AI Red Team Lead | Lead 5+ Security Experts | Scale With Proven Founders

Job Description

Backed by seasoned founders who've already built and scaled a security category before, with frontier AI labs and Fortune 500 names already on the client list, this is a rare shot at getting in early on something with real traction, not just a pitch deck.

This role is for a hands-on security leader who can lead a 5+ member red team while staying deep in the technical work. The mandate spans AI/LLM security, adversary emulation, application security, cloud, identity, endpoint, and traditional offensive security.

The ideal candidate has grown from a strong red-team or penetration-testing background into leadership without stepping away from the technical edge.

What You’ll Own

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• Lead and mentor a red team of 5+ security professionals.
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• Plan and execute complex red-team and adversarial-security engagements.
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• Set technical direction across AI red teaming, application, network, identity, endpoint, and cloud security.
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• Guide the development of realistic, multi-stage attack scenarios based on real-world adversary behavior.
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• Lead AI/LLM security assessments covering prompt injection, agent security, RAG, tool abuse, excessive agency, data leakage, and emerging AI attack techniques.
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• Oversee traditional offensive-security testing including privilege escalation, lateral movement, Active Directory, web/API attacks, persistence, credential access, and exfiltration.
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• Review attack scenarios, proof-of-concepts, technical findings, and customer deliverables for depth and quality.
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• Translate complex attack paths into clear business impact and actionable security recommendations.
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• Act as a technical authority in customer engagements and executive discussions.
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• Work directly with customers to understand their environments, objectives, risks, and security requirements.
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• Partner with engineering, product, research, and defensive-security teams.
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• Establish methodologies, technical standards, processes, and quality controls for the red-team function.
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• Develop the team's offensive-security and AI-security capabilities through hands-on mentoring.
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• Stay technically involved in complex engagements, validate attack paths, and challenge technical assumptions.
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What You Bring

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• 5+ years of experience in offensive security, red teaming, penetration testing, adversary emulation, or a related field.
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• Demonstrated experience leading a red team of 5+ security professionals.
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• Strong hands-on background as a Red Teamer, Penetration Tester, Offensive Security Engineer, or Security Researcher.
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• Strong technical depth across offensive security and adversary emulation.
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• Experience with web/API security, privilege escalation, lateral movement, Active Directory, identity attacks, and data exfiltration.
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• Strong understanding of MITRE ATT&CK.
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• Working knowledge of AI/LLM security and adversarial-AI techniques, including OWASP LLM security risks and MITRE ATLAS.
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• Strong customer-facing experience with the ability to present technical findings to security teams, engineering leaders, and executives.
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• Proven ability to lead complex technical projects and multiple engagements simultaneously.
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• Excellent written and verbal communication.
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• Ability to balance technical depth, team leadership, customer requirements, and business priorities.
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The Leadership Profile

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This is not a purely managerial role.

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The right leader has done the work personally and can move comfortably between technical depth and leadership. You should be able to dissect an attack chain with a red teamer, review a proof-of-concept with an engineer, explain risk to a CISO, and lead a customer conversation, all while building a high-performing technical team.

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Good to Have

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• Experience building or scaling a red-team function.
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• Experience leading customer-facing penetration-testing or red-team engagements.
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• Hands-on AI/LLM red-team experience.
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• Experience with security products, adversary emulation, BAS, exposure validation, or security-control validation.
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• OSCP, OSEP, OSWE, CRTO, GXPN, or equivalent certifications.
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• CTF, vulnerability research, CVE, open-source security tooling, or conference-speaking experience.
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Lead the team. Stay hands-on. Shape how AI security gets tested. Send your profile to sanish@careerxperts.com.