Lead, Offensive Security

Role Description

Become a part of our caring community. Selected candidate is required to reside 60 mins from one of the following locations: (Louisville KY, NYC Metro, Dallas Metro, Charlotte NC Metro, South Florida (Tampa/Miami/Ft Lauderdale), Washington DC metro, Chicago, Boston, Atlanta, Nashville).

We're standing up a new AI & Offensive Tooling capability inside our Offensive Security organization, and we're looking for its founding engineer. As Lead, Offensive Security (AI & Tooling), you will own the in-house AI agent platform that powers our penetration testing and red team operations, and build the AI-driven tooling that makes every offensive service line faster, broader, and more autonomous. This is a hands-on building role with the scope of a technical lead: you set the technical direction for offensive AI at the company, and you ship the software that proves it.

It's a rare chance to build autonomous offensive security capabilities from the ground up, responsibly, inside a program that helps protect the health data of millions of people.

Qualifications

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

Requirements

• Build autonomous or semi-autonomous offensive agents, LLM-driven penetration-testing agents, or reinforcement-learning exploit and attack-path planners.
• Hands-on with AI red-teaming frameworks such as PyRIT or Garak.
• Fluent in MITRE ATLAS, the OWASP Top 10 for LLM Applications, and the NIST AI Risk Management Framework.
• Demonstrated ability to test endpoints protected by modern EDR/XDR.
• Depth in an advanced offensive specialty: malware development, advanced Red Team operations and threat simulation, or adversarial ML research.

Benefits

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

Company Description

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.