenarios
• High-impact role influencing enterprise-wide security posture and risk mitigation strategies

How You Will Make An Impact:

• Design and execute sophisticated red team simulations focused on insider threat and data exfiltration scenarios
• Test and challenge Data Loss Prevention (DLP) controls across endpoints, email, cloud platforms, and collaboration tools
• Identify control gaps, bypass techniques, and misconfigurations within enterprise data protection frameworks
• Partner with engineering teams to refine detection logic, policies, and enforcement mechanisms
• Simulate high-risk user behaviors including privileged access misuse, third-party risk, and employee offboarding scenarios
• Deliver clear, actionable reports outlining vulnerabilities, risk exposure, and remediation strategies
• Present findings to senior stakeholders and contribute to enterprise-level security decision-making
• Validate remediation efforts through continuous testing and re-assessment

Are you a proven offensive security professional with expertise in insider threat and data protection?

• 5+ years of experience in red team, offensive security, or adversary simulation roles
• Hands-on experience testing or bypassing Data Loss Prevention (DLP) controls
• Strong knowledge of insider threat behaviors and data exfiltration techniques
• Experience working with endpoint, email, cloud, and collaboration security environments
• Direct experience with tools such as Microsoft Purview (DLP, Insider Risk), Varonis, and Proofpoint (TAP/TRAP/CASB)
• Familiarity with unstructured data environments and user-driven data movement risks
• Ability to translate technical findings into business and risk-focused insights
• Experience in regulated industries such as financial services, healthcare, or technology
• Strong communication skills with the ability to present to leadership and cross-functional teams