Lead Information Security Engineer - Red Team
About The Position
The Lead Information Security Engineer within Product and Platform Security provides technical leadership and hands-on execution across Red Team functions. The role uses advanced penetration testing and adversarial emulation to identify and ethically exploit vulnerabilities across enterprise systems, products, services, and applications in cloud-native and hybrid environments. It plans and executes Adversarial Cybersecurity Emulation (ACE) exercises, including AI-driven threat scenarios, to evaluate and strengthen security defenses. The Lead balances deep technical expertise with leadership responsibilities, guiding engagements, setting technical direction, mentoring engineers, ensuring quality outcomes, and driving remediation efforts to completion. The role leads strategic initiatives to enhance penetration testing, adversarial emulation, and security testing capabilities, partnering with stakeholders across technology, engineering, product, and security teams to reduce risk and improve resilience. This is a remote opportunity open to candidates located anywhere in the U.S.
Requirements
- Bachelor’s degree in Information Security, Computer Science, Engineering, or a related field, or equivalent experience.
- 5+ years of hands-on penetration testing, offensive security, or advanced security assessment experience; 7+ years in Information Security, or 5+ years with a bachelor's degree.
- Professional penetration-testing certifications such as GPEN, GWAPT, GMOB, OSCP, OSWE, or equivalent.
- Proven experience leading complex penetration tests and adversarial exercises from planning through technical and executive reporting.
- Deep expertise in MITRE ATT&CK, threat-informed testing, adversarial emulation, and modern cyber threats, vulnerabilities, and exploit techniques.
- Strong knowledge of AWS, Azure, and/or GCP security, including identity, networking, workloads, and cloud control planes.
- Experience applying OWASP, NIST, CIS Controls, and other security frameworks.
- Advanced knowledge of networks, operating systems, identity systems, applications, APIs, scripting, and enterprise technologies.
- Demonstrated leadership, mentoring, communication, and stakeholder management skills, including the ability to drive multiple workstreams while remaining technically hands-on.
Nice To Haves
- Master’s degree in Information Security, Computer Science, Engineering, or a related field.
- 7+ years of penetration testing or offensive security experience in large enterprise environments.
- 3+ years leading Red Team engagements and coordinating with defensive, business, and executive stakeholders.
- Experience developing security tools, exploits, payloads, automations, and new Red Team capabilities.
- Experience assessing mobile technologies, AI systems, cloud services, and other emerging technologies.
- Knowledge of AI/ML applications in cybersecurity, including adversarial testing and automation.
- Experience creating technical training, teaching, presenting at conferences, or building development programs.
- Advanced professional certifications such as GXPN, OSEP, or equivalent.
Responsibilities
- Serve as a cybersecurity and Red Team subject matter expert, leading penetration testing, adversarial emulation, and threat-based security assessments.
- Lead end-to-end planning, execution, and reporting of complex security assessments across infrastructure, applications, cloud platforms, APIs, databases, and identity systems.
- Direct Adversarial Cybersecurity Emulation (ACE) and Red Team engagements, coordinating stakeholders, managing risk, and delivering actionable security recommendations.
- Provide technical leadership across multiple concurrent initiatives, ensuring quality, accuracy, and successful delivery while remaining hands-on with testing activities.
- Define testing strategies, review findings and risk assessments, and guide remediation efforts to reduce organizational risk.
- Partner with incident response, engineering, product, and business teams to identify vulnerabilities, evaluate attack paths, and strengthen security controls.
- Drive innovation through automation, tooling, process improvements, AI/ML-enabled security capabilities, and the expansion of Red Team services.
- Communicate technical risks and business impacts to executive and technical audiences, promote knowledge sharing, and foster a strong security-focused culture.
Benefits
- Comprehensive package featuring a broad range of Health, Life, Voluntary Lifestyle benefits and other perks intended to support physical, mental, emotional, and financial wellbeing.
- Bonus structure may include short-term incentives, long-term incentives, and/or sales compensation.
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What This Job Offers
Job Type
Full-time
Career Level
Senior
