Senior Director Offensive Security

Summary

Join Sagent as a Senior Director of Offensive Security to lead the red/purple team strategy and proactively identify vulnerabilities across systems, applications, and infrastructure. This high-impact role oversees offensive security operations, including penetration testing, threat simulation, and adversarial emulation. You will shape the offensive security vision, drive team development, and collaborate cross-functionally to strengthen the overall security posture. The position requires developing and executing scalable offensive testing programs and conducting realistic threat simulations. You will also partner with various teams to remediate vulnerabilities and present risk-based findings to executive leadership. Finally, you will build and lead a high-performing offensive security team.

Requirements

• Bachelor’s degree in Computer Science, Cybersecurity, Information Systems, or relevant discipline with 8 - 10 years of experience in a related field
• Experience will be considered in lieu of a degree
• 10+ years of progressive experience in offensive security or red team leadership roles
• Deep knowledge of offensive security methodologies, tools, (e.g., Colbalt Strike, Metasploit, Burp Suite), and techniques aligned to MITRE ATT&CK and OWASP
• Proven experience running successful red/purple team operations, adversarial emulation, and coordinated vulnerability disclosure processes
• Strong understanding of cloud-native architectures and security testing in environments like AWS, Azure, and Kubernetes

Responsibilities

• Own and evolve the enterprise-wide offensive security strategy, aligning red/purple team initiatives with company-wide risk mitigation goals
• Help lead all cybersecurity and technical professionals responsible for penetration testing, vulnerability discovery, adversary simulation, and exploitation exercises
• Develop and execute scalable offensive testing programs, including both scheduled and ad hoc red team operations across cloud, network, application, and physical environments
• Conduct or oversee realistic threat simulations to evaluate the organization’s detection and response capabilities
• Collaborate cross-functionally with other teams to strengthen defense-in-depth strategies through lessons learned from offensive testing
• Maintain awareness of advanced persistent threat (APT) tactics, techniques, and procedures (TTPs) and apply them to internal testing frameworks
• Partner with Security Architecture, Incident Response, Infrastructure, and Engineering teams to ensure vulnerabilities are not only identified but also prioritized and remediated
• Engage with executive leadership and key stakeholders to present risk-based findings, prioritize actions, and inform broader cybersecurity strategy
• Collaborate with Compliance, Legal, and Risk functions to align offensive security testing with regulatory and audit requirements
• Develop metrics and reporting frameworks that clearly communicate risk exposure, remediation progress, and security maturity to both technical and executive audiences
• Ensure offensive security practices align with relevant standards and frameworks such as NIST, MITRE ATT&CK, ISO 27001, SOC 2, and PCI DSS
• Provide oversight for secure tooling, sandbox environments, and automation pipelines used for offensive testing
• Build, coach, and lead a high-performing offensive security team with a strong culture of innovation, ethical hacking, and continuous learning
• Mentor junior and senior level team members and promote collaboration with defensive security counterparts to support a unified security strategy

Preferred Qualifications

• Experience working in a regulated industry such as financial services or fintech; familiarity with mortgage servicing is strong plus
• Relevant certification preferred; such as OSCP, OSCE, GPEN, or CRTO preferred

Benefits

• Remote/Hybrid workplace options
• Health Benefits
• Unlimited Flexible Time Off
• Family Planning Services
• Tuition Reimbursement
• Paid Family Leave
• 401(k) Matching
• Pet Insurance
• LinkedIn Learning
• Virtual Social Experiences
• Career Pathing
• Focus Time Fridays