Lead, Offensive Security

About the role

We're standing up a new AI & Offensive Tooling capability inside our Offensive Security organization, and we're looking for its founding engineer.

Responsibilities

• Own the in-house AI agent platform that powers our penetration testing and red team operations.
• Build the AI-driven tooling that makes every offensive service line faster, broader, and more autonomous.
• Set the technical direction for offensive AI at the company, and ship the software that proves it.
• Build autonomous and semi-autonomous agents that perform real offensive operations against networks, web applications, and infrastructure.
• Reason through reconnaissance, exploitation, privilege escalation, and lateral movement using LLM-driven planning loops.
• Orchestrate multi-agent operations for breadth and drive real offensive tooling through function-calling.
• Operate a production-scale, event-driven cloud platform for adversarial testing of the enterprise's own AI systems.
• Mentor 1-3 engineers as the capability grows towards its own function.

Requirements

• 6+ years in roles such as Red Team or Penetration Testing, including team- or program-level leadership.
• A strong track record of building and operating production-quality software and tooling.
• Hands-on experience designing, building, or operating AI agents or LLM applications.
• Experience attacking AI/ML systems, including prompt injection, jailbreaking, and adversarial techniques.
• Production experience with at least one major Cloud Service Provider (AWS, GCP, or Azure).

Qualifications

• Offensive security depth: 6+ years in roles such as Red Team or Penetration Testing, including team- or program-level leadership.
• Production Python engineering: a strong track record of building and operating production-quality software and tooling.
• Hands-on with AI red-teaming frameworks such as PyRIT or Garak, and fluent in MITRE ATLAS, the OWASP Top 10 for LLM Applications, and the NIST AI Risk Management Framework.
• Model Context Protocol (MCP): building clients/servers, or testing them and RAG pipelines for tool/prompt-injection abuse.
• Demonstrated ability to test endpoints protected by modern EDR/XDR.
• Experience across multiple cloud providers.
• Threat-intelligence-driven operations.
• Depth in an advanced offensive specialty: malware development, advanced Red Team operations and threat simulation, or adversarial ML research.
• Experience building and breaking LLMs, ML models, and AI infrastructure.
• Published research, open-source contributions, or talks at DEF CON, BSides, x33fcon, or Black Hat.
• Expert-level certifications (e.g. OSEE, OSED, OSCE3, CRTL, CWEE, CAPE).

Skills

• Autonomous or semi-autonomous offensive agents, LLM-driven penetration-testing agents, or reinforcement-learning exploit and attack-path planners.
• Testing of AI/ML systems: prompt injection, jailbreaking, and adversarial techniques.
• Cloud fluency: production experience with at least one major Cloud Service Provider (AWS, GCP, or Azure).

Benefits

• Medical, dental, and vision benefits.
• 401(k) retirement savings plan.
• Time off (including paid time off, company and personal holidays, paid parental and caregiver leave).
• Short-term and long-term disability.
• Life insurance.
• Many other opportunities.

Pay

The compensation range below reflects a good faith estimate of starting base pay for full time (40 hours per week) employment at the time of posting. The pay range may be higher or lower based on geographic location and individual pay will vary based on demonstrated job related skills, knowledge, experience, education, certifications, etc.

$142,300 - $195,700 per year

This job is eligible for a bonus incentive plan. This incentive opportunity is based upon company and/or individual performance.

Description Of Benefits

Humana, Inc. and its affiliated subsidiaries (collectively, “Humana”) offers competitive benefits that support whole-person well-being. Associate benefits are designed to encourage personal wellness and smart healthcare decisions for you and your family while also knowing your life extends outside of work. Among our benefits, Humana provides medical, dental and vision benefits, 401(k) retirement savings plan, time off (including paid time off, company and personal holidays, paid parental and caregiver leave), short-term and long-term disability, life insurance and many other opportunities.

About Us

About Humana: Humana Inc. (NYSE: HUM) is a leading U.S. healthcare company. Through our Humana insurance services and our CenterWell healthcare services, we make it easier for the millions of people we serve to achieve their best health – delivering the care and service they need, when they need it. These efforts are leading to a better quality of life for people with Medicare and Medicaid, families, individuals, military service personnel, and communities at large. Learn more about what we offer at Humana.com and at CenterWell.com.

Equal Opportunity Employer

It is the policy of Humana not to discriminate against any employee or applicant for employment because of race, color, religion, sex, sexual orientation, gender identity, national origin, age, marital status, genetic information, disability or protected veteran status. It is also the policy of Humana to take affirmative action, in compliance with Section 503 of the Rehabilitation Act and VEVRAA, to employ and to advance in employment individuals with disability or protected veteran status, and to base all employment decisions only on valid job requirements. This policy shall apply to all employment actions, including but not limited to recruitment, hiring, upgrading, promotion, transfer, demotion, layoff, recall, termination, rates of pay or other forms of compensation and selection for training, including apprenticeship, at all levels of employment.